Phosphorus oxychloride → 6-Chloro-5-(trifluoromethyl)pyrimidin-4-amine

HRID 709943ノート

反応式

HRID 709943 の反応式
[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4](O)[C:3]=1[C:9]([F:12])([F:11])[F:10].O=P(Cl)(Cl)[Cl:15]>>[Cl:15][C:4]1[N:5]=[CH:6][N:7]=[C:2]([NH2:1])[C:3]=1[C:9]([F:12])([F:11])[F:10]

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 178508813HCID 178508813、化合物

生成物 1

HCID 860496886-Chloro-5-(trifluoromethyl)pyrimidin-4-amine

反応条件

温度
100 °C

実験手順

The mixture of 6-amino-5-(trifluoromethyl)pyrimidin-4-ol (N-4) (300 mg, 1.66 mmol) in POCl3 (8 mL) in a pressure vessel is stirred at 100° C. for 1 h. The mixture is allowed to cool to RT and concentrated in vacuo. The residue is taken up in water (20 mL), basified with saturated NaHCO3 aqueous solution to pH=9 and then extracted with DCM (30 mL×3). The combined organic layers are washed with brine, dried over Na2SO4 and filtered. The filtrate is concentrated in vacuo to afford the desired product, 6-chloro-5-(trifluoromethyl)pyrimidin-4-amine (N-5) as a yellow solid.

後処理

  1. temperatureto cool to RT
  2. concentrationconcentrated in vacuo
  3. extractionextracted with DCM (30 mL×3)
  4. washThe combined organic layers are washed with brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationThe filtrate is concentrated in vacuo

出典と根拠

ORDレコード
ord-15dca0a8596f451e82ecc913e4affb8f
出典データセット
uspto-grants-2015_11
特許番号
US09181221B2

反応ノート

読み込み中…