1,1'-Carbonyldiimidazole → HCID 69941210, compound

Participants

Reaction Conditions

Reaction Steps

4-Benzoylbenzoic acid (95 mg, 0.42 mmol) and 1,1′-carbonyldiimidazole (71 mg, 0.44 mmol) were dissolved in N,N-dimethylformamide (2 mL) and stirred at 75° C. for 1 h. The reaction mixture was cooled to room temperature and a solution of (S)-2-amino-8-carbamoyl-5-(4-methylpiperazin-1-yl)-3,4-dihydro-2H-1-benzopyran (120 mg, 0.40 mmol) in N,N-dimethylformamide (5 mL) was added. The reaction mixture was stirred at room temperature for 4 days and the solvent was evaporated in vacuo giving 290 mg of a crude product. Purification by preparative TLC on silica using chloroform/ethanol (saturated with ammonia) (15:1) as the eluent afforded 75 mg (38% yield) of the title compound: mp 259° C. (dec); EIMS (70 eV) m/z (relative intensity) 498 (38, M+); [α]21D−3° (c 0.1, chloroform).

Provenance & Evidence