4-Hydrazino-2-methylpyridine hydrobromide → 5-(3-Chloro-5-fluorophenyl)-1-(2-methylpyridin-4-yl)-1H-pyrazole-3-carboxylic acid

HRID 930009Notes

Reaction equation

HRID 930009 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:13]([C:14]3[CH:19]=[CH:18][CH:17]=CN=3)[N:12]=[C:11]([C:20]([OH:22])=[O:21])[CH:10]=2)[CH:5]=[C:6]([F:8])[CH:7]=1.Br.[CH3:24][C:25]1C=C(NN)C=C[N:26]=1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:13]([C:14]3[CH:24]=[CH:25][N:26]=[C:18]([CH3:17])[CH:19]=3)[N:12]=[C:11]([C:20]([OH:22])=[O:21])[CH:10]=2)[CH:5]=[C:6]([F:8])[CH:7]=1

Participants

3

Reactant 2

HCID 509994494-Hydrazino-2-methylpyridine hydrobromideHCID 896025755-(3-Chloro-5-fluorophenyl)-1-(pyridin-2-yl)-1H-pyrazole-3-carboxylic acid

Product 1

HCID 896026175-(3-Chloro-5-fluorophenyl)-1-(2-methylpyridin-4-yl)-1H-pyrazole-3-carboxylic acid

Procedure

500 mg (1.53 mmol) of the compound of Example 1A is reacted analogously to the synthesis of the compound of Example 20A with 342 mg (1.68 mmol) of 2-methylpyridin-4-yl-hydrazine hydrobromide. After hydrolysis, 425 mg (84% of theory) of the title compound is obtained.

Sources & evidence

ORD record
ord-c114c7e705f44af6af41606cd1d11519
Source dataset
uspto-grants-2016_03
Patent number
US09296720B2

Reaction notes

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