5-fluoro-1-methyl-3-difluoromethyl-1H-pyrazole-4-carbonyl chloride → HCID 86679338, compound

HRID 1464914Notes

Reaction equation

HRID 1464914 reaction equation
[CH3:1][C:2]([CH3:13])([CH3:12])[CH2:3][CH2:4][CH:5]1[CH2:10][CH2:9][CH2:8][CH:7]([NH2:11])[CH2:6]1.[F:14][CH:15]([F:26])[C:16]1[C:20]([C:21](Cl)=[O:22])=[C:19]([F:24])[N:18]([CH3:25])[N:17]=1>>[F:26][CH:15]([F:14])[C:16]1[C:20]([C:21]([NH:11][CH:7]2[CH2:8][CH2:9][CH2:10][CH:5]([CH2:4][CH2:3][C:2]([CH3:13])([CH3:12])[CH3:1])[CH2:6]2)=[O:22])=[C:19]([F:24])[N:18]([CH3:25])[N:17]=1

Participants

3

Reactant 2

HCID 529205085-fluoro-1-methyl-3-difluoromethyl-1H-pyrazole-4-carbonyl chlorideHCID 64506015HCID 64506015, compound

Product 1

HCID 86679338HCID 86679338, compoundYield 54%

Procedure

As for example 1—step 6, condensation of 0.50 g 3-(3,3-dimethylbutyl)cyclohexanamine over 0.638 g of 3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carbonyl chloride gives 0.65 (54% of theory) of 3-(difluoromethyl)-N-[3-(3,3-dimethylbutyl)cyclohexyl]-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide. log P=4.80.

Sources & evidence

ORD record
ord-a6a464bc15c64a77bc0deb519121c184
Source dataset
uspto-grants-2015_04
Patent number
US08999956B2

Reaction notes

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