1,2-Dichloroethane → HCID 22593721, compound

Participants

Reaction Steps

EDC (132 mg, 0.69 mmole) was added to a solution (E)-3-(6-aminopyridin-3-yl)acrylic acid (95 mg, 038 mmole), 6-methyl-5-(methylaminomethyl)-6H-thieno[2,3-b]pyrrole (142 mg, 0.69 mmole). HOBt.H2O (93 mg, 0.69 mmole), and Et3N (0.16 mL, 1.16 mmole) in dry DMF (3 mL) at RT. After 18 hr the mixture was diluted with H2O and extracted with EtOAc (3×). The combined organic layers were dried (MgSO4) and concentrated. The residue was taken up in MeOH and collected by filtration to give the title compound (65 mg, 34%) as a yellow solid: 1H NMR (400 MHz, d6-DMSO) δ 8.15 (s, 1H), 7.81 (d, J=8.1 Hz, 1H), 7.43 (d, J=15.2 Hz, 1H), 6.96 (m, 2H), 6.43 (m, 3H), 4.70 (s, 2H), 3.61 (s, 3H), 3.00 (s, 3H); for minor rotomer δ 4.87 (s, 2H), 2.90 (s, 3H); MS (ES) m/e 327 (M+H)+.

Provenance & Evidence