Ammonia → HCID 21083997, compound

Participants

Reaction Steps

A mixture of the compound of Example 123 (105 mg, 0.268 mmol) and 1,1′-carbonyldiimidazole (65 mg, 0.40 mmol) in DMF (3 mL) was stirred at r.t. for 45 min. Concentrated ammonia solution (1 mL) was added and the mixture stirred overnight at r.t. Volatiles were removed in vacuo, the residue taken up in DCM, washed 2M HCl(aq), dried (Na2SO4), and concentrated in vacuo. Purification by column chromatography on silica (4% MeOH in DCM) gave the title compound as a yellow solid (42 mg). δH (DMSO-d6) 8.28 (1H, dd, J 1.3, 8.2 Hz), 7.99 (1H, dt, J 1.4, 7.8 Hz), 7.92 (1H, dd, J 1.4, 7.8 Hz), 7.87–7.82 (1H, m), 7.54–7.47 (3H, m), 7.46–7.37 (3H, m), 6.44 (1H, d, J 9.7 Hz), 6.21 (2H, v br). LCMS (ES+) RT 2.997 minutes, 392.0 (M+H)+.

Provenance & Evidence