Sodium Methoxide → 7-Bromo-2-methoxymethylimidazo[1,2-a]pyridine

To a solution of 81 mg (0.33 mmol) of 7-bromo-2-chloromethylimidazo[1,2-a]pyridine, prepared according to the protocol described in step 8.3, in 3 mL of anhydrous methanol, stirred at room temperature under an inert atmosphere, are added 35 mg (0.99 mmol) of sodium methoxide. The reaction mixture is stirred at 100° C. for 4 hours. After this time, the reaction medium, cooled to room temperature, is concentrated under reduced pressure, diluted with 10 mL of chloroform and then washed with 10 mL of saturated aqueous NaCl solution. The crude reaction product obtained after evaporating off the solvent under reduced pressure is purified by chromatography on a column of silica gel, eluting with a mixture of dichloromethane and methanol. 27 mg of the expected product are thus obtained.

1. stirringThe reaction mixture is stirred at 100° C. for 4 hours
2. temperatureAfter this time, the reaction medium, cooled to room temperature
3. concentrationis concentrated under reduced pressure
4. additiondiluted with 10 mL of chloroform
5. washwashed with 10 mL of saturated aqueous NaCl solution
6. customThe crude reaction product
7. customobtained
8. customafter evaporating off the solvent under reduced pressure
9. customis purified by chromatography on a column of silica gel
10. washeluting with a mixture of dichloromethane and methanol

ORD record

ord-c40d237243de4f9cac7b1f86d590f0ca

Source dataset

uspto-grants-2013_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08394820B2