O-Methylhydroxylamine hydrochloride → HCID 86093123, compound

Reaction equation

[N:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[C:13](=O)[CH3:14])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Cl.[CH3:17][O:18][NH2:19]>N1C=CC=CC=1.C(OCC)(=O)C>[CH3:17][O:18][N:19]=[C:13]([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[N:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1)[CH3:14]

Participants

Procedure

A mixture of Example 49A (1.22 g, 5.94 mmol) and methoxyamine hydrochloride (550 mg, 6.59 mmol) in pyridine (20 mL) was stirred at room temperature for 12 h. The reaction was diluted with ethyl acetate and washed sequentially with 3 N HCl, 1 N HCl and brine. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated to dryness under reduced pressure to give 1.3 g of the title compound. MS (ESI+) m/z 235 (M+H)+.