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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1719958Generated: October 26, 2026

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

https://huagongshe.com/reaction/1719958

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl[[6-(2-methylpropionamido)-4-quinazolinylamino]methylene]propanedioateHCID 13302083—
SolventMethanolHCID 887—
SolventChloroformHCID 6212—
SolventDiphenyl EtherHCID 7583—
Productmethyl 4-oxo-10-(2-methylpropionamido)-4H-pyrimido[1,2-C]quinazoline-3-carboxylateHCID 1306055676.2%

Reaction Conditions

Temperature255 °C

Reaction Steps

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).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04543356
Source datasetuspto-grants-1985_09
ORD IDord-4528ac3afb68479e8337cfda3db4d5f1
Source noteuspto-grants-1985_09