Azetidine hydrochloride → 3-(2-(Azetidin-1-yl)pyridin-4-yl)-4-(tetrahydro-2H-pyran-4-yloxy)-1H-pyrazolo[4,3-c]pyridine

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 azetidine hydrochloride to give the title compound (11.3 mg, 22% over two steps). LC-MS (Method G): m/z=352.1 [M+H]+; 3.24 min. 1H-NMR (400 MHz, DMSO): δ 13.72 (s, 1H), 8.17-8.11 (m, 1H), 7.91 (d, J=5.6, 1H), 7.29-7.22 (m, 1H), 7.17 (d, J=5.6, 1H), 6.93 (s, 1H), 5.56-5.46 (m, 1H), 4.09-3.95 (m, 4H), 3.85-3.75 (m, 2H), 3.58-3.48 (m, 2H), 2.41-2.31 (m, 2H), 2.11-2.01 (m, 2H), 1.77-1.63 (m, 2H).

Provenance & Evidence