N,N-Dimethylglycine → HCID 58529732, compound

Participants

Reaction Steps

A mixture 5-(2-phenyl-2H-indazol-6-yl)-7-piperidin-4-ylpyrrolo[2,1-f][1,2,4]triazin-4-amine (80 mg, 0.20 mmol), N,N-dimethylglycine (22 mg, 0.22 mmol), EDCl (41 mg, 022 mmol), HOBt (29 mg, 0.22 mmol), and N,N-diisopropylethylamine (102 μL, 0.59 mmol) in DMF (1 mL) was stirred at rt for 17 h. The residue was purified by preparative HPLC using a gradient elution from 15% to 45% acetonitrile in water followed by filtration through an acidic resin, washing with MeOH. The product was eluted with 2M NH3 in MeOH and the filtrate was concentrated to provide 22 mg (23%) of the desired product. 1H NMR (400 MHz, DMSO-d6) δ 9.16 (s, 1 H), 8.11 (d, 2 H), 7.93 (s, 1 H), 7.85 (d, 1 H), 7.69 (s, 1 H), 7.56-7.62 (m, 2 H), 7.45 (t, 1 H), 7.23 (dd, 1 H), 6.66 (s, 1 H), 4.31 (dd, 1 H), 3.36-3.51 (m, 1 H), 3.08-3.24 (m, 2 H), 3.01-3.06 (m, 1 H), 2.63-2.80 (m, 1 H), 2.18 (s, 6 H), 1.99-2.12 (s, 2 H), 1.44-1.77 (m, 1 H); ES-MS m/z 495.18 [M+H]+, HPLC RT (min) 2.13.

Provenance & Evidence