1-(4-Bromophenyl)-4,4,4-trifluorobutane-1,3-dione → HCID 11464647, compound

HRID 2108468Notes

Reaction equation

HRID 2108468 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH2:9][C:10](=O)[C:11]([F:14])([F:13])[F:12])=[CH:4][CH:3]=1.[NH2:17][C:18]1[C:22]([C:23]2[CH:28]=[CH:27][N:26]=[C:25]([CH3:29])[CH:24]=2)=[CH:21][NH:20][N:19]=1>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([C:11]([F:14])([F:13])[F:12])[N:19]3[N:20]=[CH:21][C:22]([C:23]4[CH:28]=[CH:27][N:26]=[C:25]([CH3:29])[CH:24]=4)=[C:18]3[N:17]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 27714771-(4-Bromophenyl)-4,4,4-trifluorobutane-1,3-dioneHCID 178422940HCID 178422940, compound

Product 1

HCID 11464647HCID 11464647, compoundYield 43.4%

Procedure

Reaction of 1-(4-bromo-phenyl)-4,4,4-trifluoro-butane-1,3-dione (148 mg, 0.5 mmol), prepared from commercially available 4-bromo-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 (94 mg, 43%). MS (ISP) 433.3 [(M+H)+]; mp 226° C.

Sources & evidence

ORD record
ord-0369b2b470b6455f865aa7a176763b26
Source dataset
uspto-grants-2009_04
Patent number
US07514443B2

Reaction notes

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