2,6-Difluoro-4-methoxybenzoic acid → 4-(2,6-difluoro-4-methoxy-benzoylamino)-1H-pyrazole-3-carboxylic acid

HRID 1012097Notes

Reaction equation

HRID 1012097 reaction equation
[F:1][C:2]1[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[C:3]=1[C:4]([NH:6][C:7]1[C:8]([C:12]([OH:14])=[O:13])=[N:9][NH:10][CH:11]=1)=[O:5].FC1C=C(OC)C=C(F)C=1[C:23](O)=[O:24]>>[F:19][C:15]1[CH:16]=[C:17]([O:24][CH3:23])[CH:18]=[C:2]([F:1])[C:3]=1[C:4]([NH:6][C:7]1[C:8]([C:12]([OH:14])=[O:13])=[N:9][NH:10][CH:11]=1)=[O:5]

Participants

3

Reactant 2

HCID 27782282,6-Difluoro-4-methoxybenzoic acidHCID 178524954HCID 178524954, compound

Product 1

HCID 1784929554-(2,6-difluoro-4-methoxy-benzoylamino)-1H-pyrazole-3-carboxylic acid

Procedure

The compound was prepared in a manner analogous to 4-(2,6-difluoro-benzoylamino)-1H-pyrazole-3-carboxylic acid (Example 16D), but using 2,6-difluoro-4-methoxybenzoic acid as the starting acid, to give 4-(2,6-difluoro-4-methoxy-benzoylamino)-1H-pyrazole-3-carboxylic acid (1.58 g) as a white solid. (1H NMR (300 MHz, DMSO-d6) δ 13.0 (s, 2H), 10.7 (s, 1H), 8.0 (s, 1H), 6.9 (s, 1H), 6.8 (s, 1H), 3.7 (s, 3H)).

Sources & evidence

ORD record
ord-3af2d26d86b84f1d9476ed5ee7b75921
Source dataset
uspto-grants-2011_07
Patent number
US07977477B2

Reaction notes

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