*Storage:
*Shipping:
4.5
*For Research Use Only !
Change View
Size | Price | US Stock | Global Stock | In Stock |
250mg | łÇî¶ÊÊ | Inquiry | Inquiry | |
1g | łÍò¶ÊÊ | Inquiry | Inquiry | |
5g | łÇî§¶ÊÊ | Inquiry | Inquiry | |
10g | ł§Ëî¶ÊÊ | Inquiry | Inquiry |
US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks
łÇî¶ÊÊ
łÍò¶ÊÊ
łÇî§¶ÊÊ
ł§Ëî¶ÊÊ
In Stock
- +
US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 225791-13-9 |
Formula : | C5H12ClNO |
M.W : | 137.61 |
SMILES Code : | O[C@@H]1[C@H](N)CCC1.[H]Cl |
MDL No. : | MFCD08704797 |
InChI Key : | ZFSXKSSWYSZPGQ-JBUOLDKXSA-N |
Pubchem ID : | 17039404 |
GHS Pictogram: | ![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H332-H335 |
Precautionary Statements: | P280-P305+P351+P338-P310 |
Num. heavy atoms | 8 |
Num. arom. heavy atoms | 0 |
Fraction Csp3 | 1.0 |
Num. rotatable bonds | 0 |
Num. H-bond acceptors | 2.0 |
Num. H-bond donors | 2.0 |
Molar Refractivity | 34.87 |
TPSA ? Topological Polar Surface Area: Calculated from | 46.25 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from | 0.0 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by | 0.38 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from | 0.66 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from | 0.21 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by | 0.14 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions | 0.28 |
Log S (ESOL):? ESOL: Topological method implemented from | -0.93 |
Solubility | 16.1 mg/ml ; 0.117 mol/l |
Class? Solubility class: Log S scale | Very soluble |
Log S (Ali)? Ali: Topological method implemented from | -0.92 |
Solubility | 16.7 mg/ml ; 0.121 mol/l |
Class? Solubility class: Log S scale | Very soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by | 0.2 |
Solubility | 220.0 mg/ml ; 1.6 mol/l |
Class? Solubility class: Log S scale | Soluble |
GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg | High |
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg | Yes |
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) | No |
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) | No |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) | No |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) | No |
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) | No |
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) | No |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from | -6.87 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from | 0.0 |
Ghose? Ghose filter: implemented from | None |
Veber? Veber (GSK) filter: implemented from | 0.0 |
Egan? Egan (Pharmacia) filter: implemented from | 0.0 |
Muegge? Muegge (Bayer) filter: implemented from | 1.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat | 0.55 |
PAINS? Pan Assay Interference Structures: implemented from | 0.0 alert |
Brenk? Structural Alert: implemented from | 0.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from | No; 1 violation:MW<1.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) | 1.79 |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride; In methanol; ethanol; | C. Preparation of cis-2-aminocyclopentanol hydrochloride The 60.36 g of crude intermediate from Example 2B above were stirred with 566 ml of 10% hydrochloric acid solution at reflux for one hour. After cooling, the mixture was filtered and the filtrate was concentrated in vacuo. To the residue were added 200 ml of methanol and the mixture again concentrated in vacuo. Fifty milliliters of ethanol were added and the solution was placed in the refrigerator. The resulting precipitate was collected by filtration, washed with cold ethanol, and recrystallized from ethyl acetate/methanol to provide 20.18 g of the desired title intermediate, m.p. 182-184 C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
60.3% | With N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 100℃; for 3h; | A mixture of N-cyclopropyl-2-(2,5-dichloropyrimidin-4-yl)-l-(ethoxymethyl)-lH- indole-4-carboxamide (10 g, 25 mmol), (15',2i?)-2-aminocyclopentanol hydrochloride (4.1 g, 30 mmol) and DIPEA (5 mL, 30 mmol) in DMSO (70 mL) is stirred at 100 C for 3 h, then poured into water and extracted with EA. The combined extracts are washed with aqueous saturated sodium chloride, dried over Na2S04 and concentrated in vacuo. The residue is purified by chromatography on silica gel to give 2-{5-chloro-2-[(li?,25)-2- hydroxycyclopentylamino] pyrimidin-4-yl} -N-cyclopropyl- 1 -(ethoxymethyl)- lH-indole- 4-carboxamide (7 g, 60.3 %). MS (m/z): 470 (35C1) and 472 (37C1) (M+H)+ The above product (7 g, 14.9 mmol) is stirred with hydrogen chloride (6 M in methanol, 210 mL, 1.26 mol) at 45 C for 12 h. The precipitate is collected by filtration, washed with methanol and dried in vacuo to give the title compound (4.7 g, 70 %). MS (m z): 412 (35C1) and 414 (37C1) (M+H)+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.5h; | General procedure: Procedure S2: A tube was charged with 3-[(4-fluoro-3-methyl-phenyl)carbamoyl]- benzenesulfonyl chloride (250 mg, 0.76 mmol) and an amine (1.1 eq) and CH2C12 (5 mL) was added. The solution was stirred, DIPEA (329 mu, 1.9 mmol, 2.5 eq) was added and the mixture was further stirred for 30 minutes. Then, HC1 (1M aq / 5 mL) was added and the mixture was stirred for 5 minutes more. Compound 172 Synthesis following procedure S2 with cis-(15',2i?)-2-aminocyclopentanol hydrochloride as amine. The formed precipitate was collected on a glassfilter and rinsed with CH2CI2 (2 x 5 mL). The precipitate was further purified using silica gel column chromatography (gradient elution: EtO Ac-heptane 0: 100 to 100:0). Drying in vacuo at 55C resulted in compound 172 as a bright white powder. Method G; Rt: 1.65 min. m/z: 392.9 (M+H)+ Exact mass: 392.1. DSC (From 30 to 300 C at 10C/min): 145 C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
11% | With sodium hydrogencarbonate; In butan-1-ol; at 150℃; for 72h; | 150 mg (0.56 mmol) 3-(1-benzofur-2-yl)-6-chloroimidazo[1,2-b]pyridazine, 183.7 mg (1.34 mmol) <strong>[225791-13-9](1S,2R)-2-aminocyclopentanol hydrochloride</strong> (1:1) and 186.9 mg (2.23 mmol) sodium hydrogencarbonate in 5.0 mL butan-1-ol were stirred 72 h at 150C. The solvent was removed. The residue was purified by HPLC to yield 20 mg (11%). LC-MS (Method 2): Rt = 1.01 min; MS (ESIpos) m/z = 335 [M+H]+. 1H-NMR (300 MHz ,DMSO-d6), delta [ppm]= 1.54-2.12 (6H), 3.96-4.08 (1H), 4.29-4.36 (1H), 4.70-4.76 (1H), 6.90-6.97 (1H), 6.99-7.05 (1H), 7.20-7.32 (2H), 7.47-7.51 (1H), 7.56-7.61 (1H), 7.64-7.70 (1H), 7.74-7.80 (1H), 7.87-7.91 (1H) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
34 mg | With dmap; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20℃; for 3h; | A solution of 75 mg intermediate 17, 59.9 mg (1 S,2R)-2-amino-cyclopentanol hydrochloride (1 :1 ), 165.5 mg HATU, 0.1 1 mL ethyldiisopropylamine and 1 .3 mg 4-dimethylaminopyridine in 2 mL of DMF was stirred at room temperature for 3 hours. Then the reaction mixture was filtered and subjected to RP-HPLC (Instrument: Labomatic HD-3000 HPLC gradient pump, Labomatic Labocol Vario-2000 fraction collector; column: Chromatorex C-18 125 mm x 30 mm, eluent A: 0.1 % formic acid in water, eluent B: acetonitril; gradient: A 60% / B 40%? A 20% / B 80%; flow: 150 mL/min; UV-detection: 254 nm) to yield 34 mg 6-(4-chlorophenyl)-2-(3- fluorophenyl)-N-[(1 R,2S)-2-hydroxycyclopentyl]-3-oxo-2,3-dihydropyridazine-4-carboxamide. 1H NMR (400 MHz, DMSO-d6) delta ppm = 1 .45 - 1.66 (m, 3 H), 1 .66 - 1 .90 (m, 2 H), 1 .92 - 2.03 (m, 1 H), 3.97 - 4.1 1 (m, 2 H), 5.03 (d, 1 H), 7.35 - 7.41 (m, 1 H), 7.51 - 7.68 (m, 5 H), 7.97 - 8.03 (m, 2 H), 8.66 (s, 1 H), 9.67 - 9.74 (m, 1 H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
36 mg | With dmap; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20℃; for 14h; | A solution of 83 mg intermediate 2-(3-fluorophenyl)-6-(4-methoxyphenyl)-3-oxo-2,3- dihydropyridazine-4-carboxylic acid, 37 mg (1 S,2R)-2-aminocyclopentanol hydrochloride, 167 mg HATU, 0.12 mL ethyldiisopropylamine and 1 .3 mg 4-dimethylaminopyridine in 1 .6 mL of DMF was stirred at room temperature for 14 hours. Then the reaction mixture was filtered and subjected to RP-HPLC (Instrument: Waters Autopurificationsystem; column: Waters XBrigde C18 5mu 100x30mm; eluent A: water + 0.2 Vol-% aqueous ammonia (32%), eluent B: methanol; gradient: 0.00-0.50 min 32% B (25->70mL/min), 0.51-5.50 min 67-87% B (70mL/min), DAD scan: 210-400 nm) to yield 36 mg 2-(3-fluorophenyl)-N-(3-hydroxybutan-2-yl)-6-(4- methoxyphenyl)-3-oxo-2,3-dihydropyridazine-4-carboxamide. 1H NMR (400 MHz, DMSO-d6) delta ppm = 1 .45 - 1.68 (m, 3 H), 1 .70 - 1 .89 (m, 2 H), 1 .89 - 2.06 (m, 1 H), 3.82 (s, 3 H), 3.96 - 4.12 (m, 2 H), 5.02 (d, 1 H), 7.00 - 7.15 (m, 2 H), 7.29 - 7.45 (m, 1 H), 7.51 - 7.57 (m, 1 H), 7.57 - 7.69 (m, 2 H), 7.86 - 7.94 (m, 2 H), 8.62 (s, 1 H), 9.74 (d, 1 H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
260 mg | A mixture of <strong>[225791-13-9](1S,2R)-2-aminocyclopentanol hydrochloride</strong> (compound 27a, 500 mg, 3.63 mmol) and potassium hydroxide (1.83 g, 32.7 mmol) in water (25 mL) was stirred at 0 oC for 2 hours, then THF (50 mL) and triphosgene (2.16 g, 7.27 mmol) was added slowly, the reaction mixture was stirred at 0 oC for 2 hours. The reaction mixture was poured into 20 mL H2O and extracted with EtOAc twice (50 mL). The combined organic layer was washed with sat. aqueous sloution of NaHCO3 (50 mL) and brine (50 mL), dried over Na2SO4 and concentrated in vacuo. The residue was washed with n-heptane to give compound 27b (260 mg) as a white solid. LCMS (M+H+): 128.1. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
35 mg | With dmap; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20℃; for 1.5h; | A solution of 75 mg intermediate 6-(4-chlorophenyl)-3-oxo-2-(pyridin-3-yl)-2,3-dihydropyridazine-4-carboxylic acid, 63 mg (1 S,2R)-2-aminocyclopentanol hydrochloride (1:1),174 mg HATU, 0.16 mL ethyldiisopropylamine and 1 mg 4-dimethylaminopyridine in 2 mL ofDMF was stirred at room temperature for 90 mm. Then the reaction mixture was filtered andsubjected to RP-HPLC (instrument: Labomatic HD-3000 HPLC gradient pump, LabomaticLabocol Vario-2000 fraction collector; column: Chromatorex C-18 125 mm x 30 mm, eluent A:0.lvol% formic acid in water, eluent B: acetonitrile; gradient: A 70% I B 30% - A 30% I B70%; flow: 150 mLlmin; UV-detection: 254 nm) to yield 35 mg 6-(4-chlorophenyl)-N-[(1 R,2S)-2-hydroxycyclopentyl]-3-oxo-2-(pyridin-3-yl)-2,3-d ihyd ropyridazine-4-carboxamide.1H NMR (400 MHz, DMSO-d6) 6 [ppm] = 1.46 - 1.64 (m, 3 H), 1.70 - 1.88 (m, 2 H), 1.92 - 2.03(m, 1 H), 3.99 -4.12 (m, 2 H), 5.04 (d, 1 H), 7.56 - 7.61 (m, 2 H), 7.61 - 7.66 (m, 1 H), 7.97 -8.03 (m, 2 H), 8.16 (ddd, 1 H), 8.66 - 8.70 (m, 2 H), 8.91 (d, 1 H), 9.67 (d, 1 H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
59% | With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20℃; for 2h; | 3-Oxo-2-(pyridin-3-yl)-6-[4-(trifluoromethyl )phenyl]-2 ,3-di hydropyridazi ne-4-carboxylic acid (50 mg, 0.138 mmol) was dissolved in anhydrous DMF (1.05 mL). (1S,2R)-2-Aminocyclopentanolhydrochloride (1:1) (38 mg, 0.28 mmol), N-ethyl-N-isopropylpropan-2-amine (157 pL, 0.90 mmol), and propane phosphonic acid anhydride (T3P, 122 pL, 50% in DMF, 208 pmol) were successively added. It was stirred for 2 h at rt. The reaction mixture was diluted with methanol and concentrated under vacuum. The residue was purified by RP-HPLC (column: X-Bridge 018 5pm 1 OOx3Omm, mobile phase: (water + 0.2 vol% aqueous ammonia (32%)) acetonitrile,gradient) to afford 36.5 mg (59%) of the title compound.1H-NMR (400MHz, DMSO-d6): 6 [ppm] = 1.46 - 1.65 (m, 3H), 1.70- 1.88 (m, 2H), 1.92-2.04(m, 1H), 3.99 -4.12 (m, 2H), 5.05 (d, 1H), 7.64 (ddd, 1H), 7.89 (d, 2H), 8.18 (ddd, 1H), 8.21 (d,2H), 8.70 (dd, 1H), 8.75 (s, 1H), 8.92 (d, 1H), 9.66 (d, 1H).= -2.1 (c = 1.00, methanol). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
42% | A solution of ( 1.V,2/?)-2-aminocyclopentanol HC1 salt (104 mg, 0.76 (0491) pmol) and A-3-2 (200 mg, 634 pmol) in dry MeOH (3.17 mL) was heated to 65 C for 1 hour. The reaction was cooled to room temperature and NaBFL (72 mg, 1.9 mmol) was added. The mixture was stirred for 2 hours then quenched with water (5 mL) and stirred for 5 min. The mixture was extracted with DCM (3 x 15 mL), dried with Na2S04 and concentrated under reduced pressure. Flash chromatography (ISCO system, silica (12 g), 0-20% methanol in dichloromethane) provided A-3 (108 mg, 270 pmol, 42% yield). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
84.98% | ( 1 R, 25)-2-aminocyclopentanol, HC1 (3.6 g, 26.16 mmol) was dissolved in anhydrous MeOH (96.89 mL) and treated with strongly basic ion exchange resin (Amberlite IRN-78). 4-methoxybenzaldehyde (3.56 g, 26.16 mmol) was added and the solution was stirred and heated to 65 C for 3 hr. The mixture was cooled to room temperature and NaBH4 (989.68 mg, 26.16 mmol) was added. The reaction was stirred for 30 minutes, then quenched with water (50 mL) and stirred for another 30 minutes. MeOH was removed under reduced pressure and the aqueous phase was extracted with DCM (3 x 50mL). The organic phase was combined and dried over Na2S04. The crude was purified by flash chromatography (ISCO system, 80g, 0-10% MeOH/DCM) to give C-5-1 (4.92 g, 22.23 mmol, 84.98% yield) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
97% | With N-ethyl-N,N-diisopropylamine; In ethanol; at 80℃; for 1h; | To a solution of C-l-5 (1.74 g, 7.1 mmol) and the HC1 salt of (lS,2^)-2- aminocyclopentanol (1.08 g, 7.8 mmol) in EtOH (14 mL) was added DIEA (4.6 g, 6.2 mL 35.6 mmol). The mixture was heated to 80 C for 1 hour. The reaction cooled and concentrated under reduced pressure. Flash chromatography (ISCO system, silica (40 g), 20-80% ethyl acetate in hexane) provided C-l-6 (2.13 g, 97% yield) as a white solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
64.9% | A solution of ( 1.V , 2 /? ) - 2 - a m i n o c y c 1 o pe n t a n o 1 HC1 salt (69 mg, 504 pmol), Hunig?s Base (196 mg, 0.26 mL, 1.5 mmol) and A-1-4 (150.00 mg, 504 pmol) in dry MeOH (2.50 mL) was heated to 65 C for 1 hr. The reaction was cooled to room temperature and NaBFL (38 mg, 1.0 mmol) was added. The mixture was stirred for 2 hr then quenched with water (3 mL) and stirred for 5 min. The mixture was extracted with DCM (3 x 5 mL), dried with Na2S04 and concentrated under reduced pressure. Flash chromatography (ISCO system, silica (12 g), 25-50% ethyl acetate in hexane) provided A-l (125.3 mg, 327 pmol, 64.9% yield). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With triethylamine; In dichloromethane; at 16℃; for 12h; | To a solution of (1S, 2R)-2-aminocyclopentanol, hydrochloride (2 g, 14.53 mmol, 1 eq) in DCM (20 mL) was added TEA (4.41 g, 43.60 mmol, 6.07 mL, 3 eq) and Boc2O (3.17 g, 14.53 mmol, 3.34 mL, 1 eq). The mixture was stirred at l6C for 12 h. It was concentrated under reduced pressure to remove DCM. The residue was diluted with water 50 mL, adjusted pH to 7 by added HC1 (1 M), and then extracted with EtOAc (30 mLx3). The combined organic layers were washed with brine (50 mL), dried over Na2S04, filtered and concentrated under reduced pressure to afford the title compound (2.5 g, crude) as a colorless oil whcih was used directly into the next step without purification. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
65% | With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; | A mixture of 2- (5-amino-2- (furan-2-yl) -7H-pyrazolo [4, 3-e] [1, 2, 4] triazolo [1, 5-c] pyrimidin-7-yl) -2-phenylpropanoic acid (38.9 mg, 0.1 mmol) , (1S, 2R) -2-aminocyclopentan-1-ol hydrochloride (13.7 mg, 0.1 mmol) , HATU (45 mg, 0.12 mmol) and DIPEA (25.8 mg, 0.2 mmol) in DMF (3 mL) was stirred overnight. The reaction mixture was poured into H 2O (10 mL) and extracted with EtOAc (10 mL x 3) . The combined organic layers were washed with brine, dried over Na 2SO 4, concentrated and purified by prep -TLC (EtOAc) to give the target compound (31 mg, 65%) . 1H NMR (400 MHz, DMSO-d6) delta 8.28 -8.25 (m, 1H) , 7.98 (s, 2H) , 7.96 (s, 1H) , 7.38 -7.22 (m, 4H) , 7.19 -7.07 (m, 2H) , 6.95 -6.81 (m, 1H) , 6.79 -6.70 (m, 1H) , 4.66 -4.56 (m, 1H) , 4.00 -3.79 (m, 2H) , 2.34 (d, J = 10.4 Hz, 3H) , 1.89 (m, 1H) , 1.78 -1.54 (m, 3H) , 1.31 -1.21 (m, 2H) ppm. MS: M/e 473 (M+1) +. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
52.4% | With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; | A mixture of (S) -2- (5-amino-2- (furan-2-yl) -7H-pyrazolo [4, 3-e] [1, 2, 4] triazolo [1, 5-c] pyrimidin-7-yl) -2-phenylpropanoic acid (100 mg, 0.26 mmol) , (1S, 2R) -2-aminocyclopentan-1-ol hydrochloride (35.3 mg, 0.26 mmol) , HATU (120 mg, 0.31 mmol) and DIPEA (67 mg, 0.52 mmol) in DMF (4 mL) was stirred overnight. The reaction mixture was poured into H 2O (10 mL) and extracted with EtOAc (10 mL x 3) . The combined organic layers were washed with brine, dried over Na 2SO 4, concentrated and purified by prep -TLC (EtOAc) to give the target compound (53 mg, 52.4%) . 1H NMR (400 MHz, DMSO-d6) delta 8.28 -8.25 (m, 1H) , 7.98 (s, 2H) , 7.96 (s, 1H) , 7.38 -7.22 (m, 4H) , 7.19 -7.07 (m, 2H) , 6.95 -6.81 (m, 1H) , 6.79 -6.70 (m, 1H) , 4.66 -4.56 (m, 1H) , 4.00 -3.79 (m, 2H) , 2.34 (d, J = 10.4 Hz, 3H) , 1.89 (m, 1H) , 1.78 -1.54 (m, 3H) , 1.31 -1.21 (m, 2H) ppm. MS: M/e 473 (M+1) +. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
52.4% | With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; | A mixture of (R) -2- (5-amino-2- (furan-2-yl) -7H-pyrazolo [4, 3-e] [1, 2, 4] triazolo [1, 5-c] pyrimidin-7-yl) -2-phenylpropanoic acid (100 mg, 0.26 mmol) , (1S, 2R) -2-aminocyclopentan-1-ol hydrochloride (35.3 mg, 0.26 mmol) , HATU (120 mg, 0.31 mmol) and DIPEA (67 mg, 0.52 mmol) in DMF (4 mL) was stirred overnight. The reaction mixture was poured into H 2O (10 mL) and extracted with EtOAc (10 mL x 3) . The combined organic layers were washed with brine, dried over Na 2SO 4, concentrated and purified by prep-TLC (EtOAc) to give the target compound (50 mg, 52.4%) . 1H NMR (400 MHz, DMSO-d6) delta 8.28 -8.25 (m, 1H) , 7.98 (s, 2H) , 7.96 (s, 1H) , 7.38 -7.22 (m, 4H) , 7.19 -7.07 (m, 2H) , 6.95 -6.81 (m, 1H) , 6.79 -6.70 (m, 1H) , 4.66 -4.56 (m, 1H) , 4.00 -3.79 (m, 2H) , 2.34 (d, J = 10.4 Hz, 3H) , 1.89 (m, 1H) , 1.78 -1.54 (m, 3H) , 1.31 -1.21 (m, 2H) ppm. MS: M/e 473 (M+1) +. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Crude 5 -((2-(6-(3? -(5 -formyl-6-methoxypyridin-2-yl)-2,2? -dimethyl- [ 1 , G -biphenyl] -3 -yl)-2- methoxypyridin-3-yl)-4,5-dihydro-lH-imidazol-l-yl)methyl)nicotinonitrile (18 mg, 0.025 mmol), diisopropylethylamine (13 mg, 0.1 mmol), and (lS,2R)-2-aminocyclopentan-l-ol hydrochloride (18 mg, 0.13 mmol) was suspended in dichloromethane. The resulting mixture was stirred at room temperature for 0.5 h before NaBH(OAc)3 (44 mg, 0.2 mmol) was added. The reaction was stirred for 4 h and quenched with TFA, water and DMF. After stirring for 15 min, the reaction was concentrated and purified by preparative HPFC to provide the title compound as the bis-TFA salt. ' H NMR (400 MHz, Methanol-iA) d 8.91 (d, J= 1.9 Hz, 1H), 8.76 (d, J= 2.2 Hz, 1H), 8.22 (t, J= 2.1 Hz, 1H), 8.08 (d, J= 7.7 Hz, 1H), 7.86 (d, J= 7.5 Hz, 1H), 7.48 (dd, .7= 7.7, 1.4 Hz, 1H), 7.45 - 7.31 (m, 4H), 7.26 (dd, .7= 7.6, 1.5 Hz, 1H), 7.23 - 7.15 (m, 2H), 4.76 (s, 2H), 4.38 (td, J= 4.6, 2.2 Hz, 1H), 4.28 (q, J= 13.3 Hz, 2H), 4.18 - 4.08 (m, 4H), 4.05 (s, 3H), 3.98 (s, 3H), 3.54 - 3.43 (m, 1H), 2.20 - 2.06 (m, 7H), 2.06 - 1.58 (m, 5H). ES/MS (m/z, M+H+): 694.71. |
Tags: 225791-13-9 synthesis path| 225791-13-9 SDS| 225791-13-9 COA| 225791-13-9 purity| 225791-13-9 application| 225791-13-9 NMR| 225791-13-9 COA| 225791-13-9 structure
A187080 [68327-11-7]
(1R,2R)-2-aminocyclopentanol hydrochloride
Similarity: 1.00
A212536 [68327-04-8]
(1S,2S)-2-Aminocyclopentanol hydrochloride
Similarity: 1.00
A346501 [31775-67-4]
trans-2-Aminocyclopentanol hydrochloride
Similarity: 1.00
A219695 [137254-03-6]
(1R,2S)-2-Aminocyclopentanol hydrochloride
Similarity: 1.00
A187080 [68327-11-7]
(1R,2R)-2-aminocyclopentanol hydrochloride
Similarity: 1.00
A212536 [68327-04-8]
(1S,2S)-2-Aminocyclopentanol hydrochloride
Similarity: 1.00
A346501 [31775-67-4]
trans-2-Aminocyclopentanol hydrochloride
Similarity: 1.00
A219695 [137254-03-6]
(1R,2S)-2-Aminocyclopentanol hydrochloride
Similarity: 1.00
A187080 [68327-11-7]
(1R,2R)-2-aminocyclopentanol hydrochloride
Similarity: 1.00
A212536 [68327-04-8]
(1S,2S)-2-Aminocyclopentanol hydrochloride
Similarity: 1.00
A346501 [31775-67-4]
trans-2-Aminocyclopentanol hydrochloride
Similarity: 1.00
A219695 [137254-03-6]
(1R,2S)-2-Aminocyclopentanol hydrochloride
Similarity: 1.00
Precautionary Statements-General | |
Code | Phrase |
P101 | If medical advice is needed,have product container or label at hand. |
P102 | Keep out of reach of children. |
P103 | Read label before use |
Prevention | |
Code | Phrase |
P201 | Obtain special instructions before use. |
P202 | Do not handle until all safety precautions have been read and understood. |
P210 | Keep away from heat/sparks/open flames/hot surfaces. - No smoking. |
P211 | Do not spray on an open flame or other ignition source. |
P220 | Keep/Store away from clothing/combustible materials. |
P221 | Take any precaution to avoid mixing with combustibles |
P222 | Do not allow contact with air. |
P223 | Keep away from any possible contact with water, because of violent reaction and possible flash fire. |
P230 | Keep wetted |
P231 | Handle under inert gas. |
P232 | Protect from moisture. |
P233 | Keep container tightly closed. |
P234 | Keep only in original container. |
P235 | Keep cool |
P240 | Ground/bond container and receiving equipment. |
P241 | Use explosion-proof electrical/ventilating/lighting/equipment. |
P242 | Use only non-sparking tools. |
P243 | Take precautionary measures against static discharge. |
P244 | Keep reduction valves free from grease and oil. |
P250 | Do not subject to grinding/shock/friction. |
P251 | Pressurized container: Do not pierce or burn, even after use. |
P260 | Do not breathe dust/fume/gas/mist/vapours/spray. |
P261 | Avoid breathing dust/fume/gas/mist/vapours/spray. |
P262 | Do not get in eyes, on skin, or on clothing. |
P263 | Avoid contact during pregnancy/while nursing. |
P264 | Wash hands thoroughly after handling. |
P265 | Wash skin thouroughly after handling. |
P270 | Do not eat, drink or smoke when using this product. |
P271 | Use only outdoors or in a well-ventilated area. |
P272 | Contaminated work clothing should not be allowed out of the workplace. |
P273 | Avoid release to the environment. |
P280 | Wear protective gloves/protective clothing/eye protection/face protection. |
P281 | Use personal protective equipment as required. |
P282 | Wear cold insulating gloves/face shield/eye protection. |
P283 | Wear fire/flame resistant/retardant clothing. |
P284 | Wear respiratory protection. |
P285 | In case of inadequate ventilation wear respiratory protection. |
P231 + P232 | Handle under inert gas. Protect from moisture. |
P235 + P410 | Keep cool. Protect from sunlight. |
Response | |
Code | Phrase |
P301 | IF SWALLOWED: |
P304 | IF INHALED: |
P305 | IF IN EYES: |
P306 | IF ON CLOTHING: |
P307 | IF exposed: |
P308 | IF exposed or concerned: |
P309 | IF exposed or if you feel unwell: |
P310 | Immediately call a POISON CENTER or doctor/physician. |
P311 | Call a POISON CENTER or doctor/physician. |
P312 | Call a POISON CENTER or doctor/physician if you feel unwell. |
P313 | Get medical advice/attention. |
P314 | Get medical advice/attention if you feel unwell. |
P315 | Get immediate medical advice/attention. |
P320 | |
P302 + P352 | IF ON SKIN: wash with plenty of soap and water. |
P321 | |
P322 | |
P330 | Rinse mouth. |
P331 | Do NOT induce vomiting. |
P332 | IF SKIN irritation occurs: |
P333 | If skin irritation or rash occurs: |
P334 | Immerse in cool water/wrap n wet bandages. |
P335 | Brush off loose particles from skin. |
P336 | Thaw frosted parts with lukewarm water. Do not rub affected area. |
P337 | If eye irritation persists: |
P338 | Remove contact lenses, if present and easy to do. Continue rinsing. |
P340 | Remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P341 | If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P342 | If experiencing respiratory symptoms: |
P350 | Gently wash with plenty of soap and water. |
P351 | Rinse cautiously with water for several minutes. |
P352 | Wash with plenty of soap and water. |
P353 | Rinse skin with water/shower. |
P360 | Rinse immediately contaminated clothing and skin with plenty of water before removing clothes. |
P361 | Remove/Take off immediately all contaminated clothing. |
P362 | Take off contaminated clothing and wash before reuse. |
P363 | Wash contaminated clothing before reuse. |
P370 | In case of fire: |
P371 | In case of major fire and large quantities: |
P372 | Explosion risk in case of fire. |
P373 | DO NOT fight fire when fire reaches explosives. |
P374 | Fight fire with normal precautions from a reasonable distance. |
P376 | Stop leak if safe to do so. Oxidising gases (section 2.4) 1 |
P377 | Leaking gas fire: Do not extinguish, unless leak can be stopped safely. |
P378 | |
P380 | Evacuate area. |
P381 | Eliminate all ignition sources if safe to do so. |
P390 | Absorb spillage to prevent material damage. |
P391 | Collect spillage. Hazardous to the aquatic environment |
P301 + P310 | IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
P370 + P376 | In case of fire: Stop leak if safe to Do so. |
P370 + P378 | In case of fire: |
P370 + P380 | In case of fire: Evacuate area. |
P370 + P380 + P375 | In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion. |
P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
Storage | |
Code | Phrase |
P401 | |
P402 | Store in a dry place. |
P403 | Store in a well-ventilated place. |
P404 | Store in a closed container. |
P405 | Store locked up. |
P406 | Store in corrosive resistant/ container with a resistant inner liner. |
P407 | Maintain air gap between stacks/pallets. |
P410 | Protect from sunlight. |
P411 | |
P412 | Do not expose to temperatures exceeding 50 oC/ 122 oF. |
P413 | |
P420 | Store away from other materials. |
P422 | |
P402 + P404 | Store in a dry place. Store in a closed container. |
P403 + P233 | Store in a well-ventilated place. Keep container tightly closed. |
P403 + P235 | Store in a well-ventilated place. Keep cool. |
P410 + P403 | Protect from sunlight. Store in a well-ventilated place. |
P410 + P412 | Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF. |
P411 + P235 | Keep cool. |
Disposal | |
Code | Phrase |
P501 | Dispose of contents/container to ... |
P502 | Refer to manufacturer/supplier for information on recovery/recycling |
Physical hazards | |
Code | Phrase |
H200 | Unstable explosive |
H201 | Explosive; mass explosion hazard |
H202 | Explosive; severe projection hazard |
H203 | Explosive; fire, blast or projection hazard |
H204 | Fire or projection hazard |
H205 | May mass explode in fire |
H220 | Extremely flammable gas |
H221 | Flammable gas |
H222 | Extremely flammable aerosol |
H223 | Flammable aerosol |
H224 | Extremely flammable liquid and vapour |
H225 | Highly flammable liquid and vapour |
H226 | Flammable liquid and vapour |
H227 | Combustible liquid |
H228 | Flammable solid |
H229 | Pressurized container: may burst if heated |
H230 | May react explosively even in the absence of air |
H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
H270 | May cause or intensify fire; oxidizer |
H271 | May cause fire or explosion; strong oxidizer |
H272 | May intensify fire; oxidizer |
H280 | Contains gas under pressure; may explode if heated |
H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
H290 | May be corrosive to metals |
Health hazards | |
Code | Phrase |
H300 | Fatal if swallowed |
H301 | Toxic if swallowed |
H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
Sorry,this product has been discontinued.
Home
* Country/Region
* Quantity Required :
* Cat. No.:
* CAS No :
* Product Name :
* Additional Information :
Total Compounds: mg
The concentration of the dissolution solution you need to prepare is mg/mL