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Methanol → 3-[1-(6,7-Dimethoxy-4-quinazolinyl)-4-piperidinyl]-1,2,3,4-tetrahydro-6-(1-hydroxyethyl)-1-methyl-2,4-dioxoquinazoline

HRID 2257749
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HRID 2257749 반응식
CO.C(Cl)(Cl)Cl.[C:7]([C:10]1[CH:11]=[C:12]2[C:17](=[CH:18][CH:19]=1)[N:16]([CH3:20])[C:15](=[O:21])[N:14]([CH:22]1[CH2:27][CH2:26][N:25]([C:28]3[C:37]4[C:32](=[CH:33][C:34]([O:40][CH3:41])=[C:35]([O:38][CH3:39])[CH:36]=4)[N:31]=[CH:30][N:29]=3)[CH2:24][CH2:23]1)[C:13]2=[O:42])(=[O:9])[CH3:8].[BH4-].[Na+]>O>[CH3:39][O:38][C:35]1[CH:36]=[C:37]2[C:32](=[CH:33][C:34]=1[O:40][CH3:41])[N:31]=[CH:30][N:29]=[C:28]2[N:25]1[CH2:26][CH2:27][CH:22]([N:14]2[C:13](=[O:42])[C:12]3[C:17](=[CH:18][CH:19]=[C:10]([CH:7]([OH:9])[CH3:8])[CH:11]=3)[N:16]([CH3:20])[C:15]2=[O:21])[CH2:23][CH2:24]1
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참가 물질

6

반응물 4

HCID 887MethanolHCID 6212ChloroformHCID 4311764Sodium borohydrideHCID 229233736-Acetyl-3-[1-(6,7-dimethoxy-4-quinazolinyl)-4-piperidinyl]-1,2,3,4-tetrahydro-1-methyl-2,4-dioxo-quinazoline

생성물 1

HCID 229235413-[1-(6,7-Dimethoxy-4-quinazolinyl)-4-piperidinyl]-1,2,3,4-tetrahydro-6-(1-hydroxyethyl)-1-methyl-2,4-dioxoquinazoline수율 73%

시약·촉매·용매 1

HCID 962Water용매

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온도
60 °C

실험 절차

In a solvent mixture of 3 ml of methanol and 3 ml of chloroform was dissolved 200.0 mg (0.41 mmol) of Compound 63 obtained in Example 50, and sodium borohydride was added thereto in excess, followed by heating at 60° C. for 30 minutes. After cooling, water was added to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed and dried, and the solvent was distilled off under reduced pressure. To the residue was added ether, and the precipitated crystals were collected by filtration and dried to give 146.4 mg (yield: 73%) of Compound 60 as white crystals.

후처리

  1. additionwas added
  2. temperatureAfter cooling
  3. extractionthe mixture was extracted with chloroform
  4. washThe organic layer was washed
  5. customdried
  6. distillationthe solvent was distilled off under reduced pressure
  7. additionTo the residue was added ether
  8. filtrationthe precipitated crystals were collected by filtration
  9. customdried

출처 및 근거

ORD 기록
ord-55e7f756762e45bdae1ae369c4fd8d61
출처 데이터셋
uspto-grants-1997_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05658917

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