Hydrochloric Acid → (2r)-2-Amino-3-(4-chlorophenyl)-1-{4-[2-(trifluoromethyl)-phenyl]-piperidyl}propan-1-one hydrochloride

HRID 489671Notes

Reaction equation

HRID 489671 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C@@H:9]([NH:28]C(OC(C)(C)C)=O)[C:10](=[O:27])[N:11]2[CH2:16][CH2:15][CH:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[C:23]([F:26])([F:25])[F:24])[CH2:13][CH2:12]2)=[CH:4][CH:3]=1.Cl>CCOC(C)=O>[ClH:1].[NH2:28][C@H:9]([CH2:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)[C:10]([N:11]1[CH2:16][CH2:15][CH:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[C:23]([F:26])([F:24])[F:25])[CH2:13][CH2:12]1)=[O:27]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69151295N-((1R)-1-[(4-Chlorophenyl)methyl]-2-oxo-2-{4-[2-(trifluoromethyl}phenyl]-piperidyl)ethyl)(tert-butoxy)carboxamide

Product 1

HCID 69141649(2r)-2-Amino-3-(4-chlorophenyl)-1-{4-[2-(trifluoromethyl)-phenyl]-piperidyl}propan-1-one hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The title compound was prepared according to the procedure described in Example 1 (Step e) from N-((1R)-1-[(4-chlorophenyl)methyl]-2-oxo-2-{4-[2-(trifluoromethyl)phenyl]-piperidyl}ethyl)(tert-butoxy)-carboxamide (Step d) (1.02 g, 2.0 mmol) and satd HCl in EtOAc (50 mL). The title compound was obtained as white solid (0.89 g). MS (ESI, pos. ion) m/z: 411 (M+1); MS (ESI, neg. ion) m/z: 409 (M−1). Calc'd for C21H22ClF3N2O: 410.14.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-41d5b5c462f347a186dccbf3c92788a0
Source dataset
uspto-grants-2005_12
Patent number
US06977264B2

Reaction notes

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