Phosphorus oxychloride → Ethyl 3-(4-Chloro-6-methyl-2-methoxymethylpyrimidin-5-yl)propionate

HRID 129008

반응식

HRID 129008 반응식
[CH3:1][C:2]1[N:7]=[C:6]([CH2:8][O:9][CH3:10])[NH:5][C:4](=O)[C:3]=1[CH2:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15].P(Cl)(Cl)([Cl:21])=O>>[Cl:21][C:4]1[C:3]([CH2:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[C:2]([CH3:1])[N:7]=[C:6]([CH2:8][O:9][CH3:10])[N:5]=1

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 136067006Ethyl 3-(6-Methyl-2-methoxymethyl-3H-pyrimidin-4-on-5-yl)propionate

생성물 1

HCID 19372999Ethyl 3-(4-Chloro-6-methyl-2-methoxymethylpyrimidin-5-yl)propionate수율 84%

실험 절차

A mixture of ethyl 3-(6-methyl-2-methoxymethyl-3H-pyrimidin-4-on-5yl)propionate (4.00 g, 15.6 mmol) and phosphorus oxychloride (25 mL) was heated under reflux for 2 h. The mixture was concentrated, cooled, and poured onto ice. 1N NaOH was added to bring the pH to 6 and the mixture was extracted with EtOAc. The extracts were dried (MgSO4) and concentrated to give 3.6 g (84%) of product as a brown oil.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 2 h
  3. concentrationThe mixture was concentrated
  4. temperaturecooled
  5. additionpoured onto ice
  6. addition1N NaOH was added
  7. extractionthe mixture was extracted with EtOAc
  8. dry with materialThe extracts were dried (MgSO4)
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-c6880a16509d4865bfbafe2f1f73db59
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05466692

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