2-Amino-6-methylpyridine → 1,2-difluoro-3-isothiocyanatobenzene

HRID 2244396Notes

Reaction equation

HRID 2244396 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[S:14]C=NC=1C(O)=O.CC1N=C(N)C=CC=1.FC1C(F)=CC=CC=1N>>[F:8][C:7]1[CH:6]=[CH:5][CH:4]=[C:3]([N:9]=[C:10]=[S:14])[C:2]=1[F:1]

Participants

4

Reactant 3

HCID 157652-Amino-6-methylpyridineHCID 782782,3-DifluoroanilineHCID 64628889HCID 64628889, compound

Product 1

HCID 27583301,2-difluoro-3-isothiocyanatobenzene

Procedure

The title compound, MS (ISP): m/e=347.3 (M+H+), was prepared as for example 1, steps A to C. Step A was performed using 1,2-difluoro-3-isothiocyanato-benzene and yielded 5-(2,3-difluoro-phenylamino)-thiazole-4-carboxylic acid ethyl ester. This was hydrolized in step B to 5-(2,3-difluoro-phenylamino)-thiazole-4-carboxylic acid, which was reacted with 6-methyl-pyridin-2-ylamine in step C. 1,2-Difluoro-3-isothiocyanato-benzene was prepared as in example 96, starting from 2,3-difluoro-phenylamine.

Sources & evidence

ORD record
ord-a4cf498a233e4a4fb7dd6befddfb915f
Source dataset
uspto-grants-2010_03
Patent number
US07678815B2

Reaction notes

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