(RS)-Clopidogrel → 2-chlorophenyl(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetic acid methyl ester (-)-camphorsulfonic acid salt

HRID 323893

반응식

HRID 323893 반응식
[CH3:1][O:2][C:3](=[O:21])[CH:4]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[Cl:20])[N:5]1[CH2:10][CH2:9][C:8]2[S:11][CH:12]=[CH:13][C:7]=2[CH2:6]1.O.[C:23]12([CH2:33][S:34]([OH:37])(=[O:36])=[O:35])[C:30]([CH3:32])([CH3:31])[CH:27]([CH2:28][CH2:29]1)[CH2:26][C:24]2=[O:25]>CC(C)=O>[C:23]12([CH2:33][S:34]([OH:37])(=[O:35])=[O:36])[C:30]([CH3:32])([CH3:31])[CH:27]([CH2:28][CH2:29]1)[CH2:26][C:24]2=[O:25].[CH3:1][O:2][C:3](=[O:21])[CH:4]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[Cl:20])[N:5]1[CH2:10][CH2:9][C:8]2[S:11][CH:12]=[CH:13][C:7]=2[CH2:6]1

참가 물질

4

반응물 2

HCID 2806(RS)-ClopidogrelHCID 1226536210-Camphorsulfonic acid monohydrate

생성물 1

HCID 156143992-chlorophenyl(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetic acid methyl ester (-)-camphorsulfonic acid salt수율 88%

시약·촉매·용매 1

HCID 180Acetone용매2회

실험 절차

32 g (0.0994 mol) of (2-chlorophenyl)(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetic acid methyl ester is dissolved in 150 ml of acetone and to the solution 9.95 g (0.0397 mol) of laevorotatory 10-camphorsulfonic acid monohydrate is added. The homogenous reaction mixture is allowed to stay at room temperature. After 48 hours a few crystals appear. The mixture is concentrated by evaporation to 50 ml and allowed to stay at room temperature for 24 hours. The resulting crystals are filtered off, washed with acetone and dried. The crystals thus obtained are dissolved again in a very small amount (50 ml) of hot acetone and after cooling the crystals are filtered off, washed with acetone and dried. Thus the title compound is obtained. Yield: 88%. Mp.: 165° C. [α]20D=+24° (c=1.68 g/100 ml; methanol).

후처리

  1. additionis added
  2. customto stay at room temperature
  3. concentrationThe mixture is concentrated by evaporation to 50 ml
  4. waitto stay at room temperature for 24 hours
  5. filtrationThe resulting crystals are filtered off
  6. washwashed with acetone
  7. customdried
  8. customThe crystals thus obtained
  9. temperatureafter cooling the crystals
  10. filtrationare filtered off
  11. washwashed with acetone
  12. customdried

출처 및 근거

ORD 기록
ord-e717ee0e6ce142ffa3a09e6b570b643e
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06215005B1

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