Ammonium Hydroxide → HCID 10402610, compound

Participants

Reaction Conditions

Reaction Steps

A 1.0M solution of boron tribromide in methylene chloride (2.70 mL, 2.70 mmol) at 25° C. was treated with a solution of 1-isopropyl-6-methoxy-1H-indole-3-carboxylic acid thiazol-2-ylamide (85 mg, 0.27 mmol) in methylene chloride (2.7 mL). The reaction was stirred at 25° C. for 1 h. At this time, the reaction was cooled to 0° C. and then was treated with a 20% aqueous ammonium hydroxide solution (3 mL). The reaction mixture was stirred at 0° C. for 15 min. At this time, the resulting precipitate was collected by filtration to afford (6-hydroxy-1-isopropyl-1H-indole-3-carboxylic acid thiazol-2-ylamide (31.9 mg, 39%) as a yellow solid: mp 239-241° C.; EI-HRMS m/e calcd for C15H15N3O2S (M) 315.1041, found 315.1039.

Provenance & Evidence