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

HRID 4324

反応式

HRID 4324 の反応式
[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]

参加物

3

反応物 2

HCID 104392-AminopyridineHCID 2758465Ethyl 3,4-dimethoxybenzoylacetate

生成物 1

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

反応条件

温度
100 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-5c3a5a99c48944198bf063c01ea01967
出典データセット
uspto-grants-1988_02
特許番号
US04725600

関連ノート

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