Methanesulfonic Acid → Paroxetine Impurity 10

HRID 1108011

반응식

HRID 1108011 반응식
[CH:1]1[C:6]([C@H:7]2[C@H:12]([CH2:13][O:14][C:15]3[CH:16]=[CH:17][C:18]4[O:23][CH2:22][O:21][C:19]=4[CH:20]=3)[CH2:11][NH:10][CH2:9][CH2:8]2)=[CH:5][CH:4]=[C:3](F)[CH:2]=1.[OH-].[K+].C1(NC(=O)[O-])C=CC=CC=1.[CH3:37][S:38]([OH:41])(=[O:40])=[O:39]>C1(C)C=CC=CC=1>[CH3:37][S:38]([OH:41])(=[O:40])=[O:39].[CH2:8]1[C@@H:7]([C:6]2[CH:1]=[CH:2][CH:3]=[CH:4][CH:5]=2)[C@H:12]([CH2:13][O:14][C:15]2[CH:16]=[CH:17][C:18]3[O:23][CH2:22][O:21][C:19]=3[CH:20]=2)[CH2:11][NH:10][CH2:9]1

참가 물질

6

반응물 4

HCID 6395Methanesulfonic AcidHCID 14797Potassium HydroxideHCID 43815ParoxetineHCID 21896570Phenylcarbamate

생성물 1

HCID 206527Paroxetine Impurity 10

시약·촉매·용매 1

HCID 1140Toluene용매2회

실험 절차

A round bottom flask was charged with unpurified paroxetine base (8.6 g) in toluene (20 ml) which had been prepared by potassium hydroxide hydrolysis of a phenylcarbamate derivative, and a solution of methanesulfonic acid (1.9 ml) in toluene (10 ml) was added dropwise. The resulting clear solution was placed into a separating funnel and extracted with water (30 ml). The aqueous phase was separated, residual toluene removed by evaporation at reduced pressure and the remaining clear solution (25 ml) was further diluted with water (40 ml). The water was removed by freeze drying to afford amorphous paroxetine methanesulfonate.

후처리

  1. customThe resulting clear solution was placed into a separating funnel
  2. extractionextracted with water (30 ml)
  3. customThe aqueous phase was separated
  4. customresidual toluene removed by evaporation at reduced pressure
  5. additionthe remaining clear solution (25 ml) was further diluted with water (40 ml)
  6. customThe water was removed by freeze
  7. customdrying

출처 및 근거

ORD 기록
ord-160d9eac20f045059b09b3fa6bc51c01
출처 데이터셋
uspto-grants-2000_05
특허 번호
US06063927

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