Acetonitrile → HCID 86696491, compound

Participants

Reaction Steps

To 124 mg (0.20 mmol) of (S)-2-amino-1-(4-(3-bromoimidazo[1,2-b]pyridazin-6-yl)piperazin-1-yl)-4-methylpentan-1-one (di-TFA acid salt) in a microwaveable vial was added 51 mg (0.33 mmol) of the (2-methoxypyridin-3-yl)boronic acid, 110 mg (0.80 mmol) of K2CO3, 31 mg of PdCl2(dppf)2 3 mL of MeCN and 1.5 mL of water. This was microwaved for 0.5 hr at 140° C. It was then diluted with EtOAc, washed with brine, and the organic layer was dried over MgSO4 and concentrated. It was purified on by neutral PREP HPLC to obtain 51.6 mg (61%) of the desired product. 1H NMR (400 MHz, METHANOL-d4) δ ppm 0.98-1.10 (m, 6H) 1.60-1.84 (m, 3H) 3.48-3.60 (m, 2H) 3.62-3.81 (m, 5H) 3.94-4.02 (m, 1H) 4.05 (s, 3H) 4.48 (dd, J=9.47, 4.17 Hz, 1H) 7.13 (dd, J=7.45, 4.93 Hz, 1H) 7.27 (d, J=9.85 Hz, 1H) 7.88 (d, J=9.85 Hz, 1H) 8.01 (s, 1H) 8.17 (dd, J=5.05, 1.77 Hz, 1H) 8.51 (s, 2H) 8.66 (dd, J=7.58, 1.77 Hz, 1H).

Provenance & Evidence