Dimethyl[[6-(2-methylpropionamido)-4-quinazolinylamino]methylene]propanedioate → methyl 4-oxo-10-(2-methylpropionamido)-4H-pyrimido[1,2-C]quinazoline-3-carboxylate

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Reaktionsgleichung

[CH3:1][CH:2]([CH3:27])[C:3]([NH:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[N:12]=[CH:11][N:10]=[C:9]2[NH:16][CH:17]=[C:18]([C:23]([O:25][CH3:26])=[O:24])[C:19]([O:21]C)=O)=[O:4]>C1(OC2C=CC=CC=2)C=CC=CC=1.C(Cl)(Cl)Cl.CO>[O:21]=[C:19]1[N:10]2[CH:11]=[N:12][C:13]3[CH:14]=[CH:15][C:6]([NH:5][C:3](=[O:4])[CH:2]([CH3:1])[CH3:27])=[CH:7][C:8]=3[C:9]2=[N:16][CH:17]=[C:18]1[C:23]([O:25][CH3:26])=[O:24]

Komponenten

Reaktionsbedingungen

Temperatur: 255 °C

Versuchsvorschrift

A mixture of dimethyl [[6-(2-methylpropionamido)-4-quinazolinylamino]methylene]propanedioate (8.4 g) in diphenyl ether (42 ml) was stirred at 255° C. for 15 minutes. The reaction mixture was cooled to ambient temperature to give crystals which were filtered off, washed with hexane and dried. There were obtained 6.9 g of the crude crystals. The crude crystals were dissolved in a mixture of chloroform and methanol (4:1) under heating. Insoluble materials were removed by filtration. The filtrate was concentrated under reduced pressure to about 150 ml. After cooling, there was obtained crystalline methyl 4-oxo-10-(2-methylpropionamido)-4H-pyrimido[1,2-C]quinazoline-3-carboxylate (5.85 g).

Aufarbeitung

temperatureThe reaction mixture was cooled to ambient temperature
customto give crystals which
filtrationwere filtered off
washwashed with hexane
customdried
customThere were obtained 6.9 g of the crude crystals
temperatureunder heating
customInsoluble materials were removed by filtration
concentrationThe filtrate was concentrated under reduced pressure to about 150 ml
temperatureAfter cooling

Quellen und Nachweise

ORD-Eintrag: ord-699bc0d778a04282b0c31b2647cb72f8
Quelldatensatz: uspto-grants-1984_01
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US04429126

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