2-(5-Trifluoromethyl-pyridin-2-YL)-ethylamine → 1-methyl-6-[2-(5-trifluoromethyl-pyridin-2-yl)-ethylamino]-3,4-dihydro-1H-quinolin-2-one

HRID 1094426Notes

Reaction equation

HRID 1094426 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH3:12])[C:7](=[O:13])[CH2:6][CH2:5]2.[F:14][C:15]([F:26])([F:25])[C:16]1[CH:17]=[CH:18][C:19]([CH2:22][CH2:23][NH2:24])=[N:20][CH:21]=1>>[CH3:12][N:8]1[C:9]2[C:4](=[CH:3][C:2]([NH:24][CH2:23][CH2:22][C:19]3[CH:18]=[CH:17][C:16]([C:15]([F:26])([F:14])[F:25])=[CH:21][N:20]=3)=[CH:11][CH:10]=2)[CH2:5][CH2:6][C:7]1=[O:13]

Participants

3

Reactant 2

HCID 180713442-(5-Trifluoromethyl-pyridin-2-YL)-ethylamineHCID 631061416-Bromo-1-methyl-1,2,3,4-tetrahydroquinolin-2-one

Product 1

HCID 580075951-methyl-6-[2-(5-trifluoromethyl-pyridin-2-yl)-ethylamino]-3,4-dihydro-1H-quinolin-2-one

Procedure

In analogy to the procedure described for the synthesis example 71 (step 1), the title compound 1-methyl-6-[2-(5-trifluoromethyl-pyridin-2-yl)-ethylamino]-3,4-dihydro-1H-quinolin-2-one (MS m/e: 350.3 [M+H]+) was prepared from 6-bromo-1-methyl-3,4-dihydro-1H-quinolin-2-one 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-ac89e51c605f4bb7b124a3d2474cf60d
Source dataset
uspto-grants-2012_03
Patent number
US08133909B2

Reaction notes

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