Phosphorus oxychloride → 5-Benzyl-4-chloro-6-methylpyrimidin-2-amine

HRID 989724

反応式

HRID 989724 の反応式
[NH2:1][C:2]1[N:7]=[C:6](O)[C:5]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[C:4]([CH3:16])[N:3]=1.P(Cl)(Cl)([Cl:19])=O>>[CH2:9]([C:5]1[C:6]([Cl:19])=[N:7][C:2]([NH2:1])=[N:3][C:4]=1[CH3:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 178433370HCID 178433370、化合物

生成物 1

HCID 8202385-Benzyl-4-chloro-6-methylpyrimidin-2-amine収率 53.7%

反応条件

温度
90 °C

実験手順

A mixture of 2-amino-5-benzyl-6-methylpyrimidine-4-ol (1.2 g, 5.57 mmol) and phosphorous oxychloride (9 ml) was kept to warm at 90° C. for 6 hours. The reaction mixture was concentrated in vacuo. Ice-water was added to the residue and an aqueous ammonia was cautiously added thereto. The solution was extracted with chloroform. The organic layer was washed with saturated brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography (chloroform: ethyl acetate=8:2) to give the object compound (700 mg, 53.7%).

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additionIce-water was added to the residue
  3. additionan aqueous ammonia was cautiously added
  4. extractionThe solution was extracted with chloroform
  5. washThe organic layer was washed with saturated brine
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated in vacuo
  8. customThe residue was purified by silica gel column chromatography (chloroform: ethyl acetate=8:2)

出典と根拠

ORDレコード
ord-c02623ac7a9d416687320c99da6f9f30
出典データセット
uspto-grants-2002_10
特許番号
US06458798B1

関連ノート

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