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Sodium Hydroxide → Pemafibrate

HRID 1712175
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HRID 1712175 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:41]=[CH:42][CH:43]=1)[O:27][C@H:28]([CH2:39][CH3:40])[C:29]([O:31]CC1C=CC=CC=1)=[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:41]=[CH:42][CH:43]=1)[O:27][C@H:28]([CH2:39][CH3:40])[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 11856279benzyl (R)-2-[3-[N-(benzoxazol-2-yl)-N-(3-(4-methoxyphenoxy)propyl)aminomethyl]phenoxy]butyrate

생성물 1

HCID 11526038Pemafibrate수율 100.3%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Benzyl (R)-2-[3-[N-(benzoxazol-2-yl)-N-(3-(4-methoxyphenoxy)propyl)aminomethyl]phenoxy]butyrate (72 mg) was dissolved in ethanol (3 mL), and a 4 N aqueous sodium hydroxide solution (0.5 mL) was added at 0° C. Then, the resulting mixture was stirred at room temperature for 1 hour. The reaction liquor was concentrated under reduced pressure, and then was dissolved in chloroform (30 mL). The solution was washed with a saturated aqueous solution of ammonium chloride and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure, and the residue was purified by preparative TLC (chloroform/methanol=10/1) to obtain a colorless solid (61 mg, 100%).

후처리

  1. concentrationThe reaction liquor was concentrated under reduced pressure
  2. dissolutionwas dissolved in chloroform (30 mL)
  3. washThe solution was washed with a saturated aqueous solution of ammonium chloride
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationAfter filtration
  6. concentrationthe filtrate was concentrated under reduced pressure
  7. customthe residue was purified by preparative TLC (chloroform/methanol=10/1)

출처 및 근거

ORD 기록
ord-37f4e4f616f5467692da97ccb024f245
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07790903B2

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