Tetrabutylammonium Fluoride → 10-Bromo-6-(((tert-butyldimethylsilyl)oxy)methyl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamide

Participants

Reaction Steps

10-bromo-6-(((tert-butyldimethylsilyl)oxy)methyl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamide was prepared from 10-bromo-6-(((tert-butyldimethylsilyl)oxy)methyl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine using the same procedures as outlined for the synthesis of methyl 2-chloro-6,7-dihydroimidazo[1,2-d]pyrido[3,2-b][1,4]oxazepine-9 carboxylate. TBAF (1.7 g, 6.50 mmol, 2.00 equiv) was added in several batches to a stirred solution of this intermediate (1.6 g, 3.54 mmol, 1.00 equiv) in tetrahydrofuran (7 mL) at room temperature. After 1 h the resulting solution was diluted with ethyl acetate, washed with water and brine, dried over anhydrous sodium sulfate and concentrated under vacuum.

Provenance & Evidence