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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1293649Generated: October 26, 2026

4,4,4-Trifluoro-1-(4-trifluoromethylphenyl)-1,3-butanedione → 3-Bromo-7-trifluoromethyl-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidine

https://huagongshe.com/reaction/1293649

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4,4,4-Trifluoro-1-(4-trifluoromethylphenyl)-1,3-butanedioneHCID 10859020—
ReactantHCID 178509245HCID 178509245—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
Product3-Bromo-7-trifluoromethyl-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidineHCID 7153967990%

Reaction Steps

A stirred mixture of commercially available 3-amino-4-bromo-pyrazole (14.00 g, 86.4 mmol) and 4,4,4-trifluoro-1-(4-trifluoromethyl-phenyl)-butane-1,3-dione (Example C.1 step 1) (24.56 g, 86.4 mmol) in acetic acid (170 mL) was heated under reflux conditions for 2.5 h. The reaction mixture was cooled to room temperature, diluted with water (340 mL), the precipitate was filtered off, washed with water and dried in air at 60° C. to give the 3-bromo-7-trifluoromethyl-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidine (31.77 g, 90%) as a yellow solid. MS (EI) 410.0 [(M)+], 412.0 [(M+2)+]; mp 136° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07238808B2
Source datasetuspto-grants-2007_07
ORD IDord-ca1735ed13f14c2a984e45876e943803
Source noteuspto-grants-2007_07