1-(3-Nitro-benzyl)-azetidine-3-carboxylic acid methyl ester → 1-(3-Amino-benzyl)-azetidine-3-carboxylic acid methyl ester
Reaction equation
[CH3:1][O:2][C:3]([CH:5]1[CH2:8][N:7]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([N+:16]([O-])=O)[CH:11]=2)[CH2:6]1)=[O:4]>CCO.[Pd]>[CH3:1][O:2][C:3]([CH:5]1[CH2:8][N:7]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([NH2:16])[CH:11]=2)[CH2:6]1)=[O:4]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution of INT 2 (250 mg, 0.99 mmol) in EtOH (10 mL) was added Pd—C 10% (25 mg). The mixture was stirred under 1 atm of H2 for 1 hour. The mixture was quenched with CH2Cl2 and filtered through a pad of Celite. The filtrate was concentrated to give INT 3.
Workup
- customThe mixture was quenched with CH2Cl2
- filtrationfiltered through a pad of Celite
- concentrationThe filtrate was concentrated
- customto give INT 3
Sources & evidence
- ORD record
- ord-ac2717e438084245a7d49f95f784ee84
- Source dataset
- uspto-grants-2014_07
- Patent number
- US08791100B2
Reaction notes
Loading…