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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591459Generated: October 26, 2026

Tributylphosphine → Methyl(4-chloro-7-fluoro-6-((1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)methoxy)-1-benzothiophen-3-yl)acetate

https://huagongshe.com/reaction/591459

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant(1-Methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)methanolHCID 58456726—
ReactantMethyl 2-(4-chloro-7-fluoro-6-hydroxy-1-benzothiophen-3-yl)acetateHCID 121006517—
SolventTetrahydrofuranHCID 8028—
ProductMethyl(4-chloro-7-fluoro-6-((1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)methoxy)-1-benzothiophen-3-yl)acetateHCID 11866700988.9%

Reaction Steps

To a mixture of tri-n-butylphosphine (0.249 mL), methyl(4-chloro-7-fluoro-6-hydroxy-1-benzothiophen-3-yl)acetate (109.7 mg), (1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)methanol (86 mg) and THF (4.0 mL) was added ADDP (202 mg) at room temperature. The mixture was stirred at room temperature under nitrogen atmosphere for 1 h. 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 (EtOAc/hexane) to give the title compound (155 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238639B2
Source datasetuspto-grants-2016_01
ORD IDord-4e22e142568a4ba994aa2c4d087eb593
Source noteuspto-grants-2016_01