Reference of 106429-59-8, These common heterocyclic compound, 106429-59-8, name is 2-Oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbaldehyde, 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 solution of 1-(2-(3-cyclopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-4- fluorophenyl)-3-(piperidin-3-yl)-1H-pyrrolo[2,3-c]pyridine (4 mg, 9.6 mumol) in 1 mL anhydrous MeOH was added pyridine (3.8 mg, 48.02 mumol), 2-oxo-2,3-dihydro-1H- benzo[d]imidazole-5-carbaldehyde (2.3 mg, 14.41mumol) and NaBH3CN (3 mg, 48.02 mumol) and the mixture was stirred at 50 oC for 16 h under N2. The solvent was removed under reduced pressure and the resulting residue was purified by preparative HPLC method E followed by lyophilization to give 5-((3-(1-(2-(3-cyclopropyl-5-methyl-4H- 1,2,4-triazol-4-yl)-4-fluorophenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl)piperidin-1-yl)methyl)- 1H-benzo[d]imidazol-2(3H)-one as white solid. Yield: 1.60 mg (30%); LCMS method D: tR: 1.517 min; (M+H)+ = 563.2.1H NMR (CD3OD): delta ppm 8.59 (d, J = 3.2 Hz, 1H), 8.16-8.18 (m, 1H), 7.92-7.96 (m, 1H), 7.60-7.71 (m, 3H), 7.05 (s, 1H), 6.99-7.00 (m, 2H), 6.90 (d, J = 9.2 Hz, 1H), 3.60 (s, 2H), 2.88-3.08 (m, 3H).1.93-2.15 (m, 6H), 1.74- 1.75 (m, 2H).1.34-1.40 (m, 2.5H), 0.86-0.95 (m, 2.5H).19F NMR (CD3OD): delta ppm – 110.97.
The synthetic route of 106429-59-8 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; VITAE PHARMACEUTICALS, INC.; CACATIAN, Salvacion; CLAREMON, David A.; DONG, Chengguo; FAN, Yi; JIA, Lanqi; LOTESTA, Stephen D.; SINGH, Suresh B.; VENKATRAMAN, Shankar; YUAN, Jing; ZHENG, Yajun; ZHUANG, Linghang; (285 pag.)WO2018/53267; (2018); A1;,
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