Structure of 325142-82-3
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CAS No. : | 325142-82-3 |
Formula : | C13H16BF3O2 |
M.W : | 272.07 |
SMILES Code : | CC1(C)OB(OC1(C)C)C1=CC(=CC=C1)C(F)(F)F |
MDL No. : | MFCD05863925 |
InChI Key : | GJNOCGLTCQPYAC-UHFFFAOYSA-N |
Pubchem ID : | 2760604 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302 |
Precautionary Statements: | P280-P305+P351+P338 |
Num. heavy atoms | 19 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.54 |
Num. rotatable bonds | 2 |
Num. H-bond acceptors | 5.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 67.92 |
TPSA ? Topological Polar Surface Area: Calculated from |
18.46 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 |
3.79 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
4.16 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
2.68 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
2.87 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
2.7 |
Log S (ESOL):? ESOL: Topological method implemented from |
-4.02 |
Solubility | 0.0262 mg/ml ; 0.0000963 mol/l |
Class? Solubility class: Log S scale |
Moderately soluble |
Log S (Ali)? Ali: Topological method implemented from |
-3.87 |
Solubility | 0.0366 mg/ml ; 0.000134 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-4.88 |
Solubility | 0.00356 mg/ml ; 0.0000131 mol/l |
Class? Solubility class: Log S scale |
Moderately 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) |
Yes |
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) |
Yes |
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 |
-5.27 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 |
1.0 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) |
2.95 |
* 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 |
---|---|---|
General procedure: [RuCl2(p-cymene)]2 (2.3 mg, 3.8 mumol) and TpMe2K (2.5 mg, 7.5 mumol)were placed in a resealable Schlenk tube. The tube was evacuated,backfilled with dinitrogen and then charged with the arene 2 (5 mmol).After stirring the mixture at room temperature for 1 h, pinacolborane(1; 36 muL, 0.25 mmol) was added. The reaction mixture was thenstirred at 120 C for 16 h. After the reaction, the mixture was analysedby GC and GC-MS. The volatile material was removed in vacuo, andthe residue was purified by Kugelrohr distillation. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With bis(1,5-cyclooctadiene)nickel (0); 1,3-bis(mesityl)imidazolium chloride; sodium t-butanolate; at 140℃; for 24h;Inert atmosphere; Glovebox; Sealed tube; | General procedure: A 20-mL glass vessel equipped with J. Young O-ring tap containing a magnetic stirring bar was dried with a heat-gun under reduced pressure and filled with nitrogen after cooling to room temperature. After adding bis(pinacolato)diboron (127.0 mg, 0.5 mmol), the vessel was introduced inside an argon-atmosphere glovebox. In the glovebox, Ni(cod)2 (13.8 mg, 0.05 mmol) and CsF (19.0 mg, 0.125 mmol) were added to the vessel, which was sealed with O-ring tap and then taken out of the glovebox. Then, PCyp3 (23.8 mg, 0.1 mmol) and benzene derivative 1 (3.0 mL) were added to the vessel under nitrogen atmosphere. The vessel was heated at 140 C for 24 h in an oil bath with stirring. After cooling the reaction mixture to room temperature, the mixture was concentrated and directly purified by preparative thin-layer chromatography (PTLC; hexane/ethyl acetate as the eluent) to afford the borylation product 2. Yields of 2 are calculated based on bis(pinacolato)diboron. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
47% | In toluene; at 20℃; for 2h; | The title compound (47%, oil) was prepared from 3-trifluoromethylphenylboronic acid and pinacol. 1H NMR (300 MHz, CDCl3): delta 1.35 (s, 12H), 7.48 (t, 1H), 7.70 (d, 1H), 7.97 (d, 1H), 8.06 (bs, 1H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | With tert.-butylnitrite; dibenzoyl peroxide; In acetonitrile; at 20℃; for 4h; | EXAMPLE 2 Synthesis of 4,4,5,5-tetramethyl-2-(3-(trifluoromethyl)phenyl)-1,3,2-dioxaborolane B2pin2 (1.0 mmol, 254 mg), benzoyl peroxide (0.02 mmol, 5 mg), 3-F3CC6H4NH2 (1 mmol, 161 mg) and acetonitrile (3 mL) were added to a 25 mL tube-type reactor, followed by the addition of tert-butyl nitrite (1.5 mmol, 154 mg). The reaction was conducted at room temperature for 4 h. The solution'was concentrated after the reaction and the resultant was purified by column chromatography (eluted by petroleum ether:ethyl acetate=30:1, V:V) to give 4,4,5,5-tetramethyl-2-(3-(trifluoromethyl)phenyl)-1,3,2-dioxaborolane having the following structure: This compound is colorless liquid and obtained in 70% yield. Its NMR data are as follows: 1NNMR (400 MHz, CDCl3) delta 8.09~8.06(m, 1H), 7.97 (d, 1H, J=7.4 Hz), 7.70 (d, 1H, J=7.9 Hz), 7.48 (t, 1H, J=7.7 Hz), 1.36(s, 12H); 13C NMR (100 MHz, CDCl3) delta 137.9, 131.4, 131.3, 131.3, 131.2, 130.2, 129.8, 129.8, 128.8, 128.0, 127.8, 127.7, 127.7, 127.7, 125.6, 122.9, 84.2, 24.8. |
70% | With tert.-butylnitrite; dibenzoyl peroxide; In acetonitrile; at 20℃; for 4h; | B2pin2 (1.0 mmol, 254 mg), benzoyl peroxide (0.02 mmol, 5 mg), 3-F3CC6H4NH2 (1 mmol, 161 mg) and acetonitrile (3 mL) were added to a 25 mL tube-type reactor, followed by the addition of tert-butyl nitrite (1.5 mmol, 154 mg). The reaction was conducted at room temperature for 4 h. The solution was concentrated after the reaction and the resultant was purified by column chromatography (eluted by petroleum ether : ethyl acetate = 30:1, V:V) to give 4,4,5,5-tetramethyl-2-(3-(trifluoromethyl)phenyl)-1,3,2-dioxaborolane having the following structure: This compound is colorless liquid and obtained in 70% yield. Its NMR data are as follows: 1H NMR (400MHz, CDCl3) delta 8.09~8.06(m, 1H), 7.97 (d, 1H, J=7.4Hz), 7.70 (d, 1H, J=7.9Hz), 7.48 (t, 1H, J=7.7Hz), 1.36(s, 12H); 13C NMR (100MHz, CDCl3) delta 137.9, 131.4, 131.3, 131.3, 131.2, 130.2, 129.8, 129.8, 128.8, 128.0, 127.8, 127.7, 127.7, 127.7, 125.6, 122.9, 84.2, 24.8. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
59% | With sodium t-butanolate; In tetrahydrofuran; toluene; at 50℃; for 6h;Sealed tube; | General procedure: 1-Chloro-4-iodobenzene (48 mg, 0.20 mmol), 48 mg, 0.20 mmol)1,1-Dibornathethane (2, 107 mg, 0.30 mmol) and sodium tert-butoxide base (38 mg, 0.40 mmol) were placed in a 4 mL vial. Toluene / tetrahydrofuran (2.0 mL, 1: 1 mixed solution) was then added.The vial was reacted for six hours at 80 C sealed with a PTFE / silicone coated cap.The reaction solution was filtered through celite with dichloromethane, and the organic material was concentrated under reduced pressure. The products were then separated and purified on silica gel column chromatography Phi 2.0 cm × 8 cm under the specified eluent conditions under n-hexane: diethyl ether, 10: 1 eluent. As a result 2- (4-Chlorophenyl) -4,4,5,5-tetramethyl-1,3,2-dioxaborolane boronated compound was produced. (32 mg, 67% yield); The procedure of Example 3 was followed except that aryl iodide was changed according to the following reaction formula (3), and the results are shown in Table 2. |
171 mg | In diethyl ether; at 20℃; for 4h; | General procedure: To a solution of aniline (1 mmol) in 3 ml of distillated acetonitrile, at 0C, is added boron trifluoride etherate (1.5mmol 0.4 ml) and the solution is stirred for 5 minutes. Isoamyl nitrite (1.2 mmol, 0.2 ml) is then slowly added and thesolution is stirred for 15 minutes. Diisopropylamino borane (4 mmol, 0.6 ml) is then slowly added and the mixture isallowed to be stirred at room temperature for 3 hours. The reaction is then quenched, at 0C, by the slow addition of 2ml of distillated methanol and stirred 1 hour at room temperature. The mixture is concentrated under vacuum and asolution of pinacol (1.3 mmol, 153 mg) in 2 ml of diethyl ether is added and the mixture is stirred 4 hours at roomtemperature. 10 ml of diethyl ether is then added and the crude is washed three time with 6 ml of a aqueous solution of copper chloride (50 g/L). The organic phase is then filtered and died over Na2SO4 and concentrated under vacuum toafford pure aryl boronate. 113 mg of 2-(4-methoxy-phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane were obtained following the generalprocedure B using 123 mg of 4-methoxyaniline as a pale yellow oil, yield: 52.5%. 1H NMR (300 MHz, CDCl3) delta 7.75 (d, J= 8.7 Hz, 2H) 6.90 (d, J= 8.7 Hz, 2H) 3.83 (s, 3H) 1.33 (s, 12H). 11B NMR (100 MHz, CDCl3) delta 31.0513C NMR (75 MHz, CDCl3) deltaMS (EI) tR= 9.05 min; m/z: 234 (M+., 100%). 171 mg of 2-(3-trifluoromethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane were obtained following the generalprocedure D according to example 3, using 260 mg of 3-trifluoromethylbenzenediazonium tetrafluoroborate as apale yellow oil.1H NMR (300 MHz, CDCl3) delta 7.97 (d, J = 7.4 Hz, 1H) 7.70 (d, J = 7.9 Hz, 1H) 7.48 (t, J = 7.6 Hz, 1H) 1.36 (s, 12H)11B NMR (100 MHz, CDCl3) delta 30.4813C NMR (75 MHz, CDCl3) delta 138.12; 128.16; 127.94; 118.30; 84.43; 25.02MS (EI) tR= 7.02 min; m/z: 272 (M+, 100%) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium carbonate;tetrakis(triphenylphosphine) palladium(0); In ethanol; water; toluene; at 80℃; | A solution of 2-bromo-l-iodo-3-methylbenzene (200 mg, 0.67 mmol), 4,4,5,5- tetramethyl-2-(3-(trifluoromethyl)phenyl)-l,3,2-dioxaborolane (220 mg, 0.81 mmol), sodium carbonate (214 mg, 2.02 mmol) and tetrakis(triphenylphophine) palladium (38.9 mg, 0.034 mmol) in toluene (2.0 mL)/EtOH (1.2 mL)/Water (0.2 mL) was heated in an oil bath at 80 C overnight. The reaction was concentrated and the resultant residue purified by column chromatography (100% Hexanes) to yield 2-bromo-3-methyl-3'- (trifluoromethyl)biphenyl. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
66.8% | With potassium acetate; sodium carbonate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In water; acetonitrile; at 100℃; for 0.666667h;Microwave irradiation; Inert atmosphere; | Step 1: Preparation of [(R)-1-(4-[5-tert-butoxycarbonylamino-2-(3-trifluoromethyl-phenyl)-thiazole-4-carbonyl]-amino}-2-methyl-2H-pyrazol-3-yl)-perhydro-azepin-4-yl]-carbamic acid benzyl ester In a microwave vial was placed ((R)-1-{4-[(2-bromo-5-tert-butoxycarbonylamino-thiazole-4-carbonyl)-amino]-2-methyl-2H-pyrazol-3-yl}-perhydro-azepin-4-yl)-carbamic acid benzyl ester (100.0 mg, 0.154 mmol), 4,4,5,5-tetramethyl-2-(3-trifluoromethyl-phenyl)-1,3,2-dioxaborolane (209.7 mg, 0.77 mmol, 5.0 eq.), sodium carbonate (49.0 mg, 0.46 mmol, 3.0 eq.), potassium acetate (45.4 mg, 0.46 mmol, 3.0 eq.), [1,1'-bis(diphenylphosphino)ferrocene]-dichloropalladium(II), complexed with dichloromethane (1:1) (25.2 mg, 0.03, mmol, 0.20 eq), ACN (9.0 mL), and water (1.9 mL). The reaction mixture was degassed with N2 for 10 minutes and then subjected to microwave irradiation at 100 C. for 40 minutes. The reaction mixture was diluted with ethyl acetate (50 mL) and then filtered through a pad of Celite. The filtrate was washed with 50% brine/water, water and brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The crude was purified via flash column chromatography eluted with 50 to 100% ethyl acetate/heptane to give 73.5 mg (66.8%) of desired product as an oil. MS (ESI) m/z: 714.4 [M+H]+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
81% | With pyridine; cesium fluoride; In dimethyl sulfoxide; at 105℃; for 2h;Inert atmosphere; Schlenk technique; | General procedure: An oven-dried Schlenk tube, containing a Teflon-coated magnetic stir bar was charged with CsF (228 mg, 1.5 mmol, 3 equiv) and bispinacolatodiboron (254 mg, 1 mmol, 2 equiv). Under an argon atmosphere, freshly distilled DMSO (0.4 mL), the appropriate aryl iodide (0.5mmol), and pyridine (0.4 to 1 equiv) were added successively. The reaction mixture was heated to 105 C and stirred for 2 h under argon. |
59%Chromat. | With copper(II) ferrite; potassium tert-butylate; In N,N-dimethyl-formamide; at 20℃; for 12h;Green chemistry; | General procedure: 4-Iodoanisole (0.813 mmol, 200 mg), bis(pinacolato)diboron (1.219 mmol, 309 mg) were dissolved in 3 mL of dmf followed by copper ferrite nanoparticles (5mol% with respect to 4-iodoanisole) and potassiumtert-butoxide (1.219 mmol, 137 mg) were added to a 10 mLcapped vial and stirred at RT for time indicated. After stirring, the mixture was diluted with diethyl ether and filtered through celite bed. The filtrate was extracted with water (3 times) and the organic phase was dried over anhydrous MgSO4. The crude product was subjected to analyze by GC-MS. The conversion yield is accurately measured based on the consumption of 4-iodoanisole and the side product formed due to protodeiodination. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
54% | General procedure: An oven-dried Schlenk tube (A) equipped with a magnetic stir bar was charged with AgF (132.2 mg, 1.05 mmol, 3.5 equiv), sealed with a septum, and degassed by alternating vacuum evacuation and nitrogen backfill (three times) before freshly distilled EtCN (3 mL)was added. To the resulting suspension, which was precooled to -78 C (dry ice-acetone bath), was added TMSCF3 (149.3 mg, 1.05 mmol, 3.5 equiv) by microsyringe. The mixture was allowed towarm to r.t. and stirring was continued for an additional 15 min. In due course, AgF solid dissolved and a gray, dark solution of [Ag-CF3] formed. Another Schlenk tube (B) equipped with a magnetic stir bar was charged with the aniline (ArNH2; 0.30 mmol, 1.0 equiv) in freshly distilled EtCN (1.5 mL). To the resulting solution, which was precooled to 0 C (ice bath), aq HCl (12 M; 50.0 muL, 0.60mmol, 2.0 equiv) was added; precipitate formed immediately. After 5 min stirring, t-BuONO (37.7 mg, 0.33 mmol, 1.1 equiv) was added by microsyringe, and the mixture was allowed to stir at 0 C for 15 min. The resulting suspension in Schlenk tube (B) was degassed by alternating vacuum evacuation at -196 C (liquid nitrogen), then the solution was allowed to warm to r.t. under a nitrogen atmosphere (three times), and finally cooled to -78 C (dry ice-acetone bath). The gray, dark solution of [AgCF3] in Schlenk tube (A), which was precooled to -78 C (dry ice-acetone bath), was added to Schlenk tube (B) (ArN2+Cl-) by syringe at -78 C (dry ice-acetone bath) over a period of 1 h. After the addition was complete, the reaction mixture was stirred for 3 h at -78 C (dry ice-acetone bath), allowed to warm to r.t., and stirring was continued for an additional 1 h. An off-white precipitate was observed, and the reaction mixture was diluted with EtOAc (3 mL) and filtered through a short silica gel column. The solvent was removed under reduced pressure with a rotatory evaporator, and the crude residue was purified by silica gel column chromatography to give the desired trifluoromethylation product 3. The yields of products 3a, 3f, 3g, 3l, 3o, 3r, 3x, and 3zb are based on the 19F NMR spectra with 4-F3COC6H4OMe as internal standard. Analytical data for the representative product ethyl 4-(trifluoromethyl)benzoate (3i) are provided below. Data for other products can be found in the literature. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 4h;Reflux; Inert atmosphere; | 2-bromo-6-cyanopyridine (0.50 g, 2.7 mmol), the colorless oily liquid of the preparation 1 (0.89 g, 3.3 mmol) and Pd(PPh3)4 (158 mg, 0.14 mmol) were added into a 100 ml single neck bottle, followed by adding THF (30 ml) and a potassium carbonate solution (potassium carbonate (0.94 g) in deionized water (7 ml)) to obtain a mixture. The mixture was heated under reflux for 4 hours under a nitrogen gas atmosphere. After the reaction was finished, the mixture was cooled to room temperature, followed by solvent removal by virtue of reduced pressure distillation to obtain a distilled mixture. Then, the distilled mixture was added with dichloromethane and water for extraction. The dichloromethane layer was collected and added with magnesium sulfate to remove water. The dichloromethane layer was then filtrated and the filtrate was collected. Next, the filtrate was concentrated by means of reduced pressure distillation to obtain a yellow solid product. The yellow solid product was subjected to column chromatography, in which a mixture of ethyl acetate and hexane(ethyl acetate: hexane=1:4) was used as an eluent. An eluate was collected followed by removing the eluent using a rotary evaporator. A white solid product was obtained (608 mg, 2.4 mmol, 90% yield. The spectrum analysis for the white solid product is: 1H NMR (400 MHz, CDCl3, 298K). delta(ppm): 8.27 (s, 1H), 8.22 (d, JHH=8.0 Hz, 1H), 8.02?7.90 (m, 2H), 7.76 ?7.59 (m, 3H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
86% | 1-bromo-3-(trifluoromethyl)benzene (5.00 g, 22 mmol) was placed in a 250 ml reaction flask, followed by injecting and evacuating nitrogen gas three times. Next, dehydrated tetrahydrofuran (THF, 100 ml) was added into the reaction flask, followed by slowly adding 9.8 ml n-butyllithium in hexane solution (2.5M, 24 mmol) at -78 C. and stirring at the same temperature for 30 minutes. Thereafter, 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (5.0 ml, 24 mmol) was added into the reaction flask to obtain a mixture, and the temperature of the mixture was raised to room temperature, followed by stirring at room temperature for 12 hours. Next, water was added to terminate the reaction followed by removing THF using a rotary evaporator. Then, dichloromethane and water were added into the mixture for extraction. The dichloromethane layer was collected and added with magnesium sulfate to remove water therein. After water was removed, the dichloromethane layer was filtrated and the filtrate was collected. Next, the dichloromethane layer was concentrated by means of reduced pressure distillation to obtain a colorless oily liquid (5.21 g, 19 mmol, 86% yield). The spectrum analysis for the colorless oily liquid is: 1H NMR (400 MHz, CDCl3, 298K), delta(ppm): 8.04 (s, 1H), 7.95 (d, JHH=7.6 Hz, 1H), 7.68 (d, JHH=7.6 Hz, 1H), 7.46 (t, JHH=7.6 Hz, 1H), 1.34 (s, 12H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
67% | With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In tetrahydrofuran; water; for 16h;Reflux; Inert atmosphere; | The colorless oily liquid of Preparation 1 (0.68 g, 2.5 mmol), 6-acetyl-2-bromopyridine (0.50 g, 2.5 mmol) and tetrakis(triphenylphosphine)palladium(Pd(PPh3)4, 144 mg, 0.13 mmol) were added in a 100 ml single neck bottle followed by adding THF (25 ml) and a potassium carbonate solution (potassium carbonate (0.69 g) in deionized water (5 ml)) to obtain a mixture. The mixture was heated under reflux for 16 hours under a nitrogen gas atmosphere. After the reaction was finished, the mixture was cooled to room temperature, followed by removing solvent by virtue of reduced pressure distillation to obtain a distilled mixture. Then, the distilled mixture was added with dichloromethane and water for extraction. The dichloromethane layer was collected and added with magnesium sulfate to remove water. The dichloromethane layer was then filtrated and the filtrate was collected. Next, the filtrate was concentrated by means of reduced pressure distillation to obtain a yellow crude product. The resultant yellow crude product was subjected to column chromatography, in which a mixture of ethyl acetate and hexane(ethyl acetate: hexane=1:8) was used as an eluent. An eluate was collected followed by removing the eluent using a rotary evaporator. A white solid product was obtained (446 mg, 1.7 mmol, 67% yield). The spectrum analysis for the white solid product is: 1H NMR (400 MHz, CDCl3, 298K), delta(ppm): 8.34 (s, 1H), 8.27 (d, JHH=8.0 Hz, 1H), 8.02 (dd, JHH=6.8 Hz, 2.0 Hz, 1H), 7.98?7.90 (m, 2H), 7.70 (d, JHH=8.0 Hz, 1H), 7.63 (t, JHH=8.0 Hz, 1H), 2.82 (s, 3H). |
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2-(2-(Difluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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2-(3,5-Bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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4,4,5,5-Tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolane
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A187436 [1234319-14-2]
2-(4-(Difluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Similarity: 0.96
A251633 [879275-72-6]
2-(2-(Difluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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A348452 [1073353-68-0]
2-(2-Fluoro-4-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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A130067 [69807-91-6]
2-(3,5-Bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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4,4,5,5-Tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolane
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