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7-Aminoquinoline → 6-(2,3-Difluorophenyl)-2-methyl-N-quinolin-7-yl-nicotinamide

HRID 494282
Notes
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Reaction equation

HRID 494282 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.[CH3:12][C:13]1[N:21]=[C:20]([C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[C:23]=2[F:29])[CH:19]=[CH:18][C:14]=1[C:15](O)=[O:16]>>[F:29][C:23]1[C:24]([F:28])=[CH:25][CH:26]=[CH:27][C:22]=1[C:20]1[CH:19]=[CH:18][C:14]([C:15]([NH:1][C:2]2[CH:11]=[C:10]3[C:5]([CH:6]=[CH:7][CH:8]=[N:9]3)=[CH:4][CH:3]=2)=[O:16])=[C:13]([CH3:12])[N:21]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 113777-AminoquinolineHCID 690395472-Methyl-6-(2,3-difluorophenyl)-nicotinic acid

Product 1

HCID 576827496-(2,3-Difluorophenyl)-2-methyl-N-quinolin-7-yl-nicotinamide

Procedure

Using the procedure outlined in Example 56, the title compound was prepared from 7-aminoquinoline (D55) (28 mg, 0.20 mmol) and 6-(2,3-difluorophenyl)-2-methyl-nicotinic acid (D26) (54 mg, 0.33 mmol), as a brown solid. MS(ES): MH+ 376, M-H+ 374.

Sources & evidence

ORD record
ord-f48e2f5fef55458ea3a49f506e4f9d64
Source dataset
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07538121B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes