Tetrahydrofuran → HCID 58964904, 화합물

HRID 15073노트

반응식

HRID 15073 반응식
C1COCC1.[Si]([O:13][C@@H:14]1[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][O:21][C:22]2[CH:27]=[CH:26][C:25]([N:28]3[CH:33]=[CH:32][C:31]([O:34][CH2:35][C:36]4[CH:41]=[CH:40][C:39]([Cl:42])=[CH:38][N:37]=4)=[CH:30][C:29]3=[O:43])=[CH:24][CH:23]=2)[CH2:15]1)(C(C)(C)C)(C)C>C(Cl)(Cl)Cl>[Cl:42][C:39]1[CH:40]=[CH:41][C:36]([CH2:35][O:34][C:31]2[CH:32]=[CH:33][N:28]([C:25]3[CH:24]=[CH:23][C:22]([O:21][CH2:20][CH2:19][N:16]4[CH2:17][CH2:18][C@@H:14]([OH:13])[CH2:15]4)=[CH:27][CH:26]=3)[C:29](=[O:43])[CH:30]=2)=[N:37][CH:38]=1

참가 물질

4

반응물 2

HCID 8028Tetrahydrofuran2회HCID 684310651-{4-[2-((3R)-3-{[tert-butyl(dimethyl)silyl]oxy}-1-pyrrolidinyl)ethoxy]phenyl}-4-[(5-chloro-2-pyridinyl)methoxy]-1H-pyridin-2-one

생성물 1

HCID 58964904HCID 58964904, 화합물수율 50.7%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

Tetra-n-butylamnunium fluoroide (1.0M THF solution, 0.924 mL, 0.92 mmol) was added to THF (2 mL) solution of 1-{4-[2-((3R)-3-{[tert-butyl(dimethyl)silyl]oxy}-1-pyrrolidinyl)ethoxy]phenyl}-4-[(5-chloro-2-pyridinyl)methoxy]-1H-pyridin-2-one (257.0 mg, 0.46 mmol), and stirred at room temperature for 3 hours. Chloroform was added to the reaction liquid, which then was washed with saturated brine and dried over anhydrous magnesium sulfate. Concentrating the solvent under reduced pressure, the residue was purified on high performance liquid chromatography (YMC-Pack™ pro C-18, 0.1% THF solution: 0.1% TFA acetonitrile solution=10→95%), and the resulting crude title compound was recrystallized fronm ethyl acetate-heptane mixed solvent to provide the title compound (103.1 mg, 50%).

후처리

  1. washthen was washed with saturated brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationConcentrating the solvent under reduced pressure
  4. customthe residue was purified on high performance liquid chromatography (YMC-Pack™ pro C-18, 0.1% THF solution: 0.1% TFA acetonitrile solution=10→95%)
  5. customthe resulting crude title compound was recrystallized fronm ethyl acetate-heptane mixed solvent

출처 및 근거

ORD 기록
ord-5b3405515b1a43678ed703c39430f2ac
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732456B2

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