3-Oxa-8-azabicyclo(3.2.1)octane hydrochloride → 8-(4-(4-(Tetrahydro-2H-pyran-4-yloxy)-1H-pyrazolo[4,3-c]pyridin-3-yl)pyridin-2-yl)-3-oxa-8-azabicyclo[3.2.1]octane

Participants

Reaction Steps

Prepared according to the procedure described in Example 111, by reacting 3-(2-chloropyridin-4-yl)-4-(tetrahydro-2H-pyran-4-yloxy)-1-trityl-1H-pyrazolo[4,3-c]pyridine with 3-oxa-8-azabicyclo[3.2.1]octane hydrochloride for 100 minutes in Step 1 to give the title compound (14.2 mg, 24% over two steps). LC-MS (Method G): m/z=408.1 [M+H]+; 3.32 min. 1H-NMR (400 MHz, DMSO): δ 13.40 (s, 1H), 8.19 (d, J=4.3, 1H), 7.90 (d, J=5.7, 1H), 7.28 (s, 1H), 7.24-7.13 (m, 2H), 5.54-5.45 (m, 1H), 4.51 (s, 2H), 3.86-3.73 (m, 2H), 3.70 (d, J=10.6, 2H), 3.59-3.46 (m, 4H), 2.13-2.01 (m, 2H), 2.01-1.93 (m, J=6.9, 2H), 1.93-1.84 (m, 2H), 1.76-1.60 (m, 2H).

Provenance & Evidence