p-Toluidine → (2-Amino-5-methyl-phenyl)-(2,6-difluoro-phenyl)-methanone

HRID 513121Notes

Reaction equation

NC1C=CC(Cl)=CC=1C(C1C=CC(F)=CC=1)=O.[NH2:18][C:19]1[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=1.[F:26][C:27]1[CH:35]=[CH:34][CH:33]=[C:32]([F:36])[C:28]=1[C:29](Cl)=[O:30]>>[NH2:18][C:19]1[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][C:20]=1[C:29]([C:28]1[C:27]([F:26])=[CH:35][CH:34]=[CH:33][C:32]=1[F:36])=[O:30]

Participants

Reactant 3

HCID 7813p-Toluidine

HCID 874382,6-Difluorobenzoyl chloride

HCID 109559554-Chloro-2-(4-fluorobenzoyl)aniline

Product 1

HCID 67505674(2-Amino-5-methyl-phenyl)-(2,6-difluoro-phenyl)-methanoneYield 16%

Procedure

In a manner similar to that described above for compound 1t, p-toluidine and 2,6-difluorobenzoyl chloride were converted to 1aj (16% yield) MS m/z=248 (M+H).

Sources & evidence

ORD record: ord-313f00386b8845189e9663cff6ebe7be
Source dataset: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09102678B2

Reaction notes

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