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Methanol → Esomeprazolemagnesiumtrihydrate

HRID 1375523
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HRID 1375523 반응식
[Mg:1].ClCCl.C[OH:6].[CH3:7][C:8]1[CH:9]=[N:10][C:11]([CH2:17][S+:18]([O-:30])[C:19]2[NH:20][C:21]3[CH:22]=[CH:23][C:24]([O:28][CH3:29])=[CH:25][C:26]=3[N:27]=2)=[C:12]([CH3:16])[C:13]=1[O:14][CH3:15]>O>[CH3:7][C:8]1[C:13]([O:14][CH3:15])=[C:12]([CH3:16])[C:11]([CH2:17][S:18]([C:19]2[N-:20][C:21]3[CH:22]=[CH:23][C:24]([O:28][CH3:29])=[CH:25][C:26]=3[N:27]=2)=[O:30])=[N:10][CH:9]=1.[CH3:7][C:8]1[C:13]([O:14][CH3:15])=[C:12]([CH3:16])[C:11]([CH2:17][S:18]([C:19]2[N-:20][C:21]3[CH:22]=[CH:23][C:24]([O:28][CH3:29])=[CH:25][C:26]=3[N:27]=2)=[O:30])=[N:10][CH:9]=1.[OH2:6].[OH2:14].[OH2:14].[Mg+2:1]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 887Methanol2회HCID 6344DichloromethaneHCID 5462224MagnesiumHCID 178488147HCID 178488147, 화합물

생성물 1

HCID 130565Esomeprazolemagnesiumtrihydrate

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Magnesium metal (1.33 grams) and Dichloromethane (3.7 ml) were added to methanol (111 ml) and stirred for 1–2 hours. The mass was cooled to a temperature of 5–10° C., esomeprazole obtained in Example 2 (37.0 grams) and methanol (111.0 ml) were added accompanied by stirring for 15–30 minutes. The reaction mass was decomposed into water (666 ml) at a temperature of 5–10° C. over a period of 45–60 minutes, and then further stirred for 30–45 minutes to separate the solid mass. The solid mass was filtered, and washed with water (222 ml). The thus obtained compound was dissolved in methanol (222 ml), and filtered off the solution to separate any excess magnesium. The solvent was removed from the filtrate to get the residual mass. The residual mass was crystallized in Acetone (278 ml) at a temperature of 0–5° C. to afford optically pure Esomeprazole magnesium trihydrate salt. The resulting product had the following characteristics. Weight: 11.5 g. Chiral Purity: ˜100%. Optical rotation: −125° (c=0.5% methanol)

후처리

  1. additionwere added
  2. stirringby stirring for 15–30 minutes
  3. stirringfurther stirred for 30–45 minutes
  4. customto separate the solid mass
  5. filtrationThe solid mass was filtered
  6. washwashed with water (222 ml)
  7. dissolutionThe thus obtained compound was dissolved in methanol (222 ml)
  8. filtrationfiltered off the solution
  9. customto separate any excess magnesium
  10. customThe solvent was removed from the filtrate
  11. customto get the residual mass
  12. customThe residual mass was crystallized in Acetone (278 ml) at a temperature of 0–5° C.

출처 및 근거

ORD 기록
ord-32a568bef4a64a6fa39c472f7941fa66
출처 데이터셋
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07169793B2

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