Piperidine → HCID 11440631, compound

Participants

Reaction Steps

A solution of 3-(8-amino-2-furan-2-yl-[1,2,4]triazolo[1,5-a]pyrazin-6-yl)-benzoic acid (20.mg, 0.063 mmol; see Example 5 above), HATU (30 mg, 0.095 mmol), piperdine (0.125 mmol), and diisopropylethylamine (11 μL, 0.063 mmol) in DMF (200 μL) was stirred at room temperature for 30 minutes. The solvent was removed, and the residue was purified by HPLC (C18, H2O:MeCN gradient) to afford the product as a white solid (15 mg, 62%). 1H NMR (300 MHz, DMSO-d6) δ 1.56 (br. s, 6H),3.35 (br. s,2H), 3.65 (br. s, 2H), 6.76 (dd, J=3.4, 1.7 Hz, 1H), 7.18 (dd, J=3.4, 0.8 Hz, 1H), 7.4 (br. dt, J=7.6, 1.4 Hz, 1H), 7.56 (t, J=7.6 Hz, 1H), 7.63 (br. s, 2H), 7.96 (dd, J=1.7, 0.8 Hz, 1H), 8.11 (br. s, 1H), 8.14 (dt, J=7.5, 1.5 Hz, 1H),8.9 (s, 1H).

Provenance & Evidence