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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709625Generated: October 31, 2026

Tributylphosphine → Methyl 3-cyclopropyl-3-(3-((5-(2-fluoro-5-methoxyphenyl)-4-isobutoxypyridin-2-yl)methoxy)phenyl)propanoate

https://huagongshe.com/reaction/709625

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
ReactantMethyl 3-Cyclopropyl-3-(3-hydroxyphenyl)propanoateHCID 57706598—
Reactant(5-(2-Fluoro-5-methoxyphenyl)-4-isobutoxypyridin-2-yl)methanolHCID 117760256—
SolventTolueneHCID 1140—
SolventEthyl acetate hexaneHCID 21226206—
ProductMethyl 3-cyclopropyl-3-(3-((5-(2-fluoro-5-methoxyphenyl)-4-isobutoxypyridin-2-yl)methoxy)phenyl)propanoateHCID 11776022084.9%

Reaction Steps

Under a nitrogen atmosphere, to a solution of (5-(2-fluoro-5-methoxyphenyl)-4-isobutoxypyridin-2-yl)methanol (214 mg) and methyl 3-cyclopropyl-3-(3-hydroxyphenyl)propanoate (155 mg) in toluene (10 mL) were added 1,1′-(azodicarbonyl)dipiperidine (283 mg) and tributylphosphine (280 μL), and the mixture was stirred at room temperature overnight. Hexane/ethyl acetate (1:1) was added to the reaction mixture, and the resulting precipitate was filtered off. The solvent in the filtrate was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (302 mg) as a colorless amorphous solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181186B2
Source datasetuspto-grants-2015_11
ORD IDord-72bcb17772e54e7ba9697a85f532c819
Source noteuspto-grants-2015_11