Ammonia → tert-butyl 2,3-dihydro-1H-spiro[isoquinoline-4,4'-piperidine]-1'-carboxylate
Reaction equation
O[CH:2]1[C:6]2=[CH:7][CH:8]=[CH:9][C:10]3([CH2:15][CH2:14][N:13]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:12][CH2:11]3)[CH:5]2[CH:4](O)O1.[NH3:24].[CH3:25]O>>[N:13]1([C:16]([O:18][C:19]([CH3:21])([CH3:22])[CH3:20])=[O:17])[CH2:14][CH2:15][C:10]2([C:5]3[C:6](=[CH:7][CH:8]=[CH:25][CH:4]=3)[CH2:2][NH:24][CH2:9]2)[CH2:11][CH2:12]1Participants
4
Procedure
The intermediate of Step A (100 mg) was stirred in methanol (2 mL) saturated with ammonia for one day, and evaporated to remove ammonia. The residue was redissolved in methanol (3 mL) and sodium cyanoborohydride (50 mg, excess) was added. The mixture was stirred overnight. Evaporation and purification gave the amine.
Workup
- customevaporated
- custom