Structure of 13433-00-6
*Storage: {[sel_prStorage]}
*Shipping: {[sel_prShipping]}
The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
4.5
*For Research Use Only !
Change View
Size | Price | VIP Price | US Stock |
Global Stock |
In Stock | ||
{[ item.pr_size ]} |
Inquiry
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.discount_usd) ]} {[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} |
Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]} | Inquiry {[ item.pr_usastock ]} In Stock Inquiry - | {[ item.pr_chinastock ]} {[ item.pr_remark ]} In Stock 1-2 weeks - Inquiry - | Login | - + | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days
1-2weeks
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price, item.pr_usd) ]}
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
In Stock
- +
Please Login or Create an Account to: See VIP prices and availability
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. : | 13433-00-6 |
Formula : | C7H14ClNO4 |
M.W : | 211.64 |
SMILES Code : | O=C(OCC)C(N)C(OCC)=O.[H]Cl |
MDL No. : | MFCD00012510 |
InChI Key : | GLFVNTDRBTZJIY-UHFFFAOYSA-N |
Pubchem ID : | 3084143 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Num. heavy atoms | 13 |
Num. arom. heavy atoms | 0 |
Fraction Csp3 | 0.71 |
Num. rotatable bonds | 6 |
Num. H-bond acceptors | 5.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 48.01 |
TPSA ? Topological Polar Surface Area: Calculated from |
78.62 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 |
0.86 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
0.24 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
0.1 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
-0.15 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
0.21 |
Log S (ESOL):? ESOL: Topological method implemented from |
-1.3 |
Solubility | 10.7 mg/ml ; 0.0504 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (Ali)? Ali: Topological method implemented from |
-2.09 |
Solubility | 1.7 mg/ml ; 0.00804 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-0.53 |
Solubility | 62.6 mg/ml ; 0.296 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 |
No |
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 |
-6.98 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 |
0.0 |
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 |
2.0 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 |
---|---|---|
95% | Stage #1: With sodium ethanolate In ethanol at 20℃; for 20 h; Heating / reflux Stage #2: With acetic acid In ethanol |
Starting materials, can be purchased from commercial sources or prepared using literature procedures. To a mixture of diethyl aminomalonate hydrochloride (8.0 g, 47.3 mmol) and ethyl (ethoxymethylene)cyanoacetate (10.0 g, 47.2 mmol) in ethanol (60 ml) at r.t. was added a 21 wt. percent solution of sodium ethoxide in ethanol (62 ml, 165.4 mmol). The reaction mixture was then stirred at reflux for 20 h. After cooling to r.t., the mixture was neutralized with AcOH (6.75 ml, 118 mmol), concentrated, diluted with H2O (250 mL) and extracted with CHCl3 (3*250 mL). The combined organics were dried (MgSO4), filtered, concentrated and purified by flushing through a pad of silical gel (10 g, EtOAc) to yield amino pyrrole 3 (10.2 g, 45.1 mmol, 95percent) as a yellow solid. 1H NMR: (500 MHz, DMSO-d6) δ 11.55 (br s, 1H), 7.21 (d, J=4.0, 1H,), 5.57 (s, 2H), 4.21 (q, J=7.5 Hz, 2H), 4.18 (q, J=7.8 Hz, 2H), 1.27 (t, J=7.5 Hz, 2H), 1.25 (t, J=7.8 Hz, 2H); LC/MS: (ES+) m/z (M-OEt)+=181; HPLC Rt=0.96, column N. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | With sodium ethanolate In ethanol for 14 h; Reflux | Diethyl 2-aminomalonate hydrochloride (20 g, 90 mmol) and ethyl 2-cyano-3-ethoxyacrylate (16 g, 94 mmol) were dissolved in ethanol (250 mL). Sodium ethoxide (21 g, 310 mmol) was added, and the mixture was heated to reflux for 14 hours. The mixture was neutralized with acetic acid (20 mL) and concentrated. The mixture was partitioned between dichloromethane and water. The aqueous layer was extracted twice with dichloromethane. The combined organic layers were washed with brine, dried over sodium sulfate, and concentrated. The resulting solid was triturated with a mixture of heptanes and dichloromethane (10:1) overnight. The suspension was filtered to yield 12.5g of diethyl 3-amino-lH-pyrrole-2,4-dicarboxylate as a solid (80percent yield). 1H NMR (400 MHz, DMSO-J6) δ 11.53 (s, IH), 7.20 (d, J= 4.0 Hz, IH), 5.57 (s, 2H), 4.27 - 4.11 (m, 4H), 1.32 - 1.19 (m, 6H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | In 1,4-dioxane; water; | To a suspended of diethyl aminomalonate hydrochloride (25 g, 118.12 mmol, 1 equiv) in a mixture of water (150 mL) anddioxane (220 mL) in a round bottom flask with magnetic bar, NaHCO3 (10.42 g, 124.03 mmol, 1.05 equiv) was slowlyadded while stirring at room temperature. When the solution became clear, a catalyst amount of DMAP (1% mol, 144 mg)was added followed with a dropwise addition of a solution of Boc2O (27.07 g, 124.03 mmol, 1.05 equiv) in dioxane (80mL). After the reaction was complete (monitored by TLC), the solvents were evaporated in vacuo. The residue wasdissolved in EtOAc. The organic phase was washed with solutions of 5% KHSO4, satd. NaHCO3, water, and brine, anddried over anhydrous Na2SO4, then filtered and evaporated in vacuo. The desired product was pure enough for the nextstep without a need of purification via column chromatography. Yield quantitative (32.51 g). 1H NMR (400 MHz,DMSO-d6): δ 7.67 (d, J = 8.1 Hz, 1H), 4.80 (d, J = 8.1 Hz, 1H), 4.16 (m, 4H), 1.39 (s, 9H), 1.20 (t, J = 7.1 Hz, 6H). 13CNMR (100 MHz, DMSO-d6): δ 167.04, 155.54, 79.51, 61.96, 57.89, 28.48, 12.28. HRMS (ESI, positive mode): m/z298.1323 [M+Na]+, calcd for [C12H21NO6Na]+: 298.1261 |
97% | With triethylamine; In tetrahydrofuran; water; at 0 - 55℃; for 50h; | a) 1,3-diethyl 2-{ r(fe/t-butoxy)carbonyl1 amino jpropanedioate (T67) Di-ie/t-butyl dicarbonate (5.3 g; 24 mmol; 1 eq) and triethylamine (3 mL) at 0C were added to a solution of 1,3-diethyl 2-aminopropanedioate hydrochloride (5 g; 23 mmol; 1 eq) in tetrahydrofuran/water (1: 1, 60 mL). The reaction mixture was stirred at room temperature for 2 days and, at 55C, 2 hours. After concentration to dryness, the residue was taken up in ethyl acetate (150 mL) and water (50 mL). The aqueous layer was extracted with ethyl acetate (2 x 50 mL). The combined organic layers were washed with saturated ammonium chloride (50 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure. The title compound, 1,3-diethyl 2- { [(ieri-butoxy)carbonyl] amino Jpropanedioate was obtained in 97% yield (6.16 g) as a colorless oil. 1H NMR (CDC13): δ (ppm) 1.35 (t, 6H), 1.5 (s, 9H), 4.32 (q, 4H), 4.99 (d, 1H), 5.61 (d, 1H). |
91% | With sodium hydroxide; In 1,4-dioxane; at 5 - 20℃; for 24h; | Diethyl 2-aminomalonate hydrochloride (2.535 g, 12.0 mmol) was dissolved in a mixture of 1 M NaOH (12 mL) and 1 ,4-dioxane (10 mL) and a solution of Boc-anhydride (2.54 g, 12.0 mmol, 1.0 eq.) in 1 ,4-dioxane (5 mL) was added dropwise at 5 C. Subsequently, the mixture was stirred at r.t. for 24 h. Dioxane was removed in vacuo and the residue was dissolved in ethyl acetate. After phase separation, the organic layer was washed with 1 M HCI (3 x 50 mL) and dried over Na2S04. The solvent was removed in vacuo and the crude product was purified by column chromatography with silica gel (cyclohexane/ethyl acetate, 6:1 ). The product was isolated as a colourless oil. Yield: 3.009 g (91 %). 2 1H NMR (300 MHz, CDCI3): δ [ppm]: 1 .30 (t, 3JKH = 7.2 Hz, 6 H, 10-CH3, 12-CH3), 1 .45 (s, 9 H, 6-CH3, 7-CH3, 8-CH3), 4.27 (m, 4 H, 9-CH2, 1 1 -CH2), 4.94 (d, 3JH,H = 7.7 Hz, 1 H, 2-CH), 5.63 (d, 3JH,H = 7.8 Hz, 1 H, 2-NH). 13C-NMR (101 MHz, CDCI3) δ [ppm]: 14.0 (q, C-10, C-12), 28.2 (q, C-6, C-7, C-8), 57.5 (d, C-2), 62.4 (t, C-9, C-1 1 ), 80.5 (s, C-5), 154.8 (s, C-4), 166.6 (s, C-1 , C-3). Exact mass (ESI+): Ci2H2iN06 + Na+: calcd. 298.1261 , found 298.1244. Ref.: 1H NMR: H. Schneider, G. Sigmund, B. Schricker, K. Thirring, H. Berner, J.Org. Chem. 1993, 58, 683-689. |
91% | This compound was synthetized according to the procedure describedby Berner and co-workers.21 To a solution of 10.0 g of diethylaminomalonate hydrochloride (47.3 mmol, 1.008 equiv) in 80.0 mLof dioxane, 1.89 g of NaOH in water (1.01 equiv, 47.4 mmol, 1.0 M)were added. After complete dissolution of the salt, a solution of10.3 g of (Boc)2O (1.0 equiv, 46.8 mmol) in 20.0 mL of dioxane wasadded dropwise and reacted overnight. Once the reaction wasfinished the solvents were removed at reduced pressure, the crudesolid was redissolved with EtOAc, washed with solutions of 1 N HCland saturated NaCl, dried over MgSO4 anhyd and the solvent of thecombined organic phases was removed at reduced pressure. Finally,the crude product was purified by flash column chromatography(Hexane/EtOAc 3:1) to afford the desired product as a whitesolid in 91% yield. 1H NMR (400 MHz, CDCl3) d5.54 (br s, 1H), 4.93(d, J7.8 Hz, 1H), 4.35e4.15 (m, 4H), 1.44 (s, 9H), 1.29 (t, J7.1 Hz,6H). | |
91% | Diethyl 2-aminomalonate hydrochloride (2.54 g, 12.0 mmol) was dissolved in a mixture of 1M NaOH (12 mL) and 1,4-dioxane (10 mL) and a solution of Boc-anhydride (2.54 g, 12.0 mmol, 1.0e q.) in 1,4-dioxane (5 mL) was added dropwise at 5C. Subsequently, the mixture was stirred at r.t. for 24 h. Dioxane was removed in vacuo and the residue was dissolved in ethyl acetate. After phase separation, the organic layer was washed with 1M HCl (3×50mL) and dried over Na2SO4. The solvent was removed in vacuo and the crude product was purified by column chromatography (cyclohexane/ethyl acetate, 6:1). The product was isolated as colorless oil. Yield: 3.01g (91%). 1H NMR (300 MHz, CDCl3): δ 1.30 (t, 3JH,H=7.2Hz, 6H, 10-CH3, 12-CH3), 1.45 (s, 9H, 6-CH3, 7-CH3, 8-CH3), 4.27 (m, 4H, 9-CH2, 11-CH2), 4.94 (d, 3JH,H=7.7Hz, 1H, 2-CH), 5.63 (d, 3JH,H=7.8Hz, 1H, 2-NH).113C NMR (101 MHz, CDCl3): δ 14.0 (q, C-10, C-12), 28.2 (q, C-6, C-7, C-8), 57.5 (d, C-2), 62.4 (t, C-9, C-11), 80.5 (s, C-5), 154.8 (s, C-4), 166.6 (s, C-1, C-3).Exact mass (ESI+): C12H21NO6 + Na+: calcd. 298.1261, found 298.1244. | |
89% | Compound 1 (500g, 2.36mol) was dissolved in 1L of methylene chloride, added dropwise triethylamine (716g, 7.08mol) under ice-water bath, the addition was complete the reaction at room temperature 0.5h; cooled in an ice-water bath, slowly added Boc anhydride (567g, 2.60mol), completion, stirring overnight at room temperature.TLC showed disappearance of compound 1, the reaction was filtered, the filter cake was washed with dichloromethane, and the filtrate was concentrated to give an oil.Oil was dissolved in ethyl acetate was added, washed with 1N aqueous hydrochloric acid solution, then with saturated brine, the organic phase was dried over anhydrous sodium sulfate, filtered, the organic phase was concentrated to give 578g of Compound 2 as a yellow oil (yield: 89%), used without further purification in the next reaction. | |
85% | With sodium hydroxide; In water; acetone; for 48h;pH 8; | Step 1 To a solution of diethyl aminomalonate hydrochloride XCV (2.0 g, 9.45 mmol) in water (45 mL) was added 1 M NaOH to pH~8. Boc2O (3.72 g, 17.0 mmol) in acetone (15 mL) was then added. The reaction mixture was stirred for 2 days before the acetone was evaporated under reduced pressure. The residue was washed by diethyl ether, and the organic layer was evaporated under vacuum to give the crude 1,3-diethyl 2-[(tert-butoxy)carbonyl]amino}propanedioate XCVI as a colorless oil (2.22 g, 8 mmol, 85% yield). The crude product was used directly in step 2. ESIMS found for C12H21NO6 m/z 276 (M+H). |
46% | NaHCO3 (462 mg, 5.5 mmol)was slowly added to a suspension ofdiethyl aminomalonate hydrochloride(1.0582 g, 5 mmol, 13) in water (7 mL) and dioxane(10 mL). The resulting solution was stirred for a fewminutes at room temperature (rt) until a clear solutionappeared. Next, DMAP (6.11 mg, 0.01 mmol) was addedfollowed by a dropwise addition of a solution of Boc2O(1.2004 g, 5.5 mmol) in dioxane (4 mL). The mixture wasstirred at room temperature overnight. Then, the solutionwas concentrated under reduced pressure. The residue wassuspended in ethyl acetate (25 mL) and then extracted with5% aqueous KHSO4 solution (20 mL), saturated aqueousNaHCO3 solution (20 mL), water (15 mL) and brine (15 mL).The organic phase was dried with anhydrous Na2SO4 andconcentrated under reduced pressure. 1.2803 g, 4.65 mmol(46% yield) of a light oil was obtained and applied for thenext reaction without further purification. LRMS (ESI(electrospray ionization)) m/z 276.1 [M - CO2]+, 100). | |
With triethylamine; In tetrahydrofuran-water; | (a) A solution of 31.7 g (150 mmole) of diethyl aminomalonate hydrochloride in 400 mL 1/1 THF/H2O was cooled to 0C and 20 mL triethylamine was added followed by 35 g di-t-butyldicarbonate. The reaction mixture was stirred 1.25 hours at 0C and was then warmed briefly to 50C. The reaction mixture was stirred overnight at room temperature, concentrated to remove THF, diluted with ethyl acetate, washed with 200 mL 10% citric acid solution and brine, dried (MgSO4), filtered, and concentrated to a clear viscous liquid to give N-[bis(ethoxycarbonyl)methyl]carbamic acid, 1,1-dimethylethyl ester. 43.3 g, 100%. IR (LF) 2938, 1761, 1720, 1506, 1370, 1163, 780 cmmin1. | |
With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20℃; for 16h;Cooling with ice; | Step I. To a solution of diethyl aminomalonate hydrochloride (17 g, 80 mmol) and DIPEA (44 mL, 250 mmol) in DCM (250 mL) was added di-tert-butyl dicarbonate (20.8 g, 96 mmol) at ice-bath. The mixture was allowed to warm to room temperature while stirred for 16 h. Then the mixture was concentrated in vacuo. And the residue was extracted with DCM (150 mL) two times. The combined organic layers were washed with saturated NaHCO3 (100 mL) three times, dried over anhydrous sodium sulfate and concentrated in vacuo to afford 22 g of crude product diethyl 2-(tert-butoxycarbonylamino)propanedioate as a colorless oil (yield was 100%). MS: calc'd (MH+) 276, measured (MH+) 276 | |
With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20℃; for 16h;Cooling with ice; | To a solution of diethyl aminomalonate hydrochloride (17 g, 80 mmol) and DIPEA (44 mL, 250 mmol) in DCM (250 mL) was added di-tert-butyl dicarbonate (20.8 g, 96 mmol) at ice-bath. The mixture was allowed to warm to room temperature while stirred for 16 h. Then the mixture was concentrated in vacuo. And the residue was extracted with DCM (150 mL) two times. The combined organic layers were washed with saturated NaHC03 (lOOmL) three times, dried over anhydrous sodium sulfate and concentrated in vacuo to afford 22 g of crude product diethyl 2-(tert-butoxycarbonylamino)propanedioate as a colorless oil (yield was 100%). MS: calc'd (MH+) 276, measured (MH+) 276. | |
With dmap; sodium hydrogencarbonate; In 1,4-dioxane; water; at 20℃; for 12h; | To a solution of diethyl 2-aminomalonate hydrochloride (50 g, 236 mmol) in H2O (300 mL) and dioxane (440 mL) was slowly added NaHCO3 (21 g, 248 mmol) at 20 C. When the solution became clear, DMAP (289 mg, 2 mmol) was added followed by dropwise addition of a solution of Boc2O (54 g, 248 mmol) in dioxane (160 mL).The mixture was stirred at 20 C. for 12 hours. The mixture were concentrated. The residue was dissolved in ethyl acetate. The organic phase was washed with solution of 5% KHSO4 (aq.), sat. aq. NaHCO3, water, and brine, and dried over anhydrous Na2SO4, then filtered and concentrated to give diethyl 2-((tert-butoxycarbonyl)amino)malonate. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
49% | With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20℃; for 30.5h; | 1) 2-[(5-Methylpyridine-2-carbonyl)amino]malonic acid diethyl ester 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (10.15 g), 1-hydroxybenzotriazole (650 mg), aminomalonic acid diethyl ester hydrochloride (12.22 g), and triethylamine (20.1 mL) were added to 5-methylpyridine-2-carboxylic acid (6.6 g) in N,N-dimethylformamide (240 mL), and the mixture was stirred for 30.5 hours at room temperature. The reaction mixture was partitioned between water and chloroform, and the organic layer was dried over sodium sulfate anhydrate. After a filtration step, the solvent was removed under reduced pressure, and the residue was purified through silica gel column chromatography (hexane - ethyl acetate), to thereby give 2-[(5-methylpyridine-2-carbonyl)amino]malonic acid diethyl ester as an oil (7.0 g, 49%). 1H-NMR (400MHz, CDCl3) delta: 1.32 (6H, t, J=7.1Hz), 2.41 (3H, s), 4.29-4.34(4H,m), 5.38(1H, d, J=7.4Hz), 7.64(1H, d, J=7.8Hz), 8.02-8.04(8H,m), 8.43(1H,s), 8.85(1H,d,J=7.4Hz). |
49% | With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20℃; for 30.5h; | 1) 2-[(5-Methylpyridine-2-carbonyl)amino]malonic acid diethyl ester 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (10.15 g), 1-hydroxybenzotriazole (650 mg), aminomalonic acid diethyl ester hydrochloride (12.22 g), and triethylamine (20.1 mL) were added to a solution of 5-methylpyridine-2-carboxylic acid (6.6 g) in N,N-dimethylformamide (240 mL), and the resultant mixture was stirred at room temperature for 30.5 hours. Water and chloroform were added to the reaction solution, and the mixture was partitioned. The organic layer was dried over anhydrous sodium sulfate. After separating the organic layer by filtration, the solvent was evaporated under reduced pressure, and a residue thus obtained was purified by silica gel column chromatography (hexane-ethyl acetate), to obtain 2-[(5-methylpyridine-2-carbonyl)amino]malonic acid diethyl ester (7.0 g, 49%) as an oily product. 1H-NMR (400MHz, CDCl3) delta: 1.32 (6H, t, J=7.1Hz), 2.41 (3H, s), 4.29-4.34 (4H, m), 5.38 (1H, d, J=7.4Hz), 7.64 (1H, d, J=7.8Hz), 8.02-8.04 (8H, m), 8.43 (1H, s), 8.85 (1H, d, J=7.4Hz). |
Tags: 13433-00-6 synthesis path| 13433-00-6 SDS| 13433-00-6 COA| 13433-00-6 purity| 13433-00-6 application| 13433-00-6 NMR| 13433-00-6 COA| 13433-00-6 structure
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