4-Methoxybenzylamine → HCID 58204043, compound

Participants

Reaction Conditions

Reaction Steps

9-Chloro-2-[2-(2,4-difluoro-phenyl)-2H-[1,2,4]triazol-3-yl]-4,5-dihydro-6-oxa-1-thia-10-aza-benzo[e]azulene (1.23 g, 3.0 mmol), 4-Methoxy-benzylamine (493 mg, 3.6 mmol), Pd2(dba)3 (210 mg, 0.3 mmol), Xphos (142 mg, 0.3 mmol), t-BuONa (576 mg, 6 mmol) and dioxane (6 mL) was added in a 10 mL of sealed tube, and the reaction mixture was heated by microwave at 112° C. for 7 min under N2. The reaction mixture was filtered to gather the solution. Then water was added into the solution and extracted by DCM (50 mL×3). The combined organic layer was dried by Na2SO4, concentrated in vacuo, separated by TLC (DCM:EtOAc=4:1) to give {2-[2-(2,4-Difluoro-phenyl)-2H-[1,2,4]triazol-3-yl]-4,5-dihydro-6-oxa-1-thia-10-aza-benzo[e]azulen-9-yl}-(4-methoxy-benzyl)-amine (1.2 g, yield: 77%). 1H NMR (DMSO-d6, 400 MHz): δ 8.36 (s, 1H), 7.96 (d, J=2.0 Hz, 1H), 7.69 (s, 1H), 7.39 (s, 1H), 7.31 (s, 1H), 7.29 (s, 2H), 7.14 (s, 1H), 6.97-6.90 (m, 3H), 6.46 (d, J=8.8 Hz, 1H), 4.34 (d, J=6.4 Hz, 2H), 4.20 (s, 2H), 3.77 (s, 3H), 3.12 (s, 2H). LC-MS (ESI): m/z=518 [M+H]+

Provenance & Evidence