Potassium Hydroxide → HCID 53805939、化合物

HRID 1789882ノート

反応式

HRID 1789882 の反応式
[OH-].[K+].[CH2:3]([O:5][C:6](=[O:29])[CH:7]([CH2:13][C:14]1[CH:15]=[N:16][C:17]([NH:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])=[C:18]([Cl:20])[CH:19]=1)[C:8]([O:10]CC)=[O:9])[CH3:4]>C(O)C.C(Cl)Cl>[CH2:3]([O:5][C:6](=[O:29])[CH:7]([CH2:13][C:14]1[CH:15]=[N:16][C:17]([NH:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])=[C:18]([Cl:20])[CH:19]=1)[C:8]([OH:10])=[O:9])[CH3:4]

参加物

5

反応物 2

HCID 14797Potassium HydroxideHCID 53978298HCID 53978298、化合物

生成物 1

HCID 53805939HCID 53805939、化合物収率 62%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒2 回HCID 6344Dichloromethane溶媒

実験手順

A solution of KOH (0.44 g, 6.72 mmol, 85%) in ethanol (5 ml) was added to a solution of 2-(6-tert-butoxycarbonylamino-5-chloro-pyridin-3-ylmethyl)-malonic acid diethyl ester (2.45 g, 6.11 mmol) in ethanol (25 ml) and methylene chloride (10 ml) at 0° C. The mixture was stirred for 18 h at room temperature. The solvent was evaporated in vacuo and the residue dissolved in water. The aqueous layer was washed with ether, acidified to pH 4 by 1 M HCl and extracted with methylene chloride and ethyl acetate. The combined organic layers were washed with water and brine and dried. Filtration and concentration under reduced pressure gave the crude product which was purified by flash chromatography (10% MeOH in CH2Cl2) giving 2-(6-tert-butoxycarbonylamino-5-chloro-pyridin-3-ylmethyl)-malonic acid monoethyl ester (1.41 g, 62%) as a yellow-white glassy foam.

後処理

  1. customThe solvent was evaporated in vacuo
  2. dissolutionthe residue dissolved in water
  3. washThe aqueous layer was washed with ether
  4. extractionextracted with methylene chloride and ethyl acetate
  5. washThe combined organic layers were washed with water and brine
  6. customdried
  7. filtrationFiltration and concentration under reduced pressure
  8. customgave the crude product which
  9. customwas purified by flash chromatography (10% MeOH in CH2Cl2)

出典と根拠

ORDレコード
ord-f503dbc19a7340f9b5be2c028eee0c01
出典データセット
uspto-grants-2006_07
特許番号
US07071175B1

反応ノート

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