Ammonia → HCID 178517686, compound
Reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C:16](/[CH:19]=[CH:20]/OCC)=[CH:17][N:18]=1)[C:12](OC)=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC1C=CC(S(O)(=O)=O)=CC=1.O.[NH3:36]>>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16]([CH:19]=[CH:20][N:36]=[C:12]2[OH:13])=[CH:17][N:18]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Participants
4
Conditions
- Temperature
- 80 °C
Procedure
(E)-methyl 2-(benzyloxy)-5-(2-ethoxyvinyl)isonicotinate (Preparation 85, 1.2 g, 3.83 mmol) was dissolved in methanolic ammonia (7M, 28 mL) in 3 microwave tubes. The reaction mixture was sealed and heated to 80° C. for 3 days. The reaction mixture was concentrated in vacuo. The residue was dissolved in toluene (30 mL) and pTsOH.H2O (150 mg, 0.789 mmol) was added. The reaction mixture was heated at 90° C. for 2 hours. The reaction mixture was filtered and dried under vacuum, to give the title compound (937 mg, 97%).