反应详情

A mixture of 9-bromo-10-fluoro-2,5-diazatetracyclo[11.1.1.0[2,6].0[7,12]]pentadeca-3,5,7,9,11-pentaene-4-carboxamide and 9-bromo-10-fluoro-3-N-methyl-2,5-diazatetracyclo[11.1.1.0[2,6].0[7,12]]pentadeca-3,5,7,9,11-pentaene-3,4-dicarboxamide (125 mg) was reacted with 2-methylbut-3-yne-1,2-diol similar to as described in Procedure E to afford 25.2 mg of (±) 9-(3,4-dihydroxy-3-methylbut-1-yn-1-yl)-10-fluoro-3-N-methyl-2,5-diazatetracyclo[11.1.1.0[2,6].0[7,12]]pentadeca-3,5,7,9,11-pentaene-3,4-dicarboxamide [MS (Q1) 413 (M)+, 1H NMR (400 MHz, DMSO) δ 10.56 (q, J=4.6 Hz, 1H), 8.83 (d, J=7.5 Hz, 1H), 8.24 (s, 1H), 7.75 (s, 1H), 7.29 (d, J=10.0 Hz, 1H), 6.16-6.02 (m, 1H), 5.43 (s, 1H), 4.99 (t, J=6.1 Hz, 1H), 3.74-3.60 (m, 1H), 3.54-3.37 (m, 2H), 3.20-3.02 (m, 2H), 2.78 (d, J=4.5 Hz, 3H), 1.76-1.62 (m, 2H), 1.44 (s, 3H)] and 14.3 mg of (±) 9-(3,4-dihydroxy-3-methylbut-1-yn-1-yl)-10-fluoro-2,5 diazatetracyclo[11.1.1.0[2,6].0[7,12]]pentadeca-3,5,7,9,11-pentaene-4-carboxamide [MS (Q1) 356 (M)+. 1H NMR (400 MHz, DMSO) δ 8.65 (d, J=7.6 Hz, 1H), 7.82 (s, 1H), 7.51 (s, 1H), 7.27 (d, J=10.2 Hz, 1H), 7.09 (s, 1H), 5.45 (s, 1H), 5.01 (s, 1H), 4.91 (q, J=10.6, 1H), 3.75-3.67 (m, 1H), 3.44 (q, J=10.6 Hz, 2H), 3.14-3.03 (m, 2H), 1.68 (d, J=12.2 Hz, 2H), 1.43 (s, 3H).] following reverse phase hplc purification.