Methanol → 4-benzyloxy-1-(4-{[(3S)-1-cyclopentyl-3-pyrrolidinyl]-oxy}phenyl)-1H-pyridin-2-one

HRID 15036

反応式

HRID 15036 の反応式
[C:1]1(=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.CO.[CH2:9]([O:16][C:17]1[CH:22]=[CH:21][N:20]([C:23]2[CH:28]=[CH:27][C:26]([O:29][C@H:30]3[CH2:34][CH2:33][NH:32][CH2:31]3)=[CH:25][CH:24]=2)[C:19](=[O:35])[CH:18]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C(OCC)(=O)C>[CH2:9]([O:16][C:17]1[CH:22]=[CH:21][N:20]([C:23]2[CH:28]=[CH:27][C:26]([O:29][C@H:30]3[CH2:34][CH2:33][N:32]([CH:1]4[CH2:5][CH2:4][CH2:3][CH2:2]4)[CH2:31]3)=[CH:25][CH:24]=2)[C:19](=[O:35])[CH:18]=1)[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

参加物

5

反応物 3

HCID 887MethanolHCID 8452CyclopentanoneHCID 684307174-benzyloxy-1-{4-[(3S)-3-pyrrolidinyloxy]phenyl}-1H-pyridin-2-one

生成物 1

HCID 589648874-benzyloxy-1-(4-{[(3S)-1-cyclopentyl-3-pyrrolidinyl]-oxy}phenyl)-1H-pyridin-2-one収率 53%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

Cyclopentanone (0.017 mL, 0.186 mmol) and a 0.3 mol Zn[B(CN)H3]2 methanol solution (0.4 mL, 0.12 mmol, prepared from ZnCl2 and NaB(CN)H3) were added to a methanol solution (1 mL) of 4-benzyloxy-1-{4-[(3S)-3-pyrrolidinyloxy]phenyl}-1H-pyridin-2-one (45 mg, 0.124 mmol) and sired at room temperature for an hour. Ethyl acetate was added to the reaction liquid, which was then washed with saturated aqueous sodium bicarbonate solution and saturated brine, and dried over anhydrous potassium carbonate. The solvent was concentrated under reduced pressure and the resulting residue was purified on silica gel chromatography (C-300; methanol:chloroform=1:10) to provide the title compound (28.2 mg, 53%).

後処理

  1. waitsired at room temperature for an hour
  2. washwas then washed with saturated aqueous sodium bicarbonate solution and saturated brine
  3. dry with materialdried over anhydrous potassium carbonate
  4. concentrationThe solvent was concentrated under reduced pressure
  5. customthe resulting residue was purified on silica gel chromatography (C-300; methanol:chloroform=1:10)

出典と根拠

ORDレコード
ord-256b9f0733d545b8b8f0ddf87a008d52
出典データセット
uspto-grants-2010_06
特許番号
US07732456B2

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