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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 83408Erstellt: 25. Oktober 2026

Triphenylphosphine → 6-(5-Methyl-3-pyrimidin-4-yl-isoxazol-4-ylmethoxy)-nicotinic acid methyl ester

https://huagongshe.com/reaction/83408

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
Eduktethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Edukt(5-Methyl-3-pyrimidin-4-yl-isoxazol-4-yl)-methanolHCID 67158426—
EduktHCID 178498304HCID 178498304—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt6-(5-Methyl-3-pyrimidin-4-yl-isoxazol-4-ylmethoxy)-nicotinic acid methyl esterHCID 6844254718%

Reaktionsschritte

To a solution of (5-methyl-3-pyrimidin-4-yl-isoxazol-4-yl)-methanol (313 mg, 1.63 mmol) in THF (20 mL) was added methyl 6-hydroxynicotinate (276 mg, 1.8 mmol) and triphenylphosphine (644 mg, 2.5 mmol) at room temperature under an argon atmosphere. Then diethyl azodicarboxylate (−40% in toluene, 1.1 mL, 2.5 mmol) was added and the reaction mixture was stirred for 30 min at room temperature. Concentration and purification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 1:1) afforded the title compound (95 mg, 18%) as a white solid. MS: m/e=327.3 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846719B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-e57c70f49dbb4926aedd9d3142c58f40
Quellennotizuspto-grants-2014_09