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

HRID 1719958ノート

反応式

HRID 1719958 の反応式
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]

参加物

5

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 6212Chloroform溶媒HCID 7583Diphenyl Ether溶媒

反応条件

温度
255 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-4528ac3afb68479e8337cfda3db4d5f1
出典データセット
uspto-grants-1985_09
特許番号
US04543356

反応ノート

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