Potassium Hydroxide → 2-[1-(6-Tert-butoxycarbonylamino-pyridin-3-yl)-ethyl]-malonic acid monoethyl ester

HRID 1789853ノート

反応式

HRID 1789853 の反応式
[OH-].[K+].[CH2:3]([O:5][C:6](=[O:29])[CH:7]([CH:13]([C:15]1[CH:16]=[N:17][C:18]([NH:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])=[CH:19][CH:20]=1)[CH3:14])[C:8]([O:10]CC)=[O:9])[CH3:4]>CCO.C(Cl)Cl>[CH2:3]([O:5][C:6](=[O:29])[CH:7]([CH:13]([C:15]1[CH:16]=[N:17][C:18]([NH:21][C:22]([O:24][C:25]([CH3:26])([CH3:28])[CH3:27])=[O:23])=[CH:19][CH:20]=1)[CH3:14])[C:8]([OH:10])=[O:9])[CH3:4]

参加物

5

反応物 2

HCID 14797Potassium Hydroxide2 回HCID 542132152-[1-(6-Tert-butoxycarbonylamino-pyridin-3-yl)-ethyl]-malonic acid diethyl ester

生成物 1

HCID 696503142-[1-(6-Tert-butoxycarbonylamino-pyridin-3-yl)-ethyl]-malonic acid monoethyl ester収率 65.2%

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 (113.6 mg, 2.04 mmol) in EtOH (2 mL) was added dropwise to a solution of 2-[1-(6-tert-butoxycarbonylamino-pyridin-3-yl)-ethyl]-malonic acid diethyl ester (0.7 g, 1.84 mmol) in methylene chloride (4 mL) and EtOH (10 mL) at 0° C. under argon and the reaction mixture was stirred over night. 1M KOH (100 mL) was added and the mixture was washed with methylene chloride. The aqueous phase was acidified to pH 2 using 2 M HCl and extracted with EtOAc. The organic phase was dried and concentrated under reduced pressure to give the crude 2-[1-(6-tert-butoxycarbonylamino-pyridin-3-yl)-ethyl]-malonic acid monoethyl ester (423 mg, 65%).

後処理

  1. washthe mixture was washed with methylene chloride
  2. extractionextracted with EtOAc
  3. customThe organic phase was dried
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-cd61fcaf6d09420faf778f4a0e3fa1f3
出典データセット
uspto-grants-2006_07
特許番号
US07071175B1

反応ノート

読み込み中…