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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591400Generated: October 26, 2026

Tributylphosphine → Methyl(4-methyl-6-((1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)methoxy)-1-benzothiophen-3-yl)acetate

https://huagongshe.com/reaction/591400

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant(1-Methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)methanolHCID 58456726—
ReactantMethyl(6-hydroxy-4-methyl-1-benzothiophen-3-yl)acetateHCID 121001301—
SolventTetrahydrofuranHCID 8028—
ProductMethyl(4-methyl-6-((1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)methoxy)-1-benzothiophen-3-yl)acetateHCID 8977528274.6%

Reaction Steps

To a mixture of tri-n-butylphosphine (0.162 mL), (1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)methanol (90 mg), methyl(6-hydroxy-4-methyl-1-benzothiophen-3-yl)acetate (118 mg) and THF (5.0 mL) was added ADDP (164 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, the precipitate was filtered off, and 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 (148.4 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238639B2
Source datasetuspto-grants-2016_01
ORD IDord-298dcd1bc4964778aa0c5ff233838e44
Source noteuspto-grants-2016_01