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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 22782Erstellt: 23. Oktober 2026

Triphenylphosphine → 4-(6-Chlorobenzofuran-7-ylamino)-6-methoxy-7-(2-pyrrolidin-1-ylethoxy)quinazoline

https://huagongshe.com/de/reaction/22782

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
Edukt1-PyrrolidineethanolHCID 76288—
Eduktethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Edukt4-(6-Chlorobenzofuran-7-ylamino)-7-hydroxy-6-methoxyquinazolineHCID 135733021—
LösungsmittelDichloromethaneHCID 6344—
Produkt4-(6-Chlorobenzofuran-7-ylamino)-6-methoxy-7-(2-pyrrolidin-1-ylethoxy)quinazolineHCID 1022517125,7%

Reaktionsschritte

Diethyl azodicarboxylate (0.101 ml) was added dropwise to a stirred mixture of 4-(6-chlorobenzofuran-7-ylamino)-7-hydroxy-6-methoxyquinazoline (0.1 g), 1-(2-hydroxyethyl)pyrrolidine (0.04 g), triphenylphosphine (0.169 g) and methylene chloride (5 ml) and the reaction mixture was stirred at ambient temperature for 2 hours. The solvent was evaporated and the residue was purified by column chromatography on silica using increasingly polar mixture of methylene chloride and a saturated methanolic ammonia solution as eluent. There was thus obtained the title compound (0.033 g) as a solid; NMR Spectrum: (DMSOd6 and CF3CO2D) 1.9 (m, 2H), 2.1 (m, 2H), 3.2 (m, 2H), 3.65-3.85 (m, 4H), 4.05 (s, 3H), 4.6 (m, 2H), 7.15 (d, 1H), 7.45 (s, 1H), 7.6 (d, 1H), 7.8 (d, 1H), 8.1 (d, 1H), 8.25 (s, 1H), 8.85 (s, 1H); Mass Spectrum: M+H+ 439.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06849625B2
Quelldatensatzuspto-grants-2005_02
ORD IDord-5775e14afd58470c9edbd4621bc817c6
Quellennotizuspto-grants-2005_02