Hydrogen Peroxide → 3-{4-[2-(6-Chloro-2-oxo-2,3-dihydro-1H-indol-5-yl)ethyl]piperazin-1-yl}-1H-1lambda~4~,2-benzothiazol-1-one

HRID 1796187노트

반응식

HRID 1796187 반응식
[CH:1]1[CH:2]=[CH:3][C:4]2[S:9][N:8]=[C:7]([N:10]3[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C:18]4[CH:19]=[C:20]5[CH2:28][C:26](=[O:27])[NH:25][C:21]5=[CH:22][C:23]=4[Cl:24])[CH2:12][CH2:11]3)[C:5]=2[CH:6]=1.[OH:29]O>C(#N)C>[CH2:14]1[N:13]([CH2:16][CH2:17][C:18]2[CH:19]=[C:20]3[CH2:28][C:26]([NH:25][C:21]3=[CH:22][C:23]=2[Cl:24])=[O:27])[CH2:12][CH2:11][N:10]([C:7]2[C:5]3[C:4](=[CH:3][CH:2]=[CH:1][CH:6]=3)[S:9](=[O:29])[N:8]=2)[CH2:15]1

참가 물질

4

반응물 2

HCID 784Hydrogen PeroxideHCID 60854Ziprasidone

생성물 1

HCID 159594073-{4-[2-(6-Chloro-2-oxo-2,3-dihydro-1H-indol-5-yl)ethyl]piperazin-1-yl}-1H-1lambda~4~,2-benzothiazol-1-one

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of ziprasidone made as described in Example 1 (0.70 g, 1.7 mmol) in acetonitrile is added 30% H2O2 (1.7 mmol). After stirring for 24 hours at room temperature, the reaction mixture is cooled, filtered, and evaporated. The residue is chromatographed on silica gel, eluting the by-products with ethyl acetate (1 L) and the product with 4% methanol in ethyl acetate (1.5 L). The product fractions are evaporated, taken up in methylene chloride, and precipitated by addition of ether saturated with HCl; the solid is filtered and washed with ether, dried, and washed with acetone.

후처리

  1. temperaturethe reaction mixture is cooled
  2. filtrationfiltered
  3. customevaporated
  4. customThe residue is chromatographed on silica gel
  5. washeluting the by-products with ethyl acetate (1 L)
  6. customThe product fractions are evaporated
  7. customprecipitated by addition of ether saturated with HCl
  8. filtrationthe solid is filtered
  9. washwashed with ether
  10. customdried
  11. washwashed with acetone

출처 및 근거

ORD 기록
ord-30a40c9347be4827bdaecac9e905cd58
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07030142B1

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