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

HRID 354889노트

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HRID 354889 반응식
[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]

참가 물질

5

반응물 1

HCID 13302083Dimethyl[[6-(2-methylpropionamido)-4-quinazolinylamino]methylene]propanedioate

생성물 1

HCID 13060556methyl 4-oxo-10-(2-methylpropionamido)-4H-pyrimido[1,2-C]quinazoline-3-carboxylate수율 76.2%

시약·촉매·용매 3

HCID 887Methanol용매HCID 6212Chloroform용매HCID 7583Diphenyl Ether용매

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온도
255 °C

실험 절차

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 reduce pressure to about 150 ml. After cooling, there was obtained crystalline methyl 4-oxo-10-(2-methyl-propionamido)-4H-pyrimido[1,2-C]quinazoline-3-carboxylate (5.85 g).

후처리

  1. temperatureThe reaction mixture was cooled to ambient temperature
  2. customto give crystals which
  3. filtrationwere filtered off
  4. washwashed with hexane
  5. customdried
  6. customThere were obtained 6.9 g of the crude crystals
  7. temperatureunder heating
  8. customInsoluble materials were removed by filtration
  9. concentrationThe filtrate was concentrated
  10. temperatureAfter cooling

출처 및 근거

ORD 기록
ord-58327142d9d04b938c2ec6fb7e7e1c70
출처 데이터셋
uspto-grants-1983_03
특허 번호
US04377580

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