Calcium Chloride → HCID 58577654、化合物

HRID 1429921ノート

反応式

HRID 1429921 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([N:9]1[C:17]2[C:12](=[N:13][CH:14]=[CH:15][CH:16]=2)[N:11]([C:18]2[CH:39]=[CH:38][C:21]([O:22][C:23]3[N:27]([CH2:28][C:29](OCC)=[O:30])[C:26]4[CH:34]=[CH:35][CH:36]=[CH:37][C:25]=4[N:24]=3)=[CH:20][CH:19]=2)[C:10]1=[O:40])[CH3:8].[Cl-].[Cl-].[Ca+2]>C1COCC1>[CH2:7]([N:9]1[C:17]2[C:12](=[N:13][CH:14]=[CH:15][CH:16]=2)[N:11]([C:18]2[CH:19]=[CH:20][C:21]([O:22][C:23]3[N:27]([CH2:28][CH2:29][OH:30])[C:26]4[CH:34]=[CH:35][CH:36]=[CH:37][C:25]=4[N:24]=3)=[CH:38][CH:39]=2)[C:10]1=[O:40])[CH3:8]

参加物

5

反応物 3

HCID 5284359Calcium ChlorideHCID 21226445Aluminium lithium hydrideHCID 58577597HCID 58577597、化合物

生成物 1

HCID 58577654HCID 58577654、化合物収率 55.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Lithium aluminum hydride (33.2 mg) was added to a solution of ethyl {2-[4-(1-ethyl-2-oxo-1,2-dihydro-3H-imidazo[4,5-b]pyridin-3-yl)phenoxy]-1H-benzimidazol-1-yl}acetate (200 mg) in THF (4 mL) at 0° C. The mixture was stirred at room temperature under a dry atmosphere (CaCl2 tube) for 30 min. The mixture was quenched with EtOAc and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with 10%-50% EtOAc in hexane) to give 1-ethyl-3-(4-{[1-(2-hydroxyethyl)-1H-benzimidazol-2-yl]oxy}phenyl)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (100 mg) as colorless crystals.

後処理

  1. customThe mixture was quenched with EtOAc
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by column chromatography (silica gel, eluted with 10%-50% EtOAc in hexane)

出典と根拠

ORDレコード
ord-09f0aa1526904330a809aba414e5a0d1
出典データセット
uspto-grants-2015_01
特許番号
US08940758B2

反応ノート

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