反应 #165060

反应方程式

3-(1H-pyrazol-4-yl)-pyridin-2,6-diamine

sodium hydride

2-(4-chloromethyl-benzyloxy)-pyridine

→

title compound

收率 43.7%

3-(1-(4-(Pyridin-2-yloxymethyl)-benzyl)-1H-pyrazol-4-yl)-pyridin-2,6-diamine

收率 43.7%

溶剂

N,N-dimethylformamide

反应条件

后处理

1. 1
   workup.ADDITIONwas added
2. 2
   workup.STIRRINGstirred for 30 minutes at 60° C
3. 3
   其他The reaction mixture was partitioned into water and ethyl acetate at room temperature
4. 4
   洗涤The organic layer was washed with water and saturated aqueous sodium chloride
5. 5
   干燥dried over anhydrous magnesium sulfate
6. 6
   其他the solvent was evaporated under a reduced pressure
7. 7
   其他The residue was purified by NH silica gel column chromatography (ethyl acetate

实验过程

To a solution of 3-(1H-pyrazol-4-yl)-pyridin-2,6-diamine (25 mg, 0.14 mmol) described in Manufacturing Example 36-1-2 in N,N-dimethylformamide (3 mL) was added sodium hydride (8.6 mg, 0.22 mmol, 60% in oil) under nitrogen atmosphere on an ice bath (0° C.). Following 30 minutes of stirring at room temperature, 2-(4-chloromethyl-benzyloxy)-pyridine (43.4 mg, 0.19 mmol) described in Manufacturing Example 30-1-1 was added and stirred for 30 minutes at 60° C. The reaction mixture was partitioned into water and ethyl acetate at room temperature. The organic layer was washed with water and saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=2:1, then ethyl acetate only) to obtain the title compound (22.8 mg, 43%).

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