Dichloromethane → HCID 86689265, compound

Participants

Reaction Steps

To a solution of 2-(5-amino-7-bromo-3-chloro-5H-chromeno[2,3-c]pyridin-5-yl)pyridin-3-ol (0.40 g, 1.00 mmol) in MeOH 5 mL was added potassium acetate (0.13 mL, 1.99 mmol) followed by the dropwise addition of cyanogen bromide, 3.0M solution in DCM (0.40 mL, 1.20 mmol). The resulting mixture was stirred at RT overnight. The reaction mixture was concentrated, washed with saturated NaHCO3, extracted with DCM, dried over sodium sulfate and concentrated. The resulting product was dissolved in 1,2-dichloroethane followed by the addition of 4.0 M HCl in dioxane (15 mL) and stirred at RT for 1.5 h. The reaction mixture was concentrated, diluted with DCM and washed with sat NaHCO3, brine, dried over sodium sulfate, filtered, concentrated, and purified by column chromatography on silica gel using 0-100% EtOAc/hexanes to give 0.18 g of desired product.

Provenance & Evidence