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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1962976Generated: October 31, 2026

Triphenylphosphine → HCID 66644374, compound

https://huagongshe.com/reaction/1962976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantMethyl 5-hydroxypyridine-2-carboxylateHCID 4715126—
Reactant[3-(5-Fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-yl]-methanolHCID 66599256—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66644374HCID 66644374108.7%

Reaction Steps

To a solution of [3-(5-fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-yl]-methanol (854 mg, 4.1 mmol) in THF (40 mL) was added 5-hydroxy-pyridine-2-carboxylic acid methyl ester (691 mg, 4.5 mmol) and triphenylphosphine (1.61 g, 6.1 mmol) at ambient temperature under an argon atmosphere. Then diethyl azodicarboxylate (2.82 mL, 40% solution in toluene, 6.0 mmol) was added and the reaction mixture was stirred for 2 h at room temperature. The reaction mixture was evaporated and then purified by chromatography (silica, heptane:ethyl acetate=100:0 to 2:3) to afford the title compound (1.53 g, 76%) as an off white solid. MS: m/e=344.0 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415379B2
Source datasetuspto-grants-2013_04
ORD IDord-5901c3e98436476ea69edd6fb0bec122
Source noteuspto-grants-2013_04