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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591432Generated: October 26, 2026

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

https://huagongshe.com/reaction/591432

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant(1-Methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)methanolHCID 58456726—
ReactantMethyl(4,7-dichloro-6-hydroxy-1-benzothiophen-3-yl)acetateHCID 121006406—
SolventTetrahydrofuranHCID 8028—
ProductMethyl(4,7-dichloro-6-((1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)methoxy)-1-benzothiophen-3-yl)acetateHCID 8976882388.2%

Reaction Steps

To a mixture of tri-n-butylphosphine (0.193 mL), methyl(4,7-dichloro-6-hydroxy-1-benzothiophen-3-yl)acetate (150 mg), (1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)methanol (102 mg) and THF (5.0 mL) was added ADDP (195 mg) at room temperature. The mixture was stirred at room temperature under nitrogen atmosphere overnight. 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 (205.9 mg). The solid was crystallized from EtOAc-hexane to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238639B2
Source datasetuspto-grants-2016_01
ORD IDord-072036c0b9d54d3aa7658c3544c426c6
Source noteuspto-grants-2016_01