Acetamidine monohydrochloride → 3-(4-Hydroxy-2,6-dimethyl-pyrimidin-5-yl)-propionic acid ethyl ester

HRID 1440450

反応式

HRID 1440450 の反応式
CC[O-].[Na+].Cl.[C:6]([NH2:9])(=[NH:8])[CH3:7].[C:10]([CH:13]([CH2:19][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:14](OCC)=[O:15])(=O)[CH3:11]>CCO>[CH3:7][C:6]1[NH:9][C:14](=[O:15])[C:13]([CH2:19][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])=[C:10]([CH3:11])[N:8]=1

参加物

5

反応物 3

HCID 67170Acetamidine monohydrochlorideHCID 73915Diethyl 2-acetylglutarateHCID 2723922Sodium ethoxide

生成物 1

HCID 1359679873-(4-Hydroxy-2,6-dimethyl-pyrimidin-5-yl)-propionic acid ethyl ester収率 51%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of NaOEt (0.069 mol) in EtOH (prepared from 1.6 g of Na and 35 mL of EtOH), acetamidine hydrochloride (3.3 g, 0.035 mol), and diethyl acetylglutarate (8.0 g, 0.035 mol) was heated under reflux for 22 h. The mixture was concentrated, taken up in water, acidified to pH 4 with conc. HCl, and extracted with EtOAc. The extracts were washed with brine, dried (MgSO4), and concentrated. Trituration with hexane gave 4.0 g (51%) of product as a white solid. An analytical sample was crystallized from ether/hexane, mp 114°-116° C.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 22 h
  3. concentrationThe mixture was concentrated
  4. extractionextracted with EtOAc
  5. washThe extracts were washed with brine
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-14bb5b3a1e8d4fbfa9e7784feee21b78
出典データセット
uspto-grants-1996_03
特許番号
US05498776

関連ノート

読み込み中…