Pyridine → Eslicarbazepine Acetate

HRID 526682노트

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HRID 526682 반응식
[CH:1]1[CH:2]=[CH:3][C:4]2[N:15]([C:16]([NH2:18])=[O:17])[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[C@@H:8]([OH:19])[CH2:7][C:5]=2[CH:6]=1.N1C=CC=CC=1.CN(C1C=CC=CN=1)C.[C:35](Cl)(=[O:37])[CH3:36]>ClCCl.C(OCC)(=O)C>[CH3:36][C:35]([O:19][C@@H:8]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=2[N:15]([C:16]([NH2:18])=[O:17])[C:4]2[CH:3]=[CH:2][CH:1]=[CH:6][C:5]=2[CH2:7]1)=[O:37]

참가 물질

7

반응물 4

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 218852-DimethylaminopyridineHCID 9881504Eslicarbazepine

생성물 1

HCID 179344Eslicarbazepine Acetate

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 8857Ethyl Acetate용매

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온도
37.5 °C

실험 절차

A solution of eslicarbazepine (15.0 gm), pyridine (8 mL), dimethylaminopyridine (0.17 gm) in dichloromethane (150 mL) was cooled to 5-10° C. Added acetyl chloride (7.6 mL) at about 5-10° C. followed by stirring at 35-40° C. for about 5-6 h. Washed the reaction mass with 0.5N HCl solution (45 mL) and followed by washing the organic layer with water (100 mL). Distilled out the solvent completely under vacuum to obtain crude eslicarbazepine acetate. The residue was dissolved in a mixture (60 mL) of dichloromethane and ethyl acetate (1:1) at 35-40° C. then cooled to 25-30° C. Reaction mass was filtered, washed with ethyl acetate and dried to obtain the title compound (m. p. 186.0-187.2° C.).

후처리

  1. customat about 5-10° C.
  2. washWashed the reaction mass with 0.5N HCl solution (45 mL)
  3. washby washing the organic layer with water (100 mL)
  4. distillationDistilled out the solvent completely under vacuum
  5. customto obtain crude eslicarbazepine acetate
  6. temperaturethen cooled to 25-30° C
  7. customReaction mass
  8. filtrationwas filtered
  9. washwashed with ethyl acetate
  10. customdried

출처 및 근거

ORD 기록
ord-9bce303e8a53461c951450c61779bf60
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09346760B2

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