Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194695Generated: November 1, 2026

Diisopropylethylamine → HCID 68409671, compound

https://huagongshe.com/reaction/2194695

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Ethylhexyl 3-mercaptopropionateHCID 92640—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
ReactantHCID 86644414HCID 86644414—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 68409671HCID 6840967186%

Reaction Conditions

Temperature110 °C

Reaction Steps

A solution of ethyl 1-(2-chlorophenyl)-5-{[(trifluoromethyl)sulfonyl]oxy}-1H-pyrazole-3-carboxylate (2.85 g), 2-ethylhexyl 3-mercaptopropionate (2.34 g) and N-ethyldiisopropylamine (1.85 g) in toluene (30 mL) was sufficiently deaerated, tris(dibenzylideneacetone)dipalladium (0) (327 mg) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (414 mg) were added, and the mixture was further deaerated. Under an argon atmosphere, the reaction mixture was stirred at 110° C. for 4 hr, and allowed to cool to room temperature. Water was added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=19:1→7:1) to give the title compound as a yellow oil (yield 2.87 g, yield 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334301B2
Source datasetuspto-grants-2012_12
ORD IDord-529486229f3c4dc694d0e991e4260cd2
Source noteuspto-grants-2012_12