Potassium Hydroxide → HCID 68351413, compound

Participants

Reaction Conditions

Reaction Steps

2N KOH (1.1 mL, 2.2 mmol) was added to a methanol (10 mL) solution of methyl 5-{[5-(biphenyl-4-yl)-6-chloro-1-H imidazo[4,5-b]pyridin-2-yl]oxy}-2-methylbenzoate (104 mg, 0.22 mmol) and the reaction was stirred at 80° C. for 2 h. The reaction was partitioned between EtOAc and 10% aqueous citric acid. The organic layer was separated, washed with brine, dried over magnesium sulfate and concentrated. Flash chromatography of the resulting residue utilizing a Biotage™ 10G SNAP cartridge and employing a gradient: 0-100% EtOAc/hexane afforded the title compound as a white solid. LC-MS: calculated for C26H18ClN3O3 455.89, observed m/e: 456.2 (M+H)+ (Rt 2.0/4 min). 1H NMR δ (ppm) (DMSO-d6): 8.00 (1H, s), 7.82 (1H, m) 7.79-7.69 (7H, m), 7.48 (2H, m), 7.38 (2H, m), 2.56 (3H, s).

Provenance & Evidence