N,N-Dimethylpiperidin-4-amine → 1-((2-chloro-9-methyl-6-morpholino-9H-purin-8-yl)methyl)-N,N-dimethylpiperidin-4-amine

関与物質

反応手順

N,N-dimethylpiperidin-4-amine (0.41 g) was reacted with 4-(8-(bromomethyl)-2-chloro-9-methyl-9H-purin-6-yl)morpholine (1.0 g) via General Procedure C to yield 1-((2-chloro-9-methyl-6-morpholino-9H-purin-8-yl)methyl)-N,N-dimethylpiperidin-4-amine (0.52 g) as a white solid. This intermediate was reacted with 1-(phenylsulfonyl)-1H-indol-3-ylboronic acid via General Procedure B to give intermediate N,N-dimethyl-1-((9-methyl-6-morpholino-2-(1-(phenylsulfonyl)-1H-indol-3-yl)-9H-purin-8-yl)methyl)piperidin-4-amine. The intermediate was suspended in MeOH (3 mL) whereupon 3N KOH (0.3 mL) was added and the reaction mixture was heated at 50° C. for several hours until the protecting group was removed. Reverse phase purification gave 110. MS (Q1) 475.3 (M)+. 1H NMR (400 MHz, DMSO) δ 11.46 (s, 1H), 8.66-8.51 (m, 1H), 8.13 (d, 1H), 7.48-7.36 (m, 1H), 7.19-7.08 (m, 2H), 4.26 (s, 4H), 3.93 (d, 3H), 3.83-3.75 (m, 4H), 3.70 (s, 2H), 2.84 (d, 2H), 2.15 (s, 6H), 2.11-1.94 (m, 3H), 1.72 (d, 2H), 1.36 (q, 2H)

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