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Sodium Hydroxide → Pemafibrate

HRID 1712177
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HRID 1712177 반응식
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[N:10]([CH2:23][C:24]1[CH:25]=[C:26]([CH:38]=[CH:39][CH:40]=1)[O:27][C@H:28]([CH2:36][CH3:37])[C:29]([O:31]CCCC)=[O:30])[CH2:11][CH2:12][CH2:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=1.[OH-].[Na+]>C(O)C>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[N:10]([CH2:23][C:24]1[CH:25]=[C:26]([CH:38]=[CH:39][CH:40]=1)[O:27][C@H:28]([CH2:36][CH3:37])[C:29]([OH:31])=[O:30])[CH2:11][CH2:12][CH2:13][O:14][C:15]1[CH:16]=[CH:17][C:18]([O:21][CH3:22])=[CH:19][CH:20]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 11856280Butyl (2R)-2-[3-[[2-benzoxazolyl[3-(4-methoxyphenoxy)propyl]amino]methyl]phenoxy]butanoate

생성물 1

HCID 11526038Pemafibrate수율 100%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

n-Butyl (R)-2-[3-[N-(benzoxazol-2-yl)-N-(3-(4-methoxyphenoxy)propyl)aminomethyl]phenoxyl]butyrate (68 mg) was dissolved in ethanol (2 mL), and a 4 N aqueous sodium hydroxide solution (0.2 mL) was added at 0° C. Then, the resulting mixture was stirred at room temperature for 3 hours. Ethanol was distilled off, and water was added, and then the reaction liquor was acidified with concentrated hydrochloric acid in an ice-cold bath. The reaction liquor was extracted with ethyl acetate, and the extract was washed with water and saturated brine, and dried over dry sodium sulfate. The solution was filtered and concentrated under reduced pressure, and then the residue was purified by silica gel column chromatography (chloroform/methanol=10/1) to obtain a colorless solid (60 mg, 100%).

후처리

  1. distillationEthanol was distilled off
  2. additionwater was added
  3. customthe reaction liquor was acidified with concentrated hydrochloric acid in an ice-cold bath
  4. extractionThe reaction liquor was extracted with ethyl acetate
  5. washthe extract was washed with water and saturated brine
  6. dry with materialdried over dry sodium sulfate
  7. filtrationThe solution was filtered
  8. concentrationconcentrated under reduced pressure
  9. customthe residue was purified by silica gel column chromatography (chloroform/methanol=10/1)

출처 및 근거

ORD 기록
ord-55651e2e4cf2444eab2a1dfcbbe16a83
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07790903B2

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