1,2-Dichloroethane → HCID 21084088, compound

Participants

Reaction Steps

N,O-Dimethylhydroxylamine hydrochloride (31 mg, 0.32 mmol) was added to a mixture of the compound of Example 59 (101 mg, 0.29 mmol), HOBT (55 mg, 0.41 mmol), EDC (78 mg, 0.41 mmol) and NMM (0.090 mL, 0.81 mmol) in DCM (3 mL). The mixture was stirred for 6 h at room temperature. DCM was added and the mixture washed with 2M HCl(aq). The organic phase was re-extracted with DCM. The combined organics were dried (Na2SO4) and concentrated in vacuo. The crude product was purified by column chromatography on silica (3.5% MeOH in DCM) to give the title compound as a white solid (95 mg, 84%). δH (DMSO-d6) 7.48–7.35 (3H, m), 7.34–7.30 (3H, m), 7.29–7.23 (3H, m), 7.16–7.13 (2H, m), 6.33 (1H, d, J 9.6 Hz), 3.26 (3H, s), 2.79 (3H, s). LCMS (ES+) RT 3.27 minutes, 391.0 (M+H)+.

Provenance & Evidence