2-Amino-6-methylpyridine → 3,5-Difluorophenyl isothiocyanate

HRID 2244395Notes

Reaction equation

HRID 2244395 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[S:14]C=NC=2C(O)=O)[CH:5]=[C:6]([F:8])[CH:7]=1.CC1N=C(N)C=CC=1.FC1C=C(N)C=C(F)C=1>>[F:1][C:2]1[CH:3]=[C:4]([N:9]=[C:10]=[S:14])[CH:5]=[C:6]([F:8])[CH:7]=1

Participants

4

Reactant 3

HCID 157652-Amino-6-methylpyridineHCID 965953,5-DifluoroanilineHCID 64629874HCID 64629874, compound

Product 1

HCID 27583323,5-Difluorophenyl isothiocyanate

Procedure

The title compound, MS (ISP): m/e=347.5 (M+H+), was prepared as for example 1, steps A to C. Step A was performed using 1,3-difluoro-5-isothiocyanato-benzene and yielded 5-(3,5-difluoro-phenylamino)-thiazole-4-carboxylic acid ethyl ester. This was hydrolized in step B to 5-(3,5-difluoro-phenylamino)-thiazole-4-carboxylic acid, which was reacted with 6-methyl-pyridin-2-ylamine in step C. 1,3-Difluoro-5-isothiocyanato-benzene was prepared as in example 96, starting from 3,5-difluoro-phenylamine.

Sources & evidence

ORD record
ord-2f4937507b50483a9b733c27e0271996
Source dataset
uspto-grants-2010_03
Patent number
US07678815B2

Reaction notes

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