HCID 53257946, compound → HCID 178490141, compound

Participants

Reaction Steps

4-{4-[4-(3-bromo-1H-pyrazolo[3,4-d]pyrimidin-4-yl)piperazin-1-yl]-6-methoxy-2-naphthyl}-N-[2-(3-methoxyphenyl)ethyl]pyrimidin-2-amine was synthesized according to General Procedure E except N-[2-(3-methoxyphenyl)ethyl]-4-(6-methoxy-4-piperazin-1-yl-2-naphthyl)pyrimidin-2-amine and 3-bromo-4-chloro-1H-pyrazolo[3,4-d]pyrimidine were used. 4-{4-[4-(3-bromo-1H-pyrazolo[3,4-d]pyrimidin-4-yl)piperazin-1-yl]-6-methoxy-2-naphthyl}-N-[2-(3-methoxyphenyl)ethyl]pyrimidin-2-amine 180 was isolated as a pale yellow solid. M.p.=200-203° C. 400 MHz 1H NMR (DMSO-d6) δ: 12.8 (br s, 1H), 8.36 (m, 3H), 8.04 (s, 1H), 7.94 (d, J=9 Hz, 1H), 7.74 (s, 1H), 7.24 (m, 3H), 6.91 (m, 2H), 6.72 (d, J=9.4 Hz, 1H), 6.19 (m, 1H), 4.25 (m, 4H), 4.01 (s, 3H), 3.81-3.76 (m, 5H), 3.41-3.39 (m, 4H), 3.00 (t, J=7.3 Hz, 2H); Experimental Elemental Analysis (0.26 equivalents of water)=59.04% C, 4.83% H, 18.00% N; Calculated Elemental Analysis 59.05% C, 4.88% H, 18.78% N; LCMS (m/z): 667 [M+H].

Provenance & Evidence