Methanesulfonyl chloride → HCID 68595646, compound

Participants

Reaction Steps

To a solution of 4-(3,5-dimethyl-1H-pyrazol-4-ylmethyl)-3′-(4-fluorophenyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl (0.250 g, 0.7 mmol, 1 eq) add methanesulfonyl chloride (63 μL, 0.8 mmol) followed by pyridine (2 mL). Stir at room temperature for 3 hr. then add a further portion of methanesulfonyl chloride (100 μL, 1.4 mmol, 2 eq). Stir for 2 hr. at room temperature then add yet a further portion of methanesulfonyl chloride (63 μL, 0.8 mmol, 1.2 eq) and then stir at room temperature overnight. Add water (10 mL) and ethyl acetate (10 mL), separate and extract the aqueous layer twice with ethyl acetate (10 mL), dry the combined organic extracts (magnesium sulfate), concentrate and purify (silica gel chromatography, eluting with a gradient of 0:100 to 10:90 methanol:DCM), to give the title compound (207 mg, 66%). MS (ES): m/z=445.1 [M+H]+.

Provenance & Evidence