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

HRID 2296466ノート

反応式

HRID 2296466 の反応式
[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]

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-699bc0d778a04282b0c31b2647cb72f8
出典データセット
uspto-grants-1984_01
特許番号
US04429126

反応ノート

読み込み中…