Ethyl 1-(5-bromopyridin-2-yl)-5-methylpyrazole-4-carboxylate → 1-(5-Ethyl-6-methylpyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid

HRID 1748449Notes

Reaction equation

HRID 1748449 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.[CH2:20](OC(C1C=NN(C2C=CC(Br)=CN=2)C=1C)=O)[CH3:21]>>[CH2:20]([C:15]1[CH:16]=[CH:17][C:12]([N:9]2[C:10]([CH3:11])=[C:6]([C:4]([OH:3])=[O:5])[CH:7]=[N:8]2)=[N:13][C:14]=1[CH3:19])[CH3:21]

Participants

3

Reactant 2

HCID 46739344Ethyl 1-(5-bromopyridin-2-yl)-5-methylpyrazole-4-carboxylateHCID 866924141-(5-Iodo-6-methylpyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester

Product 1

HCID 866924201-(5-Ethyl-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 n Reference Example 31 was used in place of 1-(5-bromopyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester in Reference Example 28, 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-bf5a7cd68f734a0289ea6c9a5d43d1d3
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

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