p-Toluenesulfonic acid → 5,7-difluoro-2-pyridin-4-yl-3H-quinazolin-4-one

HRID 591798ノート

反応式

HRID 591798 の反応式
[NH2:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[C:7]([F:12])[C:3]=1[C:4]([NH2:6])=[O:5].[N:13]1[CH:18]=[CH:17][C:16]([CH:19]=O)=[CH:15][CH:14]=1.S([O-])(O)=O.[Na+].C1(C)C=CC(S(O)(=O)=O)=CC=1>CN(C)C(=O)C>[F:12][C:7]1[CH:8]=[C:9]([F:11])[CH:10]=[C:2]2[C:3]=1[C:4](=[O:5])[NH:6][C:19]([C:16]1[CH:17]=[CH:18][N:13]=[CH:14][CH:15]=1)=[N:1]2

参加物

6

反応物 4

HCID 6101p-Toluenesulfonic acidHCID 133894-PyridinecarboxaldehydeHCID 23665763Sodium BisulfiteHCID 594419592-Amino-4,6-difluorobenzamide

生成物 1

HCID 1363794005,7-difluoro-2-pyridin-4-yl-3H-quinazolin-4-one

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

反応条件

温度
115 °C

実験手順

To a stirred solution of 2-amino-4,6-difluoro-benzamide (0.50 g, 2.9 mmol) and pyridine-4-carbaldehyde (0.35 g, 3.2 mmol) in N,N-dimethylacetamide (10 mL) were added sodium hydrogen sulfite (0.63 g, 3.5 mmol) and p-toluenesulfonic acid (0.06 g, 0.3 mmol); the reaction mixture was stirred at 115° C. for 16 hours. The solvent was evaporated in vacuo, water was added, and the precipitated solid was filtered off to obtain 5,7-difluoro-2-pyridin-4-yl-3H-quinazolin-4-one as a yellow solid, which was used in the next step without further purification. Yield: 0.4 g (53%).

後処理

  1. customThe solvent was evaporated in vacuo, water
  2. additionwas added
  3. filtrationthe precipitated solid was filtered off

出典と根拠

ORDレコード
ord-2bd38e07cdb54cc0964aec2f119b45ea
出典データセット
uspto-grants-2016_01
特許番号
US09238640B2

反応ノート

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