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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591448Generated: October 26, 2026

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

https://huagongshe.com/reaction/591448

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant(1-Methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)methanolHCID 58456726—
ReactantMethyl(7-fluoro-6-hydroxy-4-methyl-1-benzothiophen-3-yl)acetateHCID 121003808—
SolventTetrahydrofuranHCID 8028—
ProductMethyl(7-fluoro-4-methyl-6-((1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)methoxy)-1-benzothiophen-3-yl)acetateHCID 11866700895.8%

Reaction Steps

To a mixture of tri-n-butylphosphine (0.338 mL), methyl(7-fluoro-6-hydroxy-4-methyl-1-benzothiophen-3-yl)acetate (131.3 mg), (1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)methanol (93 mg) and THF (4.0 mL) was added ADDP (284 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 (205.9 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-959dbf1e6eca41108831074758075526
Source noteuspto-grants-2016_01