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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 268989Generated: October 29, 2026

Potassium Carbonate → 5-(4-Chloro-phenyl)-3-ethynyl-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine

https://huagongshe.com/reaction/268989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant5-(4-Chloro-phenyl)-7-trifluoromethyl-3-trimethylsilanylethynyl-pyrazolo[1,5-a]pyrimidineHCID 67000945—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Solventtert-Butyl methyl etherHCID 15413—
Product5-(4-Chloro-phenyl)-3-ethynyl-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidineHCID 8660799545.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 5-(4-Chloro-phenyl)-7-trifluoromethyl-3-trimethylsilanylethynyl-pyrazolo[1,5-a]pyrimidine (13.3 g, 34 mmol) in THF (60 mL) and MeOH (150 mL) at 0° C. was added K2CO3 (467 mg, 10 mol %) and the mixture was stirred at 0° C. for 6 h, diluted with TBME and ice water, separated, washed with brine, dried over Na2SO4, concentrated and purified by column chromatography (heptane/EtOAc 100:0-90:10), triturated in heptane, filtered and dried to give the title compound(5.0 g, 45%) as an orange crystalline solid. MS (ISP) 322.2 [(M+H)+] and 324.2 [(M+2+H)+]; mp 102-103° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07446113B2
Source datasetuspto-grants-2008_11
ORD IDord-e555da3ecbb74f4897166e20c6d8bf3d
Source noteuspto-grants-2008_11