N-tert-butyl-1-benzhydryl-3-methylazetidin-3-amine hydrochloride → HCID 68455629, compound
Reaction equation
[ClH:1].[C:2]([NH:6][C:7]1([CH3:24])[CH2:10][N:9](C(C2C=CC=CC=2)C2C=CC=CC=2)[CH2:8]1)([CH3:5])([CH3:4])[CH3:3]>C(O)C.[OH-].[OH-].[Pd+2]>[ClH:1].[C:2]([NH:6][C:7]1([CH3:24])[CH2:10][NH:9][CH2:8]1)([CH3:5])([CH3:4])[CH3:3]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 40 °C
Procedure
To a slurry of N-tert-butyl-1-benzhydryl-3-methylazetidin-3-amine hydrochloride (1.69 g, 4.91 mmol) in ethanol (30 ml) was added 10% Palladium hydroxide on carbon (160 mg) and the mixture degassed three times with nitrogen and three times with hydrogen. The mixture was then stirred under a hydrogen atmosphere 40° C. (warm water bath) for 3 h and then at room temperature for a further 12 h. The reaction was degassed with nitrogen and filtered through celite and concentrated. The compound was used crude in subsequent chemistry. 1H NMR (MeOH) 1.50 (9H, s), 1.99 (3H, s), 4.19 (2H, d), 4.91 (2H, d).
Workup
- customthe mixture degassed three times with nitrogen and three times with hydrogen
- temperature(warm water bath) for 3 h
- customThe reaction was degassed with nitrogen
- filtrationfiltered through celite
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-0e0b18fe98c64976886bc19b958eed62
- Source dataset
- uspto-grants-2010_08
- Patent number
- US07767672B2
Reaction notes
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