4,4-Difluoro-1-(4-trifluoromethylphenyl)butane-1,3-dione → HCID 11350219, compound

HRID 2108490Notes

Reaction equation

HRID 2108490 reaction equation
[F:1][CH:2]([F:18])[C:3](=O)[CH2:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][CH:8]=1)=O.[NH2:19][C:20]1[C:24]([C:25]2[CH:30]=[CH:29][N:28]=[C:27]([CH3:31])[CH:26]=2)=[CH:23][NH:22][N:21]=1>>[F:1][CH:2]([F:18])[C:3]1[N:21]2[N:22]=[CH:23][C:24]([C:25]3[CH:30]=[CH:29][N:28]=[C:27]([CH3:31])[CH:26]=3)=[C:20]2[N:19]=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][CH:8]=2)[CH:4]=1

Participants

3

Reactant 2

HCID 189203694,4-Difluoro-1-(4-trifluoromethylphenyl)butane-1,3-dioneHCID 178422940HCID 178422940, compound

Product 1

HCID 11350219HCID 11350219, compoundYield 79%

Procedure

Reaction of 4,4-difluoro-1-(4-trifluoromethyl-phenyl)-butane-1,3-dione (133 mg, 0.5 mmol), prepared from commercially available 4-trifluoromethyl-acetophenone according to general procedure A, and 3-amino-4-(2-methyl-4-pyridinyl)-pyrazole [prepared from 4-cyanomethyl-2-methyl-pyridine, as described in Bioorg. Med. Chem. Lett. 12 (2002) 3537-3541] (87 mg, 0.5 mmol) according to general procedure B yielded the title compound as a yellow solid (159 mg, 79%). MS (ISP) 405.4 [(M+H)+]; mp 213° C.

Sources & evidence

ORD record
ord-b4813604cf954bf5aefa26cff59c709b
Source dataset
uspto-grants-2009_04
Patent number
US07514443B2

Reaction notes

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