Water → HCID 59189801, compound

Participants

Reaction Conditions

Reaction Steps

Hydroxylamine hydrochloride (28 mg, 0.40 mmol) was added to a solution of 2-aminocarbonylamino-6-formylindole-3-carboxamide (Compound 17-1, 40 mg, 0.16 mmol) in anhydrous ethanol (2 mL), the mixture was stirred at 70° C. for 2.5 hours. Water (5 mL) was added to the reaction mixture, and the whole was extracted with ethyl acetate (10 mL). The organic layer was washed with brine (5 mL), and dried over anhydrous magnesium sulfate. After the solvent was evaporated under reduced pressure, the resultant solid was washed with diethyl ether (2 mL), and dried under reduced pressure. Acetic anhydride (18 μL, 0.19 mmol) was added to a solution of the resultant solid in anhydrous pyridine (1 mL), and the mixture was stirred at 100° C. for 4 hours. Water (3 mL) was added to the reaction mixture, and the whole was extracted with ethyl acetate (10 mL). The organic layer was washed with brine (5 mL), and dried over anhydrous magnesium sulfate. After the solvent was evaporated under reduced pressure, the resultant solid was washed with diethyl ether (2 mL) and dried under reduced pressure to give the title compound (5.0 mg) as a brown solid (yield 12%)

Provenance & Evidence