Triethylamine → HCID 21714406, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-tert-butyldimethylsilyloxy-4-nitroaniline (300 mg, 1.12 mmol) in toluene (10 mL), triphosgene (126 mg, 0.45 mmol) and triethylamine (0.195 mL, 1.34 mmol) were added. The reaction mixture was stirred at 80° C. for 3 hours. Then the reaction mixture was cooled to room temperature and all the solvent was evaporated. The residue was dissolved in DMF (1 mL). 2-chlorobenzylamine (158.6 mg, 1.12 mmol) was added. The reaction mixture was stirred at 80° C. for 16 hours Chromatography of the resulting liquid on silica gel (30% Ethyl acetate/Hexane) gave desired product (210 mg, 57%). EI-MS m/z 322.8 (M+); m.p. 199.2-199.6° C.

Provenance & Evidence