Methanesulfonyl chloride → HCID 58529319, compound

Participants

Reaction Steps

To a solution 7-(azetidin-3-ylmethyl)-5-(2-benzyl-2H-indazol-6-yl)pyrrolo[2,1-f][1,2,4]triazin-4-amine hydrochloride (100 mg, 0.22 mmol) in DMF (1.5 mL) was added methanesulfonyl chloride (19 μL, 0.25 mmol) and N,N-diisopropylethylamine (117 μL, 0.67 mmol). The reaction was stirred at rt for 17 h. The crude mixture 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 19 mg (17%) of the desired product. 1H NMR (400 MHz, DMSO-da) δ 8.54 (s, 1 H), 7.90 (s, 1 H), 7.79 (d, 1 H), 7.58 (s, 1 H), 7.25-7.37 (m, 5 H), 7.13 (dd, 1 H), 6.66 (s, 1 H), 5.64 (s, 2 H), 3.97 (t, 2 H), 3.69 (dd, 2 H), 3.14-3.19 (m, 2 H), 2.97-3.98 (m, 1 H), 2.96 (s, 3 H); ES-MS m/z 5488.38 [M+H]+, HPLC RT (min) 2.98.

Provenance & Evidence