Hydrochloric Acid → HCID 57470865, compound
Reaction equation
[N:1]1([CH:5]2[CH2:8][N:7](C(C3C=CC=CC=3)C3C=CC=CC=3)[CH2:6]2)[CH2:4][CH2:3][CH2:2]1.[ClH:22]>C(OCC)(=O)C>[ClH:22].[ClH:22].[N:1]1([CH:5]2[CH2:8][NH:7][CH2:6]2)[CH2:4][CH2:3][CH2:2]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 3-(azetidin-1-yl)-1-benzhydrylazetidine (643 mg) in ethyl acetate was added a 4N solution of hydrochloric acid in ethyl acetate (1.16 ml), followed by concentration. The resultant residue was dissolved in methanol (65 ml), and 20% palladium hydroxide (811 mg) was added thereto. This was stirred at room temperature under a pressurized hydrogen atmosphere (0.3 to 0.4 MPa) for 4 hr. The catalyst was removed by filtration, and the filtrate was concentrated. Hexane was added to the residue to suspend a solid. The residue after removing a supernatant by a pipette was concentrated under reduced pressure to provide a crude product of the titled compound as a pale yellow oil (471.2 mg).
Workup
- concentrationfollowed by concentration
- dissolutionThe resultant residue was dissolved in methanol (65 ml)
- addition20% palladium hydroxide (811 mg) was added
- customThe catalyst was removed by filtration
- concentrationthe filtrate was concentrated
- additionHexane was added to the residue
- customThe residue after removing a supernatant by a pipette
- concentrationwas concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-d9b625cbcb684918a3cfcc6bd2262d3a
- Source dataset
- uspto-grants-2010_12
- Patent number
- US07855290B2
Reaction notes
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