Dabco → 3-chloro-4-fluoro-N-pyrimidin-4-ylbenzenesulfonamide

HRID 46340

反応式

HRID 46340 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][N:3]=1.C1N2CCN(CC2)C1.[Cl:16][C:17]1[CH:18]=[C:19]([S:24](Cl)(=[O:26])=[O:25])[CH:20]=[CH:21][C:22]=1[F:23]>C(#N)C>[Cl:16][C:17]1[CH:18]=[C:19]([S:24]([NH:1][C:2]2[CH:7]=[CH:6][N:5]=[CH:4][N:3]=2)(=[O:25])=[O:26])[CH:20]=[CH:21][C:22]=1[F:23]

参加物

5

反応物 3

HCID 9237DabcoHCID 689584-AminopyrimidineHCID 1452223-Chloro-4-fluorobenzenesulphonyl chloride

生成物 1

HCID 594364913-chloro-4-fluoro-N-pyrimidin-4-ylbenzenesulfonamide収率 27%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

4-Aminopyrimidine (1.0 g, 10.5 mmol) and DABCO™ (1.18 g, 10.5 mmol) were added concurrently to a solution of 3-chloro-4-fluorobenzenesulfonyl chloride (1.25 mL, 10.0 mmol) in anhydrous acetonitrile (49 mL). The reaction mixture immediately turned yellow and a precipitate was formed. After stirring for 16 hours, the mixture was concentrated in vacuo. The crude material was suspended in ethyl acetate (75 mL) and water (75 mL) and stirred for 15 minutes. The resulting solid was filtered and dried in vacuo to afford the title compound, 0.83 g, 27% yield.

後処理

  1. customThe reaction mixture immediately turned yellow and a precipitate was formed
  2. concentrationthe mixture was concentrated in vacuo
  3. stirringwater (75 mL) and stirred for 15 minutes
  4. filtrationThe resulting solid was filtered
  5. customdried in vacuo

出典と根拠

ORDレコード
ord-257ca3bd31f446f79a741ae7a987f53f
出典データセット
uspto-grants-2013_09
特許番号
US08541588B2

関連ノート

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