Hydroxylamine → HCID 86650345, compound

Participants

Reaction Steps

To a solution of ethyl 3′-(2-amino-5-(thiophen-2-yl)phenylcarbamoyl)biphenyl-2-carboxylate 62 (0.195 g, 0.441 mmol), in methanol (1.102 ml) and THF (1.102 ml), potassium hydroxide (0.220 ml, 0.881 mmol) was added followed by a 50% hydroxylamine solution in water (1.455 g, 22.03 mmol). The mixture was stirred at rt for 18 h. It was then diluted with aqueous NaHCO3, and extracted with EtOAc. The organic phase was dried over Na2SO4 and concentrated. The crude product was purified by flash chromatography (15% MeOH/DCM) to afford title compound 63 (0.04 g, 21% yield) as a white solid. 1H NMR: (DMSO) d(ppm) 1H, 10.80 (s, 1H), 9.80 (s, 1H), 9.01 (s, 1H), 8.04 (s, 1H), 7.98 (d, 1H), 7.55 (m, 5H), 7.44 (m, 2H), 7.35 (d, 1H), 7.30 (dd, 1H), 7.25 (d, 1H), 7.04 (m, 1H), 6.82 (d, 1H), 5.18 (s, 2H). LRMS (ESI): (calc.) 429.49 (found) 430.2 (MH)+.

Provenance & Evidence