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

HRID 279543

反応式

HRID 279543 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
120 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-c6c09be9b5234091846e359d2e745dfc
出典データセット
uspto-grants-2002_03
特許番号
US06362336B1

関連ノート

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