4-Azidosampangine → 4-Aminosampangine
Reaction equation
[CH:1]1[CH:6]=[C:5]2[C:7]3[C:12]4[C:13]([C:20](=[O:21])[C:4]2=[CH:3][CH:2]=1)=[N:14][CH:15]=[C:16]([N:17]=[N+]=[N-])[C:11]=4[CH:10]=[CH:9][N:8]=3>CO>[CH:1]1[CH:6]=[C:5]2[C:7]3[C:12]4[C:13]([C:20](=[O:21])[C:4]2=[CH:3][CH:2]=1)=[N:14][CH:15]=[C:16]([NH2:17])[C:11]=4[CH:10]=[CH:9][N:8]=3Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 4-azidosampangine (273 mg, 1.0 mmol) in MeOH (50 mL) was heated at reflux for 7 days. Following evaporation of the solvent, the residue was chromatographed as above to give 4-aminosampangine (23) (119 mg, 48%).
Workup
- temperatureat reflux for 7 days
- customevaporation of the solvent
- customthe residue was chromatographed as above
Sources & evidence
- ORD record
- ord-6c57e2dd4d794652b83fc028865c048c
- Source dataset
- uspto-grants-1996_06
- Patent number
- US05530004
Reaction notes
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