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Ammonium formate → 6-fluoro-3-(2-methyl-pyridin-3-yl)-2-[2-(2-methyl-thiazol-4-yl)-ethyl]-3H-quinazolin-4-one

HRID 843650
ノート
印刷プレビュー

反応式

HRID 843650 の反応式
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH:12]=[CH:13][C:14]1[N:15]=[C:16]([CH3:19])[S:17][CH:18]=1)[N:6]([C:20]1[C:21]([CH3:26])=[N:22][CH:23]=[CH:24][CH:25]=1)[C:5]2=[O:27].C([O-])=O.[NH4+]>[Pd].CO>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH2:12][CH2:13][C:14]1[N:15]=[C:16]([CH3:19])[S:17][CH:18]=1)[N:6]([C:20]1[C:21]([CH3:26])=[N:22][CH:23]=[CH:24][CH:25]=1)[C:5]2=[O:27]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 2723923Ammonium formateHCID 498262226-fluoro-3-(2-methyl-pyridin-3-yl)-2-[2-(2-methyl-thiazol-4-yl)-vinyl]-3H-quinazolin-4-one

生成物 1

HCID 226116916-fluoro-3-(2-methyl-pyridin-3-yl)-2-[2-(2-methyl-thiazol-4-yl)-ethyl]-3H-quinazolin-4-one収率 47%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

To a slurry of 10% palladium on carbon (0.15 g) in methanol(12 mL) were added 6-fluoro-3-(2-methyl-pyridin-3-yl)-2-[2-(2-methyl-thiazol-4-yl)-vinyl]-3 H-quinazolin-4-one (0.075 g, 0.198 mmol) and ammonium formate (1.2 g, 19 mmol). The mixture was refluxed overnight, cooled and filtered through celite. The pad was washed with methanol. The filtrate was concentrated. The residue was partitioned between chloroform and water. The phases were separated and the aqueous layer was extracted with chloroform. The combined organic phase was washed with water and brine, dried over magnesium sulfate, and concentrated to afford 0.035 g (47%) of 6-fluoro-3-(2-methyl-pyridin-3-yl)-2-[2-(2-methyl-thiazol-4-yl)-ethyl]-3H-quinazolin-4-one as a white solid.

後処理

  1. temperatureThe mixture was refluxed overnight
  2. temperaturecooled
  3. filtrationfiltered through celite
  4. washThe pad was washed with methanol
  5. concentrationThe filtrate was concentrated
  6. customThe residue was partitioned between chloroform and water
  7. customThe phases were separated
  8. extractionthe aqueous layer was extracted with chloroform
  9. washThe combined organic phase was washed with water and brine
  10. dry with materialdried over magnesium sulfate
  11. concentrationconcentrated

出典と根拠

ORDレコード
ord-9cfb6ac370e64f39aadf892d79169351
出典データセット
uspto-grants-2002_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06380204B1

反応ノート

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