反应详情
EQUATION
反应方程式
REACTANTS
反应物
Diisopropylethylamine
C8H19N
Sodium Bicarbonate
CHNaO3
Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)
C10H15F6N6OP
1-[(4-Fluorophenyl)carbamoyl]cyclopropane-1-carboxylic acid
C11H10FNO3
未命名化合物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
To a solution of N-[6-(4-amino-3-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (150 mg, 0.46 mmol) in N,N-dimethylacetamide (3.0 mL) were added 1-[(4-fluorophenyl)carbamoyl]cyclopropanecarboxylic acid (170 mg, 0.689 mmol), HATU (262 mg, 0.689 mmol) and N,N-diisopropylethylamine (120 μL, 0.689 mmol), and the mixture was stirred at room temperature for 20 hr. Saturated aqueous sodium hydrogen carbonate was added to the reaction mixture, and the mixture was extracted with ethyl acetate/tetrahydrofuran. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (NH silica gel, ethyl acetate alone). The obtained powder was washed with hexane/ethyl acetate and collected by filtration to give the title compound (115 mg, 47%) as a white solid.
WORKUP
后处理
- extractionthe mixture was extracted with ethyl acetate/tetrahydrofuran
- washThe organic layer was washed with saturated brine
- dry with materialdried over anhydrous magnesium sulfate
- filtrationfiltered
- customThe solvent was evaporated under reduced pressure
- customthe residue was purified by silica gel column chromatography (NH silica gel, ethyl acetate alone)
- washThe obtained powder was washed with hexane/ethyl acetate
- filtrationcollected by filtration