HCID 86598685, compound → HCID 11154305, compound

HRID 2108492Notes

Reaction equation

HRID 2108492 reaction equation
[F:1][CH:2]([F:19])[C:3](=O)[CH2:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[C:9]([CH3:17])[CH:8]=1)=O.[NH2:20][C:21]1[C:25]([C:26]2[CH:31]=[CH:30][N:29]=[C:28]([CH3:32])[CH:27]=2)=[CH:24][NH:23][N:22]=1>>[F:1][CH:2]([F:19])[C:3]1[N:22]2[N:23]=[CH:24][C:25]([C:26]3[CH:31]=[CH:30][N:29]=[C:28]([CH3:32])[CH:27]=3)=[C:21]2[N:20]=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[C:9]([CH3:17])[CH:8]=2)[CH:4]=1

Participants

3

Reactant 2

HCID 86598685HCID 86598685, compoundHCID 178422940HCID 178422940, compound

Product 1

HCID 11154305HCID 11154305, compoundYield 78.4%

Procedure

Reaction of 4,4-difluoro-1-(3-methyl-4-trifluoromethyl-phenyl)-butane-1,3-dione (140 mg, 0.5 mmol), prepared from 3-methyl-4-trifluoromethyl-acetophenone (synthesis: see part acetophenone derivatives) according to general procedure A, and 3-amino-4-(2-methyl-4-pyridinyl)-pyrazole [prepared from 4-cyanomethyl-2-methyl-pyridine, CAS No. 130138-46-4, 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 (164 mg, 78%). MS (ISP) 419.3 [(M+H)+]; mp 221° C.

Sources & evidence

ORD record
ord-a10b95336dc74094ab6d7b55c8b66a23
Source dataset
uspto-grants-2009_04
Patent number
US07514443B2

Reaction notes

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