Bromomethylcyclopropane → 3-(1-(Cyclopropylmethyl)-1H-pyrazol-4-yl)-4-(tetrahydro-2H-pyran-4-yloxy)-1H-pyrazolo[4,3-c]pyridine

Participants

Reaction Steps

Prepared by a procedure analogous to Example 86 using 3-iodo-4-(tetrahydro-2H-pyran-4-yloxy)-1-trityl-1H-pyrazolo[4,3-c]pyridine as starting material and by reacting 3-(1H-pyrazol-4-yl)-4-(tetrahydro-2H-pyran-4-yloxy)-1-trityl-1H-pyrazolo[4,3-c]pyridine with (bromomethyl)cyclopropane to give the title compound (45.5 mg, 71% over two steps). LC-MS (Method G): m/z=340.1 [M+H]+; 3.63 min. 1H-NMR (400 MHz, DMSO): δ 13.27 (s, 1H), 8.28 (s, 1H), 8.01 (s, 1H), 7.83 (d, J=5.9, 1H), 7.07 (d, J=6.0, 1H), 5.53-5.43 (m, 1H), 4.06 (d, J=7.0, 2H), 3.95-3.85 (m, 2H), 3.53 (t, J=10.3, 2H), 2.20-2.10 (m, 2H), 1.86-1.72 (m, 2H), 1.35-1.24 (m, 1H), 0.62-0.53 (m, 2H), 0.45-0.38 (m, 2H).

Provenance & Evidence