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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049481Generated: October 30, 2026

Tributylphosphine → Ethyl 3-cyclopropyl-3-(2-(((5-(2-fluoro-5-methoxyphenyl)-6-neopentylpyridin-2-yl)oxy)methyl)pyridin-4-yl)propanoate

https://huagongshe.com/reaction/1049481

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
ReactantEthyl 3-cyclopropyl-3-(2-(hydroxymethyl)pyridin-4-yl)propanoateHCID 117759601—
ReactantHCID 178491816HCID 178491816—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 3-cyclopropyl-3-(2-(((5-(2-fluoro-5-methoxyphenyl)-6-neopentylpyridin-2-yl)oxy)methyl)pyridin-4-yl)propanoateHCID 11775964877.8%

Reaction Steps

Under a nitrogen atmosphere, to a solution of 5-(2-fluoro-5-methoxyphenyl)-6-neopentylpyridin-2-ol (100 mg) and ethyl 3-cyclopropyl-3-(2-(hydroxymethyl)pyridin-4-yl)propanoate (94 mg) in THF (3.0 mL) were added 1,1′-(azodicarbonyl)dipiperidine (140 mg) and tributylphosphine (136 μL), and the mixture was stirred at room temperature for 14 hr. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (140 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382188B2
Source datasetuspto-grants-2016_07
ORD IDord-7a24e4b53e544b3b9a47f88b9e3d4e6e
Source noteuspto-grants-2016_07