ethyl 1-(4-bromophenyl)-5-methyl-1H-pyrazole-4-carboxylate → 1-(5-Cyclopropyl-6-methylpyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid

HRID 1748447Notes

Reaction equation

HRID 1748447 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([C:12]2[CH:17]=[CH:16][C:15](I)=[C:14]([CH3:19])[N:13]=2)[C:10]=1[CH3:11])=[O:5])C.C(O[C:23]([C:25]1[CH:26]=NN(C2C=CC(Br)=CC=2)C=1C)=O)C>>[CH:26]1([C:15]2[CH:16]=[CH:17][C:12]([N:9]3[C:10]([CH3:11])=[C:6]([C:4]([OH:3])=[O:5])[CH:7]=[N:8]3)=[N:13][C:14]=2[CH3:19])[CH2:25][CH2:23]1

Participants

3

Reactant 2

HCID 3470813ethyl 1-(4-bromophenyl)-5-methyl-1H-pyrazole-4-carboxylateHCID 866924141-(5-Iodo-6-methylpyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester

Product 1

HCID 866924181-(5-Cyclopropyl-6-methylpyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid

Procedure

1-(5-Iodo-6-methylpyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester described in Reference Example 31 was used in place of 1-(4-bromophenyl)-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester in Reference Example 26(2), and reacted and treated in a similar manner to give the titled compound.

Workup

  1. customreacted
  2. additiontreated in a similar manner

Sources & evidence

ORD record
ord-5464d94592634620bfdb02fb5cac3223
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

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