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

HRID 1910879ノート

反応式

HRID 1910879 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 x3). 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 x3)
  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-c0435718d4ae4cbfa6ca09898b2f32fa
出典データセット
uspto-grants-2013_12
特許番号
US08604032B2

反応ノート

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