Tetrahydrofuran → HCID 58964904、化合物

HRID 15073ノート

反応式

HRID 15073 の反応式
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

参加物

4

反応物 2

HCID 8028Tetrahydrofuran2 回HCID 684310651-{4-[2-((3R)-3-{[tert-butyl(dimethyl)silyl]oxy}-1-pyrrolidinyl)ethoxy]phenyl}-4-[(5-chloro-2-pyridinyl)methoxy]-1H-pyridin-2-one

生成物 1

HCID 58964904HCID 58964904、化合物収率 50.7%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-5b3405515b1a43678ed703c39430f2ac
出典データセット
uspto-grants-2010_06
特許番号
US07732456B2

反応ノート

読み込み中…