Potassium Carbonate → HCID 22476595, compound

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Reaction Steps

[2-Hydroxy-2-(4-hydroxyphenyl)cyclopentyl][(methylethyl)sulfonyl]amine (650 mg, 2.17 mmol, prepared in example 47), bromoacetonitrile (292 mg, 1.1 eq), and potassium carbonate (360 mg, 1.2 eq) were combined with acetone (40 mL) and stirred overnight at room temperature under a nitrogen atmosphere. The solution was then filtered and the filtrate was concentrated under reduced vacuum to yield 694 mg as an oil. This two spot material was separated and purified via silica gel chromatography employing the Chromatotron® and using a 4000 micron rotor while eluting with a solvent of methylene chloride/ethyl acetate 9:1 to yield the intermediate title compound (390 mg, 54%) as a white foam (top spot by TLC). Ion Spray M.S. 337.2 (M*−1) Calculated for C16H22N2O4S: Theory: C, 56.79; H, 6.55; N, 8.28. Found: C, 56.51; H, 6.46; N, 8.24.

Provenance & Evidence