Pyridine → Eslicarbazepine Acetate

HRID 526682ノート

反応式

HRID 526682 の反応式
[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]

参加物

7

反応物 4

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 218852-DimethylaminopyridineHCID 9881504Eslicarbazepine

生成物 1

HCID 179344Eslicarbazepine Acetate

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒2 回HCID 8857Ethyl Acetate溶媒

反応条件

温度
37.5 °C

実験手順

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.).

後処理

  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

出典と根拠

ORDレコード
ord-9bce303e8a53461c951450c61779bf60
出典データセット
uspto-grants-2016_05
特許番号
US09346760B2

反応ノート

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