碳酸钾 → 2,4,6-Tris(1-methyl-3-trifluoromethylpyrazol-5-yloxy)pyridine

HRID 23319

反应方程式

HRID 23319 反应方程式
F[C:2]1[CH:7]=[C:6](F)[CH:5]=[C:4](F)[N:3]=1.[OH:10][C:11]1[N:15]([CH3:16])[N:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=1.[C:21](=[O:24])([O-])[O-].[K+].[K+]>S1(CCCC1)(=O)=O.CCCCC.C(OCC)(=O)C.C(OC(C)C)(C)C>[CH3:16][N:15]1[C:11]([O:10][C:2]2[CH:7]=[C:6]([O:10][C:11]3[N:15]([CH3:16])[N:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=3)[CH:5]=[C:4]([O:24][C:21]3[N:15]([CH3:11])[N:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=3)[N:3]=2)=[CH:12][C:13]([C:17]([F:20])([F:19])[F:18])=[N:14]1

参与物

7

反应物 3

HCID 11430碳酸钾HCID 27832892,4,6-三氟吡啶HCID 178481859HCID 178481859，化合物

产物 1

HCID 158696782,4,6-Tris(1-methyl-3-trifluoromethylpyrazol-5-yloxy)pyridine收率 93%

试剂、催化剂与溶剂 3

HCID 7914异丙醚溶剂HCID 31347环丁砜溶剂HCID 22335286Ethyl acetate pentane溶剂

反应条件

温度
80 °C

实验过程

A mixture of 4.8 g (36 mmol) 2,4,6-trifluoropyridine, 19.8 g (119 mmol) 5-hydroxy-1-methyl-3-trifluoromethylpyrazole and 18.1 g (131 mmol) potassium carbonate in 25 ml anhydrous sulfolane is stirred and heated to 80° C. over a period of 3 days. After cooling, the mixture is diluted with pentane/ethyl acetate (by volume ration 1/1) and filtered through a bed of silica gel. The filtrate is washed 10 times with water and the organic layer is dried over magnesium sulfate. After removal of the solvents, the residue is washed with isopropyl ether and 19.1 g (93% yield) colorless crystals of melting point 130° C. are obtained.

后处理

  1. temperatureAfter cooling
  2. filtrationfiltered through a bed of silica gel
  3. washThe filtrate is washed 10 times with water
  4. dry with materialthe organic layer is dried over magnesium sulfate
  5. customAfter removal of the solvents

来源与证据

ORD记录
ord-fe12c4b6675946fe8455049849d267c1
来源数据集
uspto-grants-2005_02
专利号
US06852673B2

关联笔记

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