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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2237863Generated: October 30, 2026

1,3-Butanedione, 1-(4-chloro-3-methylphenyl)-4,4,4-trifluoro- → 5-(4-Chloro-3-methyl-phenyl)-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine

https://huagongshe.com/reaction/2237863

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Butanedione, 1-(4-chloro-3-methylphenyl)-4,4,4-trifluoro-HCID 67000978—
ReactantHCID 178418806HCID 178418806—
SolventAcetic AcidHCID 176—
Product5-(4-Chloro-3-methyl-phenyl)-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidineHCID 6700023898.4%

Reaction Steps

A mixture of 1-(4-chloro-3-methyl-phenyl)-4,4,4-trifluoro-butane-1,3-dione (3.95 g, 14.9 mmol) and commercially available 3-aminopyrazole (1.24 g, 14.9 mmol) in acetic acid (40 mL) was refluxed for 5.5 h and evaporated. The crude product was further purified by crystallization (ethyl acetate/hexane) to yield 5-(4-chloro-3-methyl-phenyl)-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine (4.57 g, 98%) as a yellow solid. MS (EI) 311.2 [(M)+]; mp 114° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07718661B2
Source datasetuspto-grants-2010_05
ORD IDord-a86e2ac1e44e48eeb7bd271464609ed3
Source noteuspto-grants-2010_05