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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049477Generated: October 30, 2026

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

https://huagongshe.com/reaction/1049477

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantEthyl 3-cyclopropyl-3-(2-(hydroxymethyl)pyridin-4-yl)propanoateHCID 117759601—
Reactant6-(2-Fluoro-5-methoxyphenyl)-5-neopentylpyridin-3-olHCID 117759617—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 3-cyclopropyl-3-(2-(((6-(2-fluoro-5-methoxyphenyl)-5-neopentylpyridin-3-yl)oxy)methyl)pyridin-4-yl)propanoateHCID 11776013333.7%

Reaction Steps

Under an argon atmosphere, to a solution of 6-(2-fluoro-5-methoxyphenyl)-5-neopentylpyridin-3-ol (300 mg), ethyl 3-cyclopropyl-3-(2-(hydroxymethyl)pyridin-4-yl)propanoate (259 mg) and triphenylphosphine (544 mg) in THF (5.0 mL) was added a 40% solution of diethyl azodicarboxylate in toluene (943 μL) at room temperature, and the mixture was stirred for 14 hr. The solvent of the reaction mixture was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (182 mg) as a pale-orange oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382188B2
Source datasetuspto-grants-2016_07
ORD IDord-680803af3373444a8fda98d77676e98b
Source noteuspto-grants-2016_07