Hydrochloric Acid → HCID 57470865, compound
Reaction equation
[ClH:1].[N:2]1([CH:6]2[CH2:9][N:8](C(C3C=CC=CC=3)C3C=CC=CC=3)[CH2:7]2)[CH2:5][CH2:4][CH2:3]1>C(OCC)(=O)C>[ClH:1].[ClH:1].[N:2]1([CH:6]2[CH2:9][NH:8][CH2:7]2)[CH2:5][CH2:4][CH2:3]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
4N hydrochloric acid in ethyl acetate (1.16 ml) was added to a solution of 3-(azetidin-1-yl)-1-benzhydrylazetidine (643 mg) in ethyl acetate, and the mixture was concentrated. The resultant residue was dissolved in methanol (65 ml), and 20% palladium hydroxide (811 mg) was added thereto. This mixture was stirred under a pressurized hydrogen atmosphere (0.3 to 0.4 MPa) at room temperature for 4 hours. The catalyst was removed by filtration, and the filtrate was concentrated. The solid was suspended by the addition of heptane to the residue. The supernatant was removed using a pipette and the residue was concentrated under reduced pressure to give a crude product of the title compound (471.2 mg) as a pale yellow oil.
Workup
- concentrationthe mixture was concentrated
- 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
- additionThe solid was suspended by the addition of heptane to the residue
- customThe supernatant was removed
- concentrationthe residue was concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-8951d81388534940ad54b42d09ff1317
- Source dataset
- uspto-grants-2010_09
- Patent number
- US07790885B2
Reaction notes
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