Hydrochloric Acid → HCID 131731429, compound

Participants

Reaction Steps

tert-butyl [7-{5-[2-(methoxymethyl)-2′-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}-3,4-dihydroisoquinolin-2(1H)-yl]acetate obtained from step 1 was dissolved in HCl in dioxane (4M, 10 mL), stirred at rt for 30 hours. Solvents were removed under vacuum, Et2O added and the solid residue filtered after which solid was triturated in hot CH3CN and filtered to give the title compound as a light green powder. 1H NMR (DMSO-d6) δ 8.32 (m, 1H), 8.17-8.15 (m, 1H), 8.04-8 (m, 2H), 7.49 (d, J=8.1 Hz, 1H), 7.42 (d, J=7.8 Hz, 1H), 7.36-7.27 (m, 3H), 7.15-7.13 (m, 1H), 4.60 (bs, 2H), 4.24-4.13 (m, 4H), 3.60 (bs, 2H), 3.25-3.22 (m, 5H), 2.03 (s, 3H). HPLC (Method A) Rt 4.47 min (Purity: 93.4%). LC/MS (method B): 470.3 (M+H)+.

Provenance & Evidence