(3-(Trifluoromethyl)phenyl)hydrazine → 5-Cyclopropyl-3-pyridin-4-yl-1-(3-trifluoromethyl-phenyl)-1H-pyrazole-4-carboxylic acid ethyl ester

HRID 1011973Notes

Reaction equation

HRID 1011973 reaction equation
[CH2:1]([O:3][C:4](=[O:19])[CH:5]([C:11]([C:13]1[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=1)=O)[C:6]([CH:8]1[CH2:10][CH2:9]1)=O)[CH3:2].[F:20][C:21]([F:31])([F:30])[C:22]1[CH:23]=[C:24]([NH:28][NH2:29])[CH:25]=[CH:26][CH:27]=1>>[CH2:1]([O:3][C:4]([C:5]1[C:11]([C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[N:29][N:28]([C:24]2[CH:25]=[CH:26][CH:27]=[C:22]([C:21]([F:20])([F:31])[F:30])[CH:23]=2)[C:6]=1[CH:8]1[CH2:10][CH2:9]1)=[O:19])[CH3:2]

Participants

3

Reactant 2

HCID 98650(3-(Trifluoromethyl)phenyl)hydrazineHCID 673137573-Cyclopropyl-3-oxo-2-(pyridine-4-carbonyl)-propionic acid ethyl ester

Product 1

HCID 673147235-Cyclopropyl-3-pyridin-4-yl-1-(3-trifluoromethyl-phenyl)-1H-pyrazole-4-carboxylic acid ethyl esterYield 12%

Procedure

In analogy to the procedure described in Example 164B], 3-cyclopropyl-3-oxo-2-(pyridine-4-carbonyl)-propionic acid ethyl ester (Example 162 A]) and 3-(trifluoromethyl)phenylhydrazine gave the title compound as a white solid (12%). MS: 402.4 (MH+).

Sources & evidence

ORD record
ord-8b70275c213f440f80e3e2cb5173c3bc
Source dataset
uspto-grants-2011_07
Patent number
US07977358B2

Reaction notes

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