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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 594149Generated: November 1, 2026

Isoxazole, 4-(chloromethyl)-3,5-dimethyl- → HCID 72194136, compound

https://huagongshe.com/reaction/594149

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsoxazole, 4-(chloromethyl)-3,5-dimethyl-HCID 88246—
ReactantPotassium FluorideHCID 522689—
ReactantHCID 89876099HCID 89876099—
SolventAcetonitrileHCID 6342—
ProductHCID 72194136HCID 72194136121.9%

Reaction Steps

To a suspension of 4-hydroxy-N-(2-methylpropyl)-N-[4-(trifluoromethyl)-2-pyrimidinyl]benzenesulfonamide (31 mg, 0.083 mmol) and potassium fluoride on alumina (30 mg, 0.207 mmol) in acetonitrile (0.5 mL) stirred under nitrogen at room temperature was added a solution of 4-(chloromethyl)-3,5-dimethylisoxazole (12 mg, 0.083 mmol) in acetonitrile (0.5 mL). The reaction mixture was stirred at 20° C. for 16 hours. The reaction mixture was filtered to remove the potassium fluoride on alumina and the filtrate evaporated. The sample was purified by mass directed autoprep (TFA modifier). The solvent was evaporated under a stream of nitrogen and then freeze-dried from water/dioxane to give the title compound (49 mg). LCMS (2 min, formic) Rt 1.35 min, m/z (ES+) 485 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242972B2
Source datasetuspto-grants-2016_01
ORD IDord-01c692ff06014ef69da4755a0879acda
Source noteuspto-grants-2016_01