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

HRID 1440450

반응식

HRID 1440450 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-14bb5b3a1e8d4fbfa9e7784feee21b78
출처 데이터셋
uspto-grants-1996_03
특허 번호
US05498776

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