Diphenyl Ether → methyl 4-oxo-10-(3,3-dimethylbutyramido)-4H-pyrimido[1,2-c]quinazoline-3-carboxylate

HRID 354883Notes

Reaction equation

[CH3:1][C:2]([CH3:29])([CH3:28])[CH2:3][C:4]([NH:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[N:13]=[CH:12][N:11]=[C:10]2[NH:17][CH:18]=[C:19]([C:24]([O:26]C)=O)[C:20]([O:22][CH3:23])=[O:21])=[O:5].C1(OC2C=CC=CC=2)C=CC=CC=1>CCCCCC>[O:26]=[C:24]1[N:11]2[CH:12]=[N:13][C:14]3[CH:15]=[CH:16][C:7]([NH:6][C:4](=[O:5])[CH2:3][C:2]([CH3:28])([CH3:1])[CH3:29])=[CH:8][C:9]=3[C:10]2=[N:17][CH:18]=[C:19]1[C:20]([O:22][CH3:23])=[O:21]

Participants

Conditions

Temperature: 260 °C

Procedure

A mixture of dimethyl [{6-(3,3-dimethylbutyramido)-4-quinazolinylamino}methylene]propanedioate (7.30 g) and diphenylether (44 ml) was stirred at 260° C. for 10 minutes and then cooled to ambient temperature. To the mixture was added hexane to give crystals, which were filtered off and washed with hexane to give crystalline methyl 4-oxo-10-(3,3-dimethylbutyramido)-4H-pyrimido[1,2-c]quinazoline-3-carboxylate (6.28 g).

Workup

temperaturecooled to ambient temperature
customto give crystals, which
filtrationwere filtered off
washwashed with hexane

Sources & evidence

ORD record: ord-4f116a54f2b2414d8530c028f033effc
Source dataset: uspto-grants-1983_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04377580

Reaction notes

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