5-Bromo-2-chloroanisole → (4-Chloro-3-methoxy-phenyl)-[2-(5-trifluoromethyl-pyridin-2-yl)-ethyl]-amine

HRID 1094423Notes

Reaction equation

HRID 1094423 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([Cl:10])=[C:6]([O:8][CH3:9])[CH:7]=1.[F:11][C:12]([F:23])([F:22])[C:13]1[CH:14]=[CH:15][C:16]([CH2:19][CH2:20][NH2:21])=[N:17][CH:18]=1>>[Cl:10][C:5]1[CH:4]=[CH:3][C:2]([NH:21][CH2:20][CH2:19][C:16]2[CH:15]=[CH:14][C:13]([C:12]([F:23])([F:11])[F:22])=[CH:18][N:17]=2)=[CH:7][C:6]=1[O:8][CH3:9]

Participants

3

Reactant 2

HCID 27695675-Bromo-2-chloroanisoleHCID 180713442-(5-Trifluoromethyl-pyridin-2-YL)-ethylamine

Product 1

HCID 58007553(4-Chloro-3-methoxy-phenyl)-[2-(5-trifluoromethyl-pyridin-2-yl)-ethyl]-amine

Procedure

In analogy to the procedure described for the synthesis example 71 (step 1), the title compound (4-chloro-3-methoxy-phenyl)-[2-(5-trifluoromethyl-pyridin-2-yl)-ethyl]-amine (MS m/e: 331.1 [M+H]+) was prepared from 5-bromo-2-chloro-anisol instead of 6-bromo-2,3-dihydro-benzofuran and 2-(5-trifluoromethyl-pyridin-2-yl)-ethylamine instead of 2-(6-trifluoromethyl-pyridin-3-yl)-ethylamine.

Workup

  1. customIn analogy to the procedure described for the synthesis example 71 (step 1)

Sources & evidence

ORD record
ord-de3615d7caf44f8baf4cf9e7e23792f0
Source dataset
uspto-grants-2012_03
Patent number
US08133909B2

Reaction notes

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