4-Hydroxymethylpyridine → 7-(4-Pyridylmethoxy)-3,4-dihydroquinazolin-4-one

HRID 279543

반응식

HRID 279543 반응식
[H-].[Na+].[OH:3][CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[CH:7][CH:6]=1.F[C:12]1[CH:21]=[C:20]2[C:15]([C:16](=[O:22])[NH:17][CH:18]=[N:19]2)=[CH:14][CH:13]=1>C1COCC1>[N:8]1[CH:9]=[CH:10][C:5]([CH2:4][O:3][C:12]2[CH:21]=[C:20]3[C:15]([C:16](=[O:22])[NH:17][CH:18]=[N:19]3)=[CH:14][CH:13]=2)=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 114724-HydroxymethylpyridineHCID 24758Sodium hydrideHCID 1353984967-Fluoroquinazolin-4(3H)-one

생성물 1

HCID 1356711817-(4-Pyridylmethoxy)-3,4-dihydroquinazolin-4-one수율 73.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
120 °C

실험 절차

Sodium hydride (0.72 g of a 60% suspension in mineral oil, 18 mmol) was added to a solution of 4-hydroxymethylpyridine (4 g, 36 mmol) in THF (30 ml) and the mixture heated at reflux for 15 minutes. 7-Fluoro-3,4-dihydroquinazolin-4-one (1 g, 6 mmol), (J. Chem. Soc. section B 1967, 449), was added, the THF was removed by evaporation, and the mixture was heated at 120° C. for 30 minutes. The mixture was allowed to cool, diluted with water (40 ml) and was adjusted to pH8 with concentrated hydrochloric acid. The resulting precipitate was collected by filtration, washed with water, then ether and dried under vacuum to give 7-(4-pyridylmethoxy)-3,4-dihydroquinazolin-4-one (1.12 g, 71%).

후처리

  1. temperaturethe mixture heated
  2. temperatureat reflux for 15 minutes
  3. customthe THF was removed by evaporation
  4. temperatureto cool
  5. additiondiluted with water (40 ml)
  6. filtrationThe resulting precipitate was collected by filtration
  7. washwashed with water
  8. dry with materialether and dried under vacuum

출처 및 근거

ORD 기록
ord-c6c09be9b5234091846e359d2e745dfc
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06362336B1

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