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

HRID 2296465

반응식

HRID 2296465 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8058Hexane용매

반응 조건

온도
255 °C

실험 절차

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 are 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).

후처리

  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. customare recrystallized from a mixture of chloroform and hexane

출처 및 근거

ORD 기록
ord-21e053ac7b86401fa9bcb263c05ae783
출처 데이터셋
uspto-grants-1984_01
특허 번호
US04429126

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