Reaction #1564580

Reaction equation

6-Bromoindazole

potassium hydroxide

methyl iodide

→

6-bromo-1-methylindazole

Solvents

methanol

diethyl ether

Conditions

Workup

1. 1
   Temperaturethe mixture was refluxed for 2.5 h
2. 2
   TemperatureThe reaction was cooled
3. 3
   Washwashed with water, brine
4. 4
   Otherdried
5. 5
   Concentrationconcentrated
6. 6
   OtherThe product 6-bromo-1-methylindazole (160 mg) was separated from its isomer by Combiflash

Procedure

6-Bromoindazole (400 mg) was dissolved in methanol (10 mL). To this solution, potassium hydroxide (450 mg) was added followed by methyl iodide (0.50 mL) and the mixture was refluxed for 2.5 h. The reaction was cooled, diluted with diethyl ether, washed with water, brine, dried and concentrated. The product 6-bromo-1-methylindazole (160 mg) was separated from its isomer by Combiflash.

Source