Pyrazole → HCID 53932846, compound

Participants

Reaction Steps

1.00 Gram (2.44 mmol) of the 4-(2-fluoroethoxy)-5,8-dimethyl-6-(1-ethyl-5-hydroxypyrazol-4-yl)carbonylthiochroman-1,1-dioxide (corresponding to pyrazole derivative of the formula (Ia)) obtained in Preparation Example 1 was dissolved in 10 ml of dichloromethane. To this mixture solution was added a solution of 0.67 g (4.87 mmol) of potassium carbonate as a base in 10 ml of water. 0.42 Gram (2.93 mmol) of n-propanesulfonyl chloride (corresponding to compound of the formula (IV)) as a reaction reagent was added to the mixture, and 0.05 g (0.2 mmol) of benzyltriethylammonium chloride as a phase transfer catalyst was added. The mixture was allowed to react at room temperature for 2 hours, and then, further refluxed under heat for 2 hours. After the completion of the reaction, the reaction mixture was allowed to cool, and water and dichloromethane were added to separate the reaction mixture into two phases. The resultant organic layer was consecutively washed with distilled water, with a saturated sodium hydrogencarbonate and with a sodium chloride aqueous solution, dried over anhydrous sodium sulfate, concentrated and purified by flush column chromatography to give 0.79 g (yield 63%) of the subject end product.

Provenance & Evidence