N,N-Dimethylglycine → HCID 58529388, compound

Participants

Reaction Steps

A mixture of 5-(2-benzyl-2H-indazol-6-yl)-7-[(3S)-piperidin-3-yl]pyrrolo[2,1-f][1,2,4]triazin-4-amine (95 mg, 0.22 mmol), N,N-dimethylglycine (28 mg, 0.27 mmol), EDCl (47 mg, 0.25 mmol), HOBt (33 mg, 0.25 mmol), and N,N-diisopropylethylamine (117 μL, 0.67 mmol) in DMF (2 mL) was stirred at rt for 16 h. The crude reaction mixture was purified via 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 MOON and the filtrate was concentrated to provide 35 mg (27%) of the desired product. 1H NMR (400 MHz, DMSO-d6) δ 8.55 (s, 1 H), 7.92 (d, 1 H), 7.80 (d, 1 H), 7.59 (s, 1 H), 7.27-7.39 (m, 5 H), 7.14 (d, 1 H), 6.61-6.67 (m, 1 H), 5.65 (s, 2 H); 3.95-4.94 (m, 2 H), 2.62-3.32 (m, 5 H), 2.05-2.23 (m, 7 H), 1.70-1.91 (m, 2 H), 1.40-1.64 (m, 1 H); ES-MS m/z 509.18 [M+H]+, HPLC RT (min) 2.23.

Provenance & Evidence