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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709604Generated: October 29, 2026

Tributylphosphine → Methyl 3-cyclopropyl-3-(3-((5-(2-fluoro-5-methoxyphenyl)-6-isobutoxypyridin-2-yl)methoxy)phenyl)propanoate

https://huagongshe.com/reaction/709604

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)-6-isobutoxypyridin-2-yl)methanolHCID 117760235—
SolventTolueneHCID 1140—
SolventEthyl acetate hexaneHCID 21226206—
ProductMethyl 3-cyclopropyl-3-(3-((5-(2-fluoro-5-methoxyphenyl)-6-isobutoxypyridin-2-yl)methoxy)phenyl)propanoateHCID 11776002479%

Reaction Steps

Under a nitrogen atmosphere, to a solution of (5-(2-fluoro-5-methoxyphenyl)-6-isobutoxypyridin-2-yl)methanol (100 mg) and methyl 3-cyclopropyl-3-(3-hydroxyphenyl)propanoate (72 mg) in toluene (4.7 mL) were added 1,1′-(azodicarbonyl)dipiperidine (132 mg) and tributylphosphine (131 μL), and the mixture was stirred at room temperature for 14 hr. To the reaction mixture was added hexane/ethyl acetate (1:1), and the resulting precipitate was removed by filtration. 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 (131 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181186B2
Source datasetuspto-grants-2015_11
ORD IDord-0c3714d49f2a46ce8a9f8d6047eb9e4e
Source noteuspto-grants-2015_11