N-(tert-Butoxycarbonyl)-N'-methylethylenediamine → HCID 90463195, compound

Participants

Reaction Steps

To a solution of 4-(5-formyl-1H-imidazol-1-yl)benzonitrile (55 mg, 0.28 mmol, 1.00 equiv) and tert-butyl N-[2-(methylamino)ethyl]carbamate (58 mg, 0.33 mmol, 1.19 equiv) in 1,2-dichloroethane (20 mL) was added NaBH(OAc)3 (178 mg, 0.82 mmol, 2.95 equiv). The reaction was stirred at room temperature for 2 h and then concentrated under vacuum. The residue was purified on a silica gel column eluted with 0-5.4% of methanol in dichloromethane to give 90 mg (91%) of tert-butyl 2-(((1-(4-cyanophenyl)-1H-imidazol-5-yl)methyl)(methyl)amino)ethylcarbamate as a colorless oil. LCMS (method D, ESI): RT=0.98 min, m/z=356.0 [M+H]+.

Provenance & Evidence