N,N,N',N'-Tetramethylethylenediamine → HCID 86693028, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of tert-butyl 4-{[2-bromo-4-(1H-tetrazol-1-yl)phenyl]acetyl}piperazine-1-carboxylate (380 mg, 0.84 mmol), Zn(CN)2 (59 mg, 0.51 mmol), Pd2(dba)3 (7 mg, 0.0042 mmol), TMEDA (20 mg, 0.17 mmol), and xantphos (5 mg, 0.0084 mmol) in 3 mL of DMF was stirred under microwave irradiation for 3 min at 160° C. The solvent was removed in vacuum to afford the crude compound, which was purified via prep-TLC to afford tert-butyl 4-{[2-cyano-4-(1H-tetrazol-1-yl)phenyl]acetyl}piperazine-1-carboxylate. 1H-NMR (400 MHz, MeOD) δ ppm 9.82 (s, 1H), 8.31 (d, J=1.6 Hz, 1H), 8.12˜8.16 (m, 1H), 7.68 (d, J=7.8 Hz, 1H), 4.14 (s, 2H), 3.43˜3.72 (m, 8H), 1.48 (s, 9H).

Provenance & Evidence