Diethyl [[6-(2-ethylbutyramido)-4-quinazolinylamino]methylene]propanedioate → ethyl 4-oxo-10-(2-ethylbutyramido)-4H-pyrimido[1,2-C]quinazoline-3-carboxylate

HRID 1719966Notes

Reaction equation

[CH2:1]([CH:3]([CH2:30][CH3:31])[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:25]([O:27][CH2:28][CH3:29])=[O:26])[C:20]([O:22]CC)=O)=[O:5])[CH3:2]>C1(OC2C=CC=CC=2)C=CC=CC=1>[O:22]=[C:20]1[N:11]2[CH:12]=[N:13][C:14]3[CH:15]=[CH:16][C:7]([NH:6][C:4](=[O:5])[CH:3]([CH2:1][CH3:2])[CH2:30][CH3:31])=[CH:8][C:9]=3[C:10]2=[N:17][CH:18]=[C:19]1[C:25]([O:27][CH2:28][CH3:29])=[O:26]

Participants

Conditions

Temperature: 250 °C

Procedure

A mixture of diethyl [[6-(2-ethylbutyramido)-4-quinazolinylamino]methylene]propanedioate (0.6 g) in diphenyl ether (3 ml) was stirred at 250° C. for 15 minutes and cooled to ambient temperature. The resulting crystals were filtered, washed with ethyl acetate and dried. There was obtained ethyl 4-oxo-10-(2-ethylbutyramido)-4H-pyrimido[1,2-C]quinazoline-3-carboxylate (0.5 g).

Workup

temperaturecooled to ambient temperature
filtrationThe resulting crystals were filtered
washwashed with ethyl acetate
customdried

Sources & evidence

ORD record: ord-348cf7e8f1c545a494f2f41b10dc2098
Source dataset: uspto-grants-1985_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04543356

Reaction notes

Loading…