Diphenyl Ether → methyl 4-oxo-10-(2-ethylbutyramido)-4H-pyrimido[1,2-C]quinazoline-3-carboxylate

HRID 1719957

反応式

HRID 1719957 の反応式
[CH3:1][O:2][C:3](=[O:29])[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:28])[CH:23]([CH2:26][CH3:27])[CH2:24][CH3:25])[CH:19]=2)[N:14]=[CH:13][N:12]=1)[C:5](OC)=[O:6].C1(OC2C=CC=CC=2)C=CC=CC=1>CCCCCC>[O:6]=[C:5]1[N:12]2[CH:13]=[N:14][C:15]3[CH:16]=[CH:17][C:18]([NH:21][C:22](=[O:28])[CH:23]([CH2:26][CH3:27])[CH2:24][CH3:25])=[CH:19][C:20]=3[C:11]2=[N:10][CH:9]=[C:4]1[C:3]([O:2][CH3:1])=[O:29]

参加物

4

反応物 2

HCID 7583Diphenyl EtherHCID 13060503Dimethyl[[6-(2-ethylbutyramido)-4-quinazolinylamino]methylene]propanedioate

生成物 1

HCID 13060555methyl 4-oxo-10-(2-ethylbutyramido)-4H-pyrimido[1,2-C]quinazoline-3-carboxylate収率 78.1%

試薬・触媒・溶媒 1

HCID 8058Hexane溶媒

反応条件

温度
255 °C

実験手順

A mixture of dimethyl[[6-(2-ethylbutyramido)-4-quinazolinylamino]methylene]propanedioate (5.3 g) and diphenyl ether (32 ml) was heated at 255° C. for 15 minutes and cooled to ambient temperature. Hexane was added to the reaction mixture. The resulting crystals were filtered off, washed with hexane and dried. The crude crystals were dissolved in a mixture of chloroform and methanol (10:1) under heating. Insoluble materials were removed by filtration. The filtrate was concentrated under reduced pressure to give crystals, which were recrystallized from a mixture of chloroform and hexane to give methyl 4-oxo-10-(2-ethylbutyramido)-4H-pyrimido[1,2-C]quinazoline-3-carboxylate (3.81 g).

後処理

  1. temperaturecooled to ambient temperature
  2. filtrationThe resulting crystals were filtered off
  3. washwashed with hexane
  4. customdried
  5. dissolutionThe crude crystals were dissolved in a mixture of chloroform and methanol (10:1)
  6. temperatureunder heating
  7. customInsoluble materials were removed by filtration
  8. concentrationThe filtrate was concentrated under reduced pressure
  9. customto give crystals, which
  10. customwere recrystallized from a mixture of chloroform and hexane

出典と根拠

ORDレコード
ord-09862a5b04f541d8a6aa8638cda037bf
出典データセット
uspto-grants-1985_09
特許番号
US04543356

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