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

HRID 965681

反応式

HRID 965681 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-c7619397166e40999cbc96988d58f78b
出典データセット
uspto-grants-2005_10
特許番号
US06951866B2

関連ノート

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