(Trifluoromethyl)trimethylsilane → HCID 59722545, compound

Participants

Reaction Steps

(Trifluoromethyl)trimethylsilane (0.5 M in tetrahydrofuran; 2.15 mL, 1.07 mmol) and tetrabutylammonium fluoride (1.0 M in tetrahydrofuran; 0.107 mL, 0.107 mmol) were sequentially added to neat tert-butyl (6S,9R)-6-(2,3-difluorophenyl)-3-formyl-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepin-9-ylcarbamate (0.14 g, 0.36 mmol). After 15 min, the reaction mixture was quenched with saturated sodium bicarbonate. The mixture was extracted with dichloromethane (3×), and the combined organic extracts were washed with water, saturated brine, dried over sodium sulfate, filtered and concentrated. Purification by reverse phase HPLC (C-18, 95% water/acetonitrile→5% water/acetonitrile with 0.1% trifluoroacetic acid) gave the title compound (110 mg). MS 462.1 (M+1).

Provenance & Evidence