2-Aminopyridine → 2-(3,4-dimethoxyphenyl)-4H-pyrido[1,2-a]pyrimidin-4-one

HRID 4324

반응식

HRID 4324 반응식
[C:1]([CH2:13][C:14]([O:16]CC)=O)(=O)[C:2]1[CH:11]=[CH:10][C:7]([O:8][CH3:9])=[C:4]([O:5][CH3:6])[CH:3]=1.[NH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=1>>[CH3:6][O:5][C:4]1[CH:3]=[C:2]([C:1]2[N:19]=[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][N:21]3[C:14](=[O:16])[CH:13]=2)[CH:11]=[CH:10][C:7]=1[O:8][CH3:9]

참가 물질

3

반응물 2

HCID 104392-AminopyridineHCID 2758465Ethyl 3,4-dimethoxybenzoylacetate

생성물 1

HCID 201522922-(3,4-dimethoxyphenyl)-4H-pyrido[1,2-a]pyrimidin-4-one수율 150.8%

반응 조건

온도
100 °C

실험 절차

Ethyl veratroylacetate (4.5 g) was added dropwise under stirring at 60°-70° C. to a suspension of 2-aminopyridine (0.84 g) in polyphosphoric acid (13.7 g). The reaction mixture was stirred at 100° C. for 3 hrs and poured into ice-water (50 ml). The aqueous solution was extracted with chloroform, washed with water, dried and evaporated to give dark oily residue which was chromatographed on silica gel using n-hexaneethyl acetate. The fractions were evaporated and the resulting residue was triturated with ethanol-isopropyl ether to give 2-(3,4-dimethoxyphenyl)-4-oxo-4H-pyrido[1,2-a]pyrimidine (3.8 g).

후처리

  1. extractionThe aqueous solution was extracted with chloroform
  2. washwashed with water
  3. customdried
  4. customevaporated
  5. customto give dark oily residue which
  6. customwas chromatographed on silica gel using n-hexaneethyl acetate
  7. customThe fractions were evaporated
  8. customthe resulting residue was triturated with ethanol-isopropyl ether

출처 및 근거

ORD 기록
ord-5c3a5a99c48944198bf063c01ea01967
출처 데이터셋
uspto-grants-1988_02
특허 번호
US04725600

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