5-Fluoro-2-methylisonicotinic acid → N-(1-Cyclopropyl-3,3-dimethyl-2-oxoindolin-6-yl)-5-fluoro-2-methylisonicotinamide

HRID 1507587Notes

Reaction equation

HRID 1507587 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:16])([CH3:15])[C:7](=[O:14])[N:8]2[CH:11]2[CH2:13][CH2:12]2)=[CH:4][CH:3]=1.[F:17][C:18]1[C:23]([C:24](O)=[O:25])=[CH:22][C:21]([CH3:27])=[N:20][CH:19]=1>>[CH:11]1([N:8]2[C:9]3[C:5](=[CH:4][CH:3]=[C:2]([NH:1][C:24](=[O:25])[C:23]4[C:18]([F:17])=[CH:19][N:20]=[C:21]([CH3:27])[CH:22]=4)[CH:10]=3)[C:6]([CH3:16])([CH3:15])[C:7]2=[O:14])[CH2:12][CH2:13]1

Participants

3

Reactant 2

HCID 576496205-Fluoro-2-methylisonicotinic acidHCID 1184151856-Amino-1-cyclopropyl-3,3-dimethyl-1,3-dihydro-indol-2-one

Product 1

HCID 73426162N-(1-Cyclopropyl-3,3-dimethyl-2-oxoindolin-6-yl)-5-fluoro-2-methylisonicotinamide

Procedure

Prepared in analogy to example 26 from 6-amino-1-cyclopropyl-3,3-dimethyl-1,3-dihydro-indol-2-one (example 14c) and 5-fluoro-2-methyl-isonicotinic acid (prepared according to U. Abel et al., WO200645514). The title compound was obtained as light yellow solid.

Sources & evidence

ORD record
ord-21e01faa3a774c1a941814ac602e8f41
Source dataset
uspto-grants-2015_12
Patent number
US09221816B2

Reaction notes

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