Category: 1093879-46-9

Synthetic Route of 1093879-46-9 ,Some common heterocyclic compound, 1093879-46-9, molecular formula is C7H6BrNO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a mixture of 2-(6-bromo-2-pyridyl)acetic acid (500 mg, 2.31 mmol) and ethyl 2- amino-2-methyl- propanoate (426 mg, 2.55 mmol, CAS 17288-15-2) in DMF (10 mL) was added HATU (1.14 g, 3.01 mmol) and DIPEA (897 mg, 6.94 mmol). Then the mixture was stirred at 20 C for 12 hours. On completion, the reaction mixture was concentrated in vacuo. The residue was washed with water (50 mL) and extracted with ethyl acetate (3 X 50 mL). The organic layer was dried with Na2SO4, filtered and concentrated in vacuo. The residue was purified by prep-column chromatography (petroleum ether:ethyl acetate = 1:1) to give the title compound (580 mg, 76% yield) as a yellowish oil. LCMS: (ES+) m/z (M+H)+= 328.9, tR = 0.742

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1093879-46-9, its application will become more common.

Reference:
Patent; RAZE THERAPEUTICS, INC.; MAINOLFI, Nello; (215 pag.)WO2018/106636; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1093879-46-9 , The common heterocyclic compound, 1093879-46-9, name is 2-(6-Bromopyridin-2-yl)acetic acid, molecular formula is C7H6BrNO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Step 1 : to a solution of 2-(6-bromopyridin-2-yl)acetic acid (266 mg, 1 .23 mmol) in DMF (5 ml.) were added DMAP (150 mg, 1.23 mmol), EDCl.HCl (279 mg, 1 .35 mmol) and [4-methyl- 2-(piperidin-1 -yl)phenyl](5-methylfuran-2-yl)methanamine Ex.2 (350 mg, 1.23 mmol). The reaction mixture was stirred at rt. After completion of the reaction (monitored by TLC), sat. NH4CI was added and the solution was extracted with EtOAc. The organic layer was washed with sat. NH4CI, dried over MgS04, filtered and evaporated to dryness under reduced pressure. The crude material was purified by column chromatography on silica gel using Cyclohexane/EtOAc (70:30) as eluent to afford 2-(6-bromopyridin-2-yl)-N-{[4-methyl-2- (piperidin-1 -yl)phenyl](5-methylfuran-2-yl)methyl}acetamide (470 mg, 79%) as yellow oil. 1H NMR (300 MHz, DMSO-d6, d in ppm): 1.39-1 .59 (m, 6H), 2.17 (s, 3H), 2.26 (s, 3H), 2.52- 2.63 (m, 2H), 2.73-2.87 (m, 2H), 3.66 (s, 2H), 5.91 (d, 1 H, J=3.3Hz), 5.94 (dd, 1 H, J=3.0Hz, J=0.9Hz), 6.49 (d, 1 H, J=8.4Hz), 6.91 (d, 1 H, J=7.9Hz), 6.95 (s, 1 H), 7.20 (d, 1 H, J=7.8Hz), 7.35 (dd, 1 H, J=7.5Hz, J=0.6Hz), 7.49 (dd, 1 H, J=7.9Hz, J=0.7Hz), 7.68 (t, 1 H, J=7.4Hz), 8.86 (d, 1 H, J=8.4Hz).

The synthetic route of 1093879-46-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; BONNET, Pascal; FOGHA, Jade; (76 pag.)WO2018/138356; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1093879-46-9 , The common heterocyclic compound, 1093879-46-9, name is 2-(6-Bromopyridin-2-yl)acetic acid, molecular formula is C7H6BrNO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Step 1 : to a solution of 2-(6-bromopyridin-2-yl)acetic acid (266 mg, 1 .23 mmol) in DMF (5 ml.) were added DMAP (150 mg, 1.23 mmol), EDCl.HCl (279 mg, 1 .35 mmol) and [4-methyl- 2-(piperidin-1 -yl)phenyl](5-methylfuran-2-yl)methanamine Ex.2 (350 mg, 1.23 mmol). The reaction mixture was stirred at rt. After completion of the reaction (monitored by TLC), sat. NH4CI was added and the solution was extracted with EtOAc. The organic layer was washed with sat. NH4CI, dried over MgS04, filtered and evaporated to dryness under reduced pressure. The crude material was purified by column chromatography on silica gel using Cyclohexane/EtOAc (70:30) as eluent to afford 2-(6-bromopyridin-2-yl)-N-{[4-methyl-2- (piperidin-1 -yl)phenyl](5-methylfuran-2-yl)methyl}acetamide (470 mg, 79%) as yellow oil. 1H NMR (300 MHz, DMSO-d6, d in ppm): 1.39-1 .59 (m, 6H), 2.17 (s, 3H), 2.26 (s, 3H), 2.52- 2.63 (m, 2H), 2.73-2.87 (m, 2H), 3.66 (s, 2H), 5.91 (d, 1 H, J=3.3Hz), 5.94 (dd, 1 H, J=3.0Hz, J=0.9Hz), 6.49 (d, 1 H, J=8.4Hz), 6.91 (d, 1 H, J=7.9Hz), 6.95 (s, 1 H), 7.20 (d, 1 H, J=7.8Hz), 7.35 (dd, 1 H, J=7.5Hz, J=0.6Hz), 7.49 (dd, 1 H, J=7.9Hz, J=0.7Hz), 7.68 (t, 1 H, J=7.4Hz), 8.86 (d, 1 H, J=8.4Hz).

The synthetic route of 1093879-46-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; BONNET, Pascal; FOGHA, Jade; (76 pag.)WO2018/138356; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 1093879-46-9, name is 2-(6-Bromopyridin-2-yl)acetic acid. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C7H6BrNO2

Into a mixture of 2-(6-bromopyridin-2-yl)acetic acid (54 mg, 0.24 mmol) and (2S,4R)-N-(2′-chloro-2-fluoro-[l, -biphenyl]-3-yl)-4-fluoropyrrolidine-2-carboxamide hydrochloride (91 mg, 0.24 mmol) in DMF (2 mL), TBTU (116 mg, 0.36 mmol) was added followed by DIEA (0.083 mL, 0.48 mmol) with stirring. After the reaction was finished, NaHCO3 solution (10 mL) was added and the resulting solid precipitation was collected by filtration, washed with water, and purified by silica gel column chromatography to afford (2S,4R)- 1 -(2-(6-bromopyridin-2-yl)acetyl)-N-(2′-chloro-2-fluoro-[ 1 , 1 ‘-biphenyl]-3 -yl)-4- fluoropyrrolidine-2-carboxamide (124 mg) (41).1H NMR (400 MHz, Chloroform-d) delta 9.33 – 9.18 (m, 1H), 8.21 (ddd, J = 1.7, 7.3, 8.7 Hz, 1H), 7.53 – 7.42 (m, 2H), 7.31 (dddd, J = 4.1, 7.3, 9.6, 12.7 Hz, 6H), 7.14 (td, J = 1.1, 8.0 Hz, 1H), 7.01 (ddd, J = 1.7, 6.8, 7.8 Hz, 1H), 5.30 (d, J = 53.0 Hz, 1H), 4.95 (dd, J = 7.1, 8.4 Hz, 1H), 4.13 (ddt, J = 1.7, 12.6, 19.7 Hz, 1H), 3.92 (d, J = 2.0 Hz, 2H), 3.67 (ddd, J = 3.5, 12.6, 33.0 Hz, 1H), 2.86 – 2.71 (m, 1H), 2.45 (dddt, J = 2.0, 8.4, 14.8, 21.8 Hz, 1H). LC (method A): =3.08 min. LC/MS (EI) mlz: [M + H]+ 534.

With the rapid development of chemical substances, we look forward to future research findings about 1093879-46-9.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; GREENLEE, William; (447 pag.)WO2017/35408; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem