Reference of 1123194-98-8 , The common heterocyclic compound, 1123194-98-8, name is 6-Bromo-2-methoxy-3-(4-methyl-1H-imidazol-1-yl)pyridine, molecular formula is C10H10BrN3O, 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 stirred solution6-bromo-2-methoxy-3-(4-methyl-1H-imidazol-1-yl) pyridine (20 g, 74 mmol) in DMF (240 mL) at room temperature under an argon atmosphere were added Pd(dppf)2C12 (500 mg, 0.9 mmol), Pd2(dba)3 (682 mg, 0.7 mmol) and zinc cyanide (5.3 g, 45 mmol). The reaction mixture was stirred at 140 C for 2 h. After consumption of starting material (monitored by TLC), the reaction mixture was diluted with 25% NH4OH solution (240 mL) to afford the solid. The solid was collected by filtration and dried in vacuo to afford 6-methoxy-5-(4- methyl-1H-imidazol-1-yl) picolinonitrile (14 g, 88%) as a pale yellow solid.[0872] ?H NMR (CDC13: 400 MHz): 7.89 (s, 1H), 7.63 (d, 1H), 7.43 (d, 1H), 7.01 (s, 1H), 4.09 (s, 3H), 2.30 (s, 3H); LCMS: 98.7%; 214.9 (M+1); (column; Ascentis Express C-18 (50 x 3.0 mm, 2.7 pm); RT 1.19 mm; mobile phase: 0.025% Aq TFA+5% ACN:ACN+5% 0.025% Aq TFA; T/B%: 0.0 1/5, 0.5/5, 3/100, 5/100; flow rate: 1.2 mL/min) (Gradient); TLC: EtOAc (R1 0.3).
The synthetic route of 1123194-98-8 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; FORUM PHARMCEUTICALS INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; MCRINER, Andrew, J.; (451 pag.)WO2016/201168; (2016); A1;,
Pyridine – Wikipedia,
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