Reaction #156359

Reaction equation

6-[6-(1,4-Dioxa-8-aza-spiro[4.5]dec-8-yl)-imidazo[1,2-b]pyridazin-3-yl methyl]-quinoline

HCl

→

title compound

1-(3-Quinolin-6-ylmethyl-imidazo[1,2-b]pyridazin-6-yl)-piperidin-4-one

Solvents

THF

Conditions

Workup

1. 1
   workup.WAITat 40° C. for 3 h
2. 2
   OtherA basic work up (KHCO3) followed by a crystallization in Et2O/isopropanol

Procedure

6-[6-(1,4-Dioxa-8-aza-spiro[4.5]dec-8-yl)-imidazo[1,2-b]pyridazin-3-yl methyl]-quinoline (Example 110, 132 mg, 0.329 mmol) was dissolved in THF (493 μL). A 2 M HCl solution (493 μL) was then added and the RM was stirred at rt for 22 h and then at 40° C. for 3 h. A basic work up (KHCO3) followed by a crystallization in Et2O/isopropanol afforded the title compound as white crystals (tR 1.33/1.48 min (conditions 6), MH+=358.1, 1H-NMR in DMSO-d6: 8.84 (m, 1H); 8.29 (m, 1H); 7.90 (m, 3H); 7.72 (m, 1H); 7.49 (m, 2H); 7.22 (d, 1H); 4.42 (s, 2H); 3.85 (m, 4H); 2.35 (m, 4H)).

Source