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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049411Generated: November 2, 2026

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

https://huagongshe.com/reaction/1049411

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
ReactantEthyl 3-cyclopropyl-3-(3-(hydroxymethyl)phenyl)propanoateHCID 117759876—
ReactantHCID 178491816HCID 178491816—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 3-cyclopropyl-3-(3-(((5-(2-fluoro-5-methoxyphenyl)-6-neopentylpyridin-2-yl)oxy)methyl)phenyl)propanoateHCID 11776010771.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 5-(2-fluoro-5-methoxyphenyl)-6-neopentylpyridin-2-ol (300 mg) in THF (20 mL) were added a solution of ethyl 3-cyclopropyl-3-(3-(hydroxymethyl)phenyl)propanoate (283 mg) in THF (5.0 mL), 1,1′-(azodicarbonyl)dipiperidine (523 mg) and tri-n-butylphosphine (420 mg) at 0° C., and the mixture was stirred at 0° C. for 5 min. The mixture was further stirred at room temperature for 16 hr, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (384 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382188B2
Source datasetuspto-grants-2016_07
ORD IDord-b6839f65e3d746e484f3fe5449341022
Source noteuspto-grants-2016_07