1-Benzyl-3-dimethylaminomethyl-pyrrolidine-3-carboxylic acid methyl ester → 3-Dimethylaminomethyl-pyrrolidine-3-carboxylic acid methyl ester
Reaction equation
[CH3:1][O:2][C:3]([C:5]1([CH2:17][N:18]([CH3:20])[CH3:19])[CH2:9][CH2:8][N:7](CC2C=CC=CC=2)[CH2:6]1)=[O:4].[H][H]>[Pd].CO>[CH3:1][O:2][C:3]([C:5]1([CH2:17][N:18]([CH3:19])[CH3:20])[CH2:9][CH2:8][NH:7][CH2:6]1)=[O:4]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of 1-benzyl-3-dimethylaminomethyl-pyrrolidine-3-carboxylic acid methyl ester (400 mg), 10% Pd/C (40 mg) and methanol (30 ml) was shaken in a hydrogen parr shaker at 45 psi for overnight. The mixture was filtered through celite, washed with ethyl acetate. The combined filtrate was concentrated to give the title compound as oil (260 mg, 96%).
Workup
- filtrationThe mixture was filtered through celite
- washwashed with ethyl acetate
- concentrationThe combined filtrate was concentrated
Sources & evidence
- ORD record
- ord-8b850fa8657148eb99b90a7e8790a6c8
- Source dataset
- uspto-grants-2013_10
- Patent number
- US08546404B2
Reaction notes
Loading…