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

HRID 1094425Notes

Reaction equation

HRID 1094425 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]2[O:10][CH2:9][C:8](=[O:11])[N:7]([CH3:12])[C:6]=2[CH:13]=1.[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:7]1[C:6]2[CH:13]=[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:3]=[CH:4][C:5]=2[O:10][CH2:9][C:8]1=[O:11]

Participants

3

Reactant 2

HCID 180713442-(5-Trifluoromethyl-pyridin-2-YL)-ethylamineHCID 532173836-Bromo-4-methyl-1,4-benzoxazin-3-one

Product 1

HCID 580074994-methyl-6-[2-(5-trifluoromethyl-pyridin-2-yl)-ethylamino]-4H-benzo[1,4]oxazin-3-one

Procedure

In analogy to the procedure described for the synthesis example 71 (step 1), the title compound 4-methyl-6-[2-(5-trifluoromethyl-pyridin-2-yl)-ethylamino]-4H-benzo[1,4]oxazin-3-one (MS m/e: 352.2 [M+H]+) was prepared from 6-bromo-4-methyl-4H-benzo[1,4]oxazin-3-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-2eddc7dfc9ba44a892555336153a8230
Source dataset
uspto-grants-2012_03
Patent number
US08133909B2

Reaction notes

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