Triethylamine → 7-Chloro-4-[4-[(4-fluorophenyl)acetyl]-1-piperazinyl]-2-quinolinamine

Participants

Reaction Steps

To a stirred solution of 4,7-dichloro-2-quinolinamine (50 mg, 0.19 mmol) in DSMO (10 mL) was added 4-fluorobenzeneacetic acid (32 mg, 0.2 mmol) followed by HATU (94 mg, 0.25 mmol) and triethylamine (0.053 ml, 0.38 mmol) at rt. After stirring overnight, the reaction mixture was poured into ice-water (10 mL), extracted with EtOAc, washed with brine, and dried over Na2SO4. Concentration in vacuo followed by preemptive TLC afforded the product. LC-MS: 398 (M++1)). 1H NMR (DMSO-d6): 62.9–3.05 (m, 4H), 3.68–3.85 (m, 6H), 6.22 (s, 1H), 6.45 (s, 2H), 7.05–7.2 (m, 3H), 7.22–7.33 (m, 2H), 7.35–7.4 (m, 1H), 7.7–7.8 (d, 1H).

Provenance & Evidence