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

HRID 46340

반응식

HRID 46340 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 594364913-chloro-4-fluoro-N-pyrimidin-4-ylbenzenesulfonamide수율 27%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-257ca3bd31f446f79a741ae7a987f53f
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541588B2

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