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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591450Generated: October 31, 2026

Tributylphosphine → Methyl(7-fluoro-4-methyl-6-((2-methyl-6-(trifluoromethyl)pyridin-3-yl)methoxy)-1-benzothiophen-3-yl)acetate

https://huagongshe.com/reaction/591450

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant(2-Methyl-6-(trifluoromethyl)pyridin-3-yl)methanolHCID 2760122—
ReactantMethyl(7-fluoro-6-hydroxy-4-methyl-1-benzothiophen-3-yl)acetateHCID 121003808—
SolventTetrahydrofuranHCID 8028—
ProductMethyl(7-fluoro-4-methyl-6-((2-methyl-6-(trifluoromethyl)pyridin-3-yl)methoxy)-1-benzothiophen-3-yl)acetateHCID 8977529795%

Reaction Steps

To a mixture of tri-n-butylphosphine (0.362 mL), methyl(7-fluoro-6-hydroxy-4-methyl-1-benzothiophen-3-yl)acetate (122.8 mg), (2-methyl-6-(trifluoromethyl)pyridin-3-yl)methanol (102 mg) and THF (4.5 mL) was added ADDP (305 mg) at room temperature. The mixture was stirred overnight at room temperature under nitrogen atmosphere. 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) to give the title compound (196 mg). The compound was crystallized from EtOAc-hexane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238639B2
Source datasetuspto-grants-2016_01
ORD IDord-b8b7bbe26cf84bfdab1c4cd6ad01e9dd
Source noteuspto-grants-2016_01