Methanol → 2-Aminocarbonylamino-6-hydroxymethylindole-3-carboxamide

Participants

Reaction Steps

1.0 M Diisobutylaluminium hydride hexane solution (68 mL, 68 mmol) was added to a solution of 2-aminocarbonylamino-6-methoxycarbonylindole-3-carboxamide (Compound 2-17, 4.0 g, 15 mmol) in anhydrous tetrahydrofuran (50 mL) under ice-cooling, and the mixture was stirred at room temperature for 3.5 hours. Water (2 mL) and methanol (20 mL) were added to the reaction mixture, and the mixture was filtered throught Celite® pad with methanol (200 mL) and 1,4-dioxane (200 mL). After the solvent was evaporated under reduced pressure, the resultant solid was washed with diethyl ether (10 mL) and dried under reduced pressure to give the title compound (2.3 g) as a yellow solid (yield 63%).

Provenance & Evidence