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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1034939Erstellt: 25. Oktober 2026

Triethylamine → Methyl 4-(5-(1,3-dioxoisoindolin-2-yl)pent-1-ynyl)-2-methoxynicotinate

https://huagongshe.com/reaction/1034939

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktPotassium CarbonateHCID 11430—
EduktN-(4-Pentynyl)phthalimideHCID 11769822—
EduktMethyl 4-iodo-2-methoxynicotinateHCID 58819970—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelWaterHCID 962—
ProduktMethyl 4-(5-(1,3-dioxoisoindolin-2-yl)pent-1-ynyl)-2-methoxynicotinateHCID 58094505—

Reaktionsschritte

A mixture of methyl 4-iodo-2-methoxynicotinate (400 mg, 1.36 mmol), 2-(pent-4-ynyl)isoindoline-1,3-dione (318 mg, 1.5 mmol), Pd(PPh3)2Cl2 (47 mg, 0.068 mmol), CuI (7.7 mg, 0.04 mmol) and triethylamine (400 uL) is stirred at room temperature for 20 hours. The mixture is diluted with water, made alkaline with K2CO3 and extracted with CHCl3. The organic layer is washed with brine, water and concentrated under vacuum. The title compound is purified by silica gel column chromatography using hexane/ethyl acetate as eluent. MS m/z 379.1 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08546370B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-6ca751bf952f41f6b8974fadc0585be5
Quellennotizuspto-grants-2013_10