Reaction #41140

Reaction equation

5-chloro-1-methyl-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide

thiomorpholine

→

Methyl-5-thiomorpholin-4-yl-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide

Conditions

Workup

1. 1
   TemperatureHeating
2. 2
   Otherunder microwave irradiation
3. 3
   Otherprovided
4. 4
   Otherafter purification by reverse phase HPLC, 1-methyl-5-thiomorpholin-4-yl-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide (15 mg, 21%) as light brown powder

Procedure

Heating a mixture of 5-chloro-1-methyl-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide (Example 5, 60 mg; 0.20 mmol) and thiomorpholine (0.20 mL; 2.0 mmol) to 250° C. under microwave irradiation according to the procedure described in Example 14 provided after purification by reverse phase HPLC, 1-methyl-5-thiomorpholin-4-yl-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide (15 mg, 21%) as light brown powder. ES-HRMS m/e calcd for C19H29N4OS4 (M+H+) 361.2057, found 361.2053.

Source