Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709627Generated: October 31, 2026

Tributylphosphine → Ethyl 3-cyclopropyl-3-(6-((5-(2-fluoro-5-methoxyphenyl)-4-isobutoxypyridin-2-yl)methoxy)pyrimidin-4-yl)propanoate

https://huagongshe.com/reaction/709627

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant(5-(2-Fluoro-5-methoxyphenyl)-4-isobutoxypyridin-2-yl)methanolHCID 117760256—
Reactantethyl 3-cyclopropyl-3-(4-oxo-1H-pyrimidin-6-yl)propanoateHCID 178471101—
SolventTolueneHCID 1140—
SolventEthyl acetate hexaneHCID 21226206—
ProductEthyl 3-cyclopropyl-3-(6-((5-(2-fluoro-5-methoxyphenyl)-4-isobutoxypyridin-2-yl)methoxy)pyrimidin-4-yl)propanoateHCID 11776001622.7%

Reaction Steps

Under a nitrogen atmosphere, to a solution of (5-(2-fluoro-5-methoxyphenyl)-4-isobutoxypyridin-2-yl)methanol (200 mg) and ethyl 3-cyclopropyl-3-(6-hydroxypyrimidin-4-yl)propanoate (155 mg) in toluene (9.4 mL) were added 1,1′-(azodicarbonyl)dipiperidine (264 mg) and tributylphosphine (261 μL), and the mixture was stirred at room temperature for 24 hr. Hexane/ethyl acetate (1:1) was added to the reaction mixture, the resulting precipitate was filtered off, and the solvent in the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (78 mg) as a colorless amorphous solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181186B2
Source datasetuspto-grants-2015_11
ORD IDord-3ae58888745b4629b6fd9091914b4644
Source noteuspto-grants-2015_11