Salicylaldehyde → HCID 57964972, compound

Participants

Reaction Steps

2-{4-[4-(4-Methanesulfonyl-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidin-1-ylmethyl}-phenol was prepared according to General Procedure H by the reaction of 4-(4-methanesulfonyl-phenoxy)-1-piperidin-4-yl-1H-pyrazolo[3,4-d]pyrimidine trifluoroacetate salt (Intermediate 27) with salicylaldehyde (available from Aldrich Chemical Company, Inc., Milwaukee, Wis., USA), triethylamine, and sodium triacetoxyborohydride in 1,2-dichloroethane. 1H NMR (400 MHz, DMSO-d6) δ 1.95-2.03 (m, 2H), 2.19-2.28 (m, 4H), 2.32-2.38 (m, 2H), 2.98-3.06 (m, 2H), 3.30 (methyl sulfonyl and water peak), 3.71 (s, 2H), 4.84-4.89 (m, 1H), 6.75-6.79 (m, 2H), 7.08-7.14 (m, 2H), 7.63-7.65 (m, 2H), 8.04-8.07 (m, 2H), 8.40 (s, 1H), 8.56 (s, 1H). Mass spectrum MH+=480.

Provenance & Evidence