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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591461Generated: November 1, 2026

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

https://huagongshe.com/reaction/591461

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant(2-Methyl-6-(trifluoromethyl)pyridin-3-yl)methanolHCID 2760122—
ReactantMethyl 2-(4-chloro-7-fluoro-6-hydroxy-1-benzothiophen-3-yl)acetateHCID 121006517—
SolventTetrahydrofuranHCID 8028—
ProductMethyl(4-chloro-7-fluoro-6-((2-methyl-6-(trifluoromethyl)pyridin-3-yl)methoxy)-1-benzothiophen-3-yl)acetateHCID 11866701091%

Reaction Steps

To a mixture of tri-n-butylphosphine (0.264 mL), methyl(4-chloro-7-fluoro-6-hydroxy-1-benzothiophen-3-yl)acetate (116 mg), (2-methyl-6-(trifluoromethyl)pyridin-3-yl)methanol (89 mg) and THF (4.0 mL) was added ADDP (213 mg) at room temperature. The mixture was stirred at room temperature under nitrogen atmosphere for 1 h. The mixture was concentrated in vacuo. 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 (172 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238639B2
Source datasetuspto-grants-2016_01
ORD IDord-086d3c0f17774deeaa9d901c6bc01225
Source noteuspto-grants-2016_01