5-amino-N-cyclopropyl-2,4-difluorobenzamide → 6-{5-[(5-Cyclopropylcarbamoyl-2,4-difluoro-phenylamino)-methyl]-thiazol-2-ylamino}-nicotinic acid

HRID 1985763

Reaction equation

HRID 1985763 reaction equation
[CH:1]([C:3]1[S:7][C:6]([NH:8][C:9]2[CH:17]=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[CH:11][N:10]=2)=[N:5][CH:4]=1)=O.[NH2:18][C:19]1[C:20]([F:32])=[CH:21][C:22]([F:31])=[C:23]([CH:30]=1)[C:24]([NH:26][CH:27]1[CH2:29][CH2:28]1)=[O:25]>>[CH:27]1([NH:26][C:24]([C:23]2[C:22]([F:31])=[CH:21][C:20]([F:32])=[C:19]([NH:18][CH2:1][C:3]3[S:7][C:6]([NH:8][C:9]4[CH:17]=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[CH:11][N:10]=4)=[N:5][CH:4]=3)[CH:30]=2)=[O:25])[CH2:28][CH2:29]1

Participants

3

Reactant 2

HCID 219665075-amino-N-cyclopropyl-2,4-difluorobenzamideHCID 220190546-(5-Formyl-thiazol-2-ylamino)-nicotinic acid

Product 1

HCID 235445626-{5-[(5-Cyclopropylcarbamoyl-2,4-difluoro-phenylamino)-methyl]-thiazol-2-ylamino}-nicotinic acidYield 95%

Procedure

6-(5-Formyl-thiazol-2-ylamino)-nicotinic acid (see Example 19) was treated with 5-amino-2,4-difluoro-N-cyclopropylbenzamide in manner similar to the preparation of Example 6 to afford the title compound in 95% yield. LC/MS; (M+H)+=446

Sources & evidence

ORD record
ord-be38a8ea2f544ad99a59a26cc4085c5b
Source dataset
uspto-grants-2009_06
Patent number
US07547711B2

Linked notes

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