Methylamine → HCID 178485478, compound

Participants

Reaction Steps

To a solution of 1686 (0.22 g, 0.5 mmol), EDC HCl (0.12 g, 0.63 mmol), HOBT (0.09 g, 0.63 mmol), TEA (0.17 mL, 0.63 mmol) in THF (10 mL) was added 2M MeNH2 in THF (1.25 mL, 2.5 mmol) at 0° C. The reaction mixture was allowed to slowly warm to room temperature overnight. The solvent was removed in vacuo and then purified by recrystallization with EtOAc/Hexanes gave the title compound, 0.2 g (89%) as a white solid. mp 207.3-208.4° C. 1H NMR (300 MHz, DMSO-d6): δ 8.55 (s, 1H), 8.26 (q, J=4 Hz, 1H), 7.78 (d, J=9 Hz, 2H), 7.47 (d, J=9 Hz, 2H), 7.21 (d, J=9 Hz, 2H), 7.00 (d, J=9 Hz, 2H), 6.40 (d, J=8 Hz, 1H), 4.62-4.53 (m, 1H), 3.73-3.60 (m, 1H), 2.75 (d, J=4 Hz, 3H), 1.89-1.50 (m, 8H).

Provenance & Evidence