4-[3-(Trifluoromethyl)phenyl]-1,2,3,6-tetrahydropyridine → Xaliproden hydrochloride

HRID 1953796Notes

Reaction equation

HRID 1953796 reaction equation
[Cl:1][CH2:2][CH2:3][C:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=1.[F:14][C:15]([F:29])([F:28])[C:16]1[CH:17]=[C:18]([C:22]2[CH2:23][CH2:24][NH:25][CH2:26][CH:27]=2)[CH:19]=[CH:20][CH:21]=1>C(O)C>[ClH:1].[CH:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH:12]=[CH:13][C:4]=1[CH2:3][CH2:2][N:25]1[CH2:24][CH:23]=[C:22]([C:18]2[CH:19]=[CH:20][CH:21]=[C:16]([C:15]([F:14])([F:28])[F:29])[CH:17]=2)[CH2:27][CH2:26]1

Participants

4

Reactant 2

HCID 111280344-[3-(Trifluoromethyl)phenyl]-1,2,3,6-tetrahydropyridineHCID 12698954HCID 12698954, compound

Product 1

HCID 128918Xaliproden hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

It has also been found that the reaction of 2-(2-chloroethyl)naphthalene with 4-(3-trifluoromethylphenyl)-1,2,3,6-tetrahydropyridine under the conditions described in EP 0 101 381, i.e. in ethanol under reflux for 20-24 hours, gives 1-[2-(2-naphthyl)ethyl]-4-(3-trifluoromethylphenyl)-1,2,3,6-tetrahydropyridine hydrochloride with very low yields.

Workup

  1. temperatureunder reflux for 20-24 hours

Sources & evidence

ORD record
ord-fba1f7164c484c67b50e637c5654cdf7
Source dataset
uspto-grants-2000_09
Patent number
US06118006

Reaction notes

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