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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 268977Generated: October 25, 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/268977

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 numberUS07446113B2
Source datasetuspto-grants-2008_11
ORD IDord-0bf8cfdb2a6d4fc890cfa84cdecb0d8c
Source noteuspto-grants-2008_11