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Sodium Hydroxide → HCID 58398461, 화합물

HRID 1879416
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HRID 1879416 반응식
[F:1][CH:2]([CH3:35])[CH2:3][N:4]([S:26]([C:29]1[S:30][CH:31]=[C:32]([CH3:34])[N:33]=1)(=[O:28])=[O:27])[C:5]1[CH:13]=[C:12]2[C:8]([CH2:9][CH2:10][CH2:11]2)=[CH:7][C:6]=1[O:14][CH2:15][C:16]1[CH:25]=[CH:24][C:19]([C:20]([O:22]C)=[O:21])=[CH:18][CH:17]=1.[OH-].[Na+:37]>C1COCC1.CO>[F:1][CH:2]([CH3:35])[CH2:3][N:4]([S:26]([C:29]1[S:30][CH:31]=[C:32]([CH3:34])[N:33]=1)(=[O:28])=[O:27])[C:5]1[CH:13]=[C:12]2[C:8]([CH2:9][CH2:10][CH2:11]2)=[CH:7][C:6]=1[O:14][CH2:15][C:16]1[CH:17]=[CH:18][C:19]([C:20]([O-:22])=[O:21])=[CH:24][CH:25]=1.[Na+:37]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 58398472methyl 4-{[(6-{(2-fluoropropyl)[(4-methyl-1,3-thiazol-2-yl)sulfonyl]amino}-2,3-dihydro-1H-inden-5-yl)oxy]methyl}benzoate

생성물 1

HCID 58398461HCID 58398461, 화합물

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

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온도
50 °C

실험 절차

351 mg of methyl 4-{[(6-{(2-fluoropropyl)[(4-methyl-1,3-thiazol-2-yl)sulfonyl]amino}-2,3-dihydro-1H-inden-5-yl)oxy]methyl}benzoate was dissolved in 5.00 mL of THF and 5.00 mL of methanol, and 2.03 mL of a 1 M aqueous sodium hydroxide solution was added thereto, followed by stirring at 50° C. for 4 hours. The reaction liquid was concentrated under reduced pressure, to the obtained residue were added a 5% w/v aqueous citric acid solution and chloroform, and the organic layer was separated using a Phase Separate-filter manufactured by Isotute, and dried over anhydrous sodium sulfate. The solvent was evaporated and the obtained residue was dissolved in 5.00 mL of ethanol, and 0.765 mL of an aqueous sodium hydroxide solution was added thereto, followed by concentration under reduced pressure. The obtained crude product was crystallized by the addition of isopropanol/ethanol, collected by filtration, and dried under reduced pressure to obtain 268 mg of sodium 4-{[(6-{(2-fluoropropyl)[(4-methyl-1,3-thiazol-2-yl)sulfonyl]amino}-2,3-dihydro-1H-inden-5-yl)oxy]methyl}benzoate.

후처리

  1. customThe reaction liquid
  2. concentrationwas concentrated under reduced pressure, to the obtained residue
  3. additionwere added a 5% w/v aqueous citric acid solution and chloroform
  4. customthe organic layer was separated
  5. filtrationSeparate-filter
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe solvent was evaporated
  8. dissolutionthe obtained residue was dissolved in 5.00 mL of ethanol
  9. addition0.765 mL of an aqueous sodium hydroxide solution was added
  10. concentrationfollowed by concentration under reduced pressure
  11. customThe obtained crude product
  12. customwas crystallized by the addition of isopropanol/ethanol
  13. filtrationcollected by filtration
  14. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-6562713d499948788947e8858646aba2
출처 데이터셋
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08314240B2

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