p-Hydroxybenzenesulfonamide → 4-[4-(4-Sulfamoyl-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester

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Reaction Steps

4-[4-(4-Sulfamoyl-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester was prepared according to General Procedure B by the reaction of 4-(4-chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester (Intermediate 19) with 4-hydroxybenzenesulfonamide (available from TCI America, Portland, Oreg., USA) in dimethylformamide. 1H NMR (400 MHz, DMSO-d6) δ 1.43 (s, 9H), 1.94-2.06 (m, 4H), 2.94-3.04 (m, 2H), 4.02-4.10 (m, 2H), 4.98-5.04 (m, 1H), 7.45 (s, 2H), 7.53-7.55 (m, 2H), 7.93-7.95 (m, 2H), 8.34 (s, 1H), 8.55 (s, 1H). Mass spectrum MH+=475.

Provenance & Evidence