Ethyl Acetate → 3-Amino-5-morpholinopicolinamide
Reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:8]=[C:9]([N+:15]([O-])=O)[C:10]([C:13]#[N:14])=[N:11][CH:12]=2)[CH2:3][CH2:2]1.CC[O:20]C(C)=O>>[NH2:15][C:9]1[C:10]([C:13]([NH2:14])=[O:20])=[N:11][CH:12]=[C:7]([N:4]2[CH2:5][CH2:6][O:1][CH2:2][CH2:3]2)[CH:8]=1Participants
3
Procedure
To a stirred solution of 5-morpholino-3-nitropicolinonitrile (100 mg, 0.43 mmol) in EtOAc (5 mL) was added stannous chloride, dihydrate (0.41 g, 2.13 mmol). The reaction was heated at reflux for 15 min. After this time a white solid precipitates. The suspension was filtered and the resulting solid was washed with 1.0M NaOH (10 mL) and brine (10 mL) and dried under vacuum to give 3-amino-5-morpholinopicolinamide. Mass Spectrum (ESI) m/e=223.2 (M+1).
Workup
- temperatureThe reaction was heated
- temperatureat reflux for 15 min
- customAfter this time a white solid precipitates
- filtrationThe suspension was filtered
- wash