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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591408Generated: October 26, 2026

Tributylphosphine → Ethyl(6-((1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)methoxy)-1-benzothiophen-3-yl)acetate

https://huagongshe.com/reaction/591408

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant(6-Hydroxy-benzo[b]thiophen-3-yl)-acetic acid ethyl esterHCID 57431998—
Reactant(1-Methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)methanolHCID 58456726—
SolventTetrahydrofuranHCID 8028—
ProductEthyl(6-((1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)methoxy)-1-benzothiophen-3-yl)acetateHCID 8976889185.5%

Reaction Steps

To a mixture of tri-n-butylphosphine (0.165 mL), (1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)methanol (110 mg), ethyl(6-hydroxy-1-benzothiophen-3-yl)acetate (120 mg), and THF (5.0 mL) was added ADDP (167 mg) at room temperature. The mixture was stirred at room temperature under nitrogen atmosphere overnight. The mixture was concentrated. To the residue was added IPE and the precipitate was filtered off. The filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography (NH, EtOAc/hexane) and then silica gel column chromatography (EtOAc/hexane) to give the title compound (173 mg). The solid was crystallized from EtOH-hexane to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238639B2
Source datasetuspto-grants-2016_01
ORD IDord-02844995eeb64b6e8f2291c10fb419da
Source noteuspto-grants-2016_01