Dimethylformamide → HCID 58529701, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 5-(2-benzyl-2H-indazol-6-yl)-7-piperidin-4-ylpyrrolo[2,1-f][1,2,4]triazin-4-amine (100 mg, 0.24 mmol) in DMF (1.5 mL) was added 2-chloro-N,N-dimethylacetamide (32 mg, 0.26 mmol) and N,N-diisopropylethylamine (123 μL, 0.71 mmol). The reaction was stirred at 60° C. for 17 h. The crude mixture was purified via ISCO® chromatography using 9:1 CH2Cl2 to afford 23 mg (19%) of the desired product. 1H NMR (400 MHz, DMSO-d6) δ 8.54 (s, 1 H), 7.89 (s, 1 H), 7.78 (d, 1 H), 7.57 (s, 1 H), 7.25-7.45 (m, 5 H), 7.09-7.19 (m, 1 H), 6.63 (s, 1 H), 5.65 (s, 2 H), 3.34-3.52 (m, 2 H), 2.97-3.16 (m, 6H), 2.72-2.91 (m, 4 H), 2.09-2.43 (m, 2 H), 1.85-2.06 (m, 1 H), 1.44-1.89 (m, 2 H); ES-MS m/z 509.30 HPLC RT (min) 2.42.

Provenance & Evidence