(2S,3S)-2-Phenyl-3-(5-(2,2,2-trifluoro-1-(trifluoromethyl)ethyl)-2-methoxybenzyl)aminopiperidine → (2S,3S)-2-Phenyl-3-(5-(2,2,2-trifluoro-1-(trifluoromethyl)ethyl)-2-methoxybenzyl)aminopiperidine dihydrochloride

HRID 2269247Notes

Reaction equation

HRID 2269247 reaction equation
[C:1]1([C@H:7]2[C@@H:12]([NH:13][CH2:14][C:15]3[CH:20]=[C:19]([CH:21]([C:26]([F:29])([F:28])[F:27])[C:22]([F:25])([F:24])[F:23])[CH:18]=[CH:17][C:16]=3[O:30][CH3:31])[CH2:11][CH2:10][CH2:9][NH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:32].CO>C(Cl)Cl>[ClH:32].[ClH:32].[C:1]1([C@H:7]2[C@@H:12]([NH:13][CH2:14][C:15]3[CH:20]=[C:19]([CH:21]([C:26]([F:27])([F:28])[F:29])[C:22]([F:23])([F:24])[F:25])[CH:18]=[CH:17][C:16]=3[O:30][CH3:31])[CH2:11][CH2:10][CH2:9][NH:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 15549736(2S,3S)-2-Phenyl-3-(5-(2,2,2-trifluoro-1-(trifluoromethyl)ethyl)-2-methoxybenzyl)aminopiperidineHCID 21893726Hydrochloride methanol

Product 1

HCID 86757650(2S,3S)-2-Phenyl-3-(5-(2,2,2-trifluoro-1-(trifluoromethyl)ethyl)-2-methoxybenzyl)aminopiperidine dihydrochlorideYield 83%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of Compound 14 (160 mg) in CH2Cl2 (10 ml) was added an excess amount of 10% HCl-MeOH (6 ml). After the solvent was evaporated in vacuo, the residual solid was recrystallized from IPA to give Compound 15 (130 mg, 83%; three steps) as a colorless crystal.

Workup

  1. customAfter the solvent was evaporated in vacuo
  2. customthe residual solid was recrystallized from IPA

Sources & evidence

ORD record
ord-1f5a8a7fa10f4113816b6e2ee061c48d
Source dataset
uspto-grants-2001_12
Patent number
US06329396B1

Reaction notes

Loading…