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

HRID 1719958노트

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HRID 1719958 반응식
C[O:2][C:3](=O)[C:4](=[CH:9][NH:10][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[C:18]([NH:21][C:22](=[O:26])[CH:23]([CH3:25])[CH3:24])[CH:19]=2)[N:14]=[CH:13][N:12]=1)[C:5]([O:7][CH3:8])=[O:6]>C1(OC2C=CC=CC=2)C=CC=CC=1.C(Cl)(Cl)Cl.CO>[O:2]=[C:3]1[N:12]2[CH:13]=[N:14][C:15]3[CH:16]=[CH:17][C:18]([NH:21][C:22](=[O:26])[CH:23]([CH3:25])[CH3:24])=[CH:19][C:20]=3[C:11]2=[N:10][CH:9]=[C:4]1[C:5]([O:7][CH3:8])=[O:6]

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 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).

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 under reduced pressure to about 150 ml
  10. temperatureAfter cooling

출처 및 근거

ORD 기록
ord-4528ac3afb68479e8337cfda3db4d5f1
출처 데이터셋
uspto-grants-1985_09
특허 번호
US04543356

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