Hydrochloric Acid → HCID 58764280, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of tert-butyl (1R)-1-[4-(2-{2-cyclopentyl-5-[(5,7-dimethyl[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)methyl]-4-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl}ethyl)phenyl]ethylcarbamate (0.58 g, 0.98 mmol, example A(91)) in dioxane (2 mL) under argon was added 4 N HCl in dioxane (2 mL). The resulting solution was stirred at 25° C. for 30 minutes. The solvents were completely evaporated and the resultant white solid was recrystalized from ethyl acetate to give the product (0.40 g, 80%) as a white solid. 1H NMR (300 MHz, DMSO-d6): δ 1.56-1.77 (m, 11H), 2.14-2.18 (m, 2H), 2.57-2.86 (m, 10H), 3.77-3.94 (m, 2H), 4.40-4.43 (m, 1H), 6.6 (brs, 2H), 7.21 (s, 1H), 7.38 (d, J=7.9 Hz, 2H), 7.48 (d, J=7.9 Hz, 2H), 8.56 (s, 1H), 11.2 (s, 1H). Anal. Calcd. For C28H35N5O3. 1.0HCl. 1.0H2O: C, 63.74; H, 7.26; N, 13.27. Found: C, 63.60; H, 7.48; N, 13.20. ESIMS (MH+): 527.

Provenance & Evidence