Reaktion #165048

Reaktionsgleichung

3-(1H-pyrazol-4-yl)-pyridin-2-ylamine

sodium hydride

1-Butoxymethyl-4-chloromethyl-benzene

→

title compound

Ausbeute 78.0%

3-(1-(4-Butoxymethyl-benzyl)-1H-pyrazol-4-yl)-pyridin-2-ylamine

Ausbeute 78.0%

Lösungsmittel

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added to the reaction mixture at room temperature
2. 2
   workup.STIRRINGstirred for 1.5 hours at 40° C
3. 3
   TemperaturThe reaction mixture was cooled
4. 4
   Sonstigepartitioned into water and ethyl acetate
5. 5
   WaschenThe organic layer was washed with saturated aqueous sodium chloride
6. 6
   Sonstigethe solvent was evaporated under a reduced pressure
7. 7
   SonstigeThe residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=2:1)

Vorschrift

To a mixture of 3-(1H-pyrazol-4-yl)-pyridin-2-ylamine (20 mg, 0.13 mmol) described in Manufacturing Example 32-1-4 and N,N-dimethylformamide (1 mL) was added sodium hydride (6.8 mg, 0.19 mmol, 66% in oil), which was stirred for 30 minutes at room temperature. 1-Butoxymethyl-4-chloromethyl-benzene (29 mg, 0.14 mmol) described in Manufacturing Example 33-1-4 was added to the reaction mixture at room temperature, and stirred for 1.5 hours at 40° C. The reaction mixture was cooled and partitioned into water and ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, and the solvent was evaporated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=2:1) to obtain the title compound (33 mg, 78%).

Quelle