5-Bromo-2-morpholinopyridin-3-amine → N-(5-bromo-2-morpholinopyridin-3-yl)-5,8-difluoro-3-methyl-2-(pyridin-2-yl)quinolin-4-amine

HRID 1431311Notes

Reaction equation

HRID 1431311 reaction equation
Cl[C:2]1[C:11]2[C:6](=[C:7]([F:13])[CH:8]=[CH:9][C:10]=2[F:12])[N:5]=[C:4]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=2)[C:3]=1[CH3:20].[Br:21][C:22]1[CH:23]=[C:24]([NH2:34])[C:25]([N:28]2[CH2:33][CH2:32][O:31][CH2:30][CH2:29]2)=[N:26][CH:27]=1>>[Br:21][C:22]1[CH:23]=[C:24]([NH:34][C:2]2[C:11]3[C:6](=[C:7]([F:13])[CH:8]=[CH:9][C:10]=3[F:12])[N:5]=[C:4]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=3)[C:3]=2[CH3:20])[C:25]([N:28]2[CH2:33][CH2:32][O:31][CH2:30][CH2:29]2)=[N:26][CH:27]=1

Participants

3

Reactant 2

HCID 467378735-Bromo-2-morpholinopyridin-3-amineHCID 596311234-Chloro-5,8-difluoro-3-methyl-2-(pyridin-2-yl)quinoline

Product 1

HCID 59631425N-(5-bromo-2-morpholinopyridin-3-yl)-5,8-difluoro-3-methyl-2-(pyridin-2-yl)quinolin-4-amine

Procedure

Prepared according to the acid catalyzed Procedure K, Method 2 using 4-chloro-5,8-difluoro-3-methyl-2-(pyridin-2-yl)quinoline (300 mg, 1.03 mmol) and 5-bromo-2-morpholinopyridin-3-amine to give N-(5-bromo-2-morpholinopyridin-3-yl)-5,8-difluoro-3-methyl-2-(pyridin-2-yl)quinolin-4-amine. Mass Spectrum (ESI) m/e=512.0 (M+1).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-352a29a37d0b4eb3bb0637a2899268a8
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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