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

HRID 354891

Reaction equation

[CH:1]1([CH2:6][CH2:7][C:8]([NH:10][C:11]2[CH:12]=[C:13]3[C:18](=[CH:19][CH:20]=2)[N:17]=[CH:16][N:15]=[C:14]3[NH:21][CH:22]=[C:23]([C:28]([O:30]C)=O)[C:24]([O:26][CH3:27])=[O:25])=[O:9])[CH2:5][CH2:4][CH2:3][CH2:2]1>C1(OC2C=CC=CC=2)C=CC=CC=1>[O:30]=[C:28]1[N:15]2[CH:16]=[N:17][C:18]3[CH:19]=[CH:20][C:11]([NH:10][C:8](=[O:9])[CH2:7][CH2:6][CH:1]4[CH2:2][CH2:3][CH2:4][CH2:5]4)=[CH:12][C:13]=3[C:14]2=[N:21][CH:22]=[C:23]1[C:24]([O:26][CH3:27])=[O:25]

Participants

Conditions

Temperature: 255 °C

Procedure

A mixture of dimethyl [[6-(3-cyclopentylpropionamido)-4-quinazolinylamino]methylene]propanedioate (6.9 g) in diphenyl ether (53 ml) was stirred at 255° C. for 15 minutes and cooled to ambient temperature. The resulting solid was collected, washed with hexane and dried. There was obtained methyl 4-oxo-10-(3-cyclopentylpropionamido)-4H-pyrimido[1,2-C]quinazoline-3-carboxylate (4.5 g).

Workup

temperaturecooled to ambient temperature
customThe resulting solid was collected
washwashed with hexane
customdried

Sources & evidence

ORD record: ord-f077d5dee8074588b39bb6bb6c8adc6a
Source dataset: uspto-grants-1983_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04377580

Linked notes

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