Thionyl Chloride → tert-butyl 6-phenethyl-7-(trifluoromethyl)-3,4-dihydro-[1,4]diazepino[6,7,1-hi]indole-2(1H)-carboxylate

Participants

Reaction Steps

Thionyl chloride (0.7 g; 5.8 mmol) was added to a solution of tert-butyl 7-hydroxy-6-phenethyl-7-(trifluoromethyl)-3,4,6,7-tetrahydro[1,4]diazepino[6,7,1-hi]indole-2(1H)-carboxylate (2.7 g; 5.8 mmol) in pyridine (7 mL) at O° C. After 2 h at 0° C., the resulting mixture was concentrated and the residue purified by silica gel chromatography (heptane-ethyl acetate) to yield tert-butyl 6-phenethyl-7-(trifluoromethyl)-3,4-dihydro-[1,4]diazepino[6,7,1-hi]indole-2(1H)-carboxylate (1.4 g, 53%).

Provenance & Evidence