Triethylamine → HCID 117771438, compound

Participants

Reaction Steps

A mixture of 3-(benzyloxy)-6-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-(N-methylmethylsulfonamido)benzofuran-5-yl)picolinic acid (200 mg, 0.33 mmol), HATU (252 mg, 0.66 mmol) and Et3N (111 mg, 1 mmol) was stirred in DMF (5 mL) at RT for 1 h, and then (4-fluorophenyl)methanamine (124 mg, 1 mmol) was added. After being stirred for 3 h, the mixture was diluted with water and extracted with EtOAc. The organic layer was concentrated and purified by column chromatography (DCM:MeOH=100:1 to 50:1) to get the product of 3-(benzyloxy)-N-(4-fluorobenzyl)-6-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-(N-methylmethylsulfonamido)benzofuran-5-yl)picolinamide (225 mg, yield: 96%). 1H-NMR (Methanol-d4, 400 MHz) δ 7.90˜7.94 (m, 2H), 7.83 (s, 1H), 7.76 (s, 1H), 7.65˜7.72 (m, 2H), 7.43˜7.45 (m, 2H), 7.28˜7.34 (m, 5H), 7.22 (t, J=8.6 Hz, 2H), 6.91 (t, J=8.6 Hz, 2H), 5.20 (s, 2H), 4.50 (s, 2H), 3.14 (s, 3H), 2.89 (s, 3H), 2.87 (s, 3H). MS (M+H)+: 711.

Provenance & Evidence