Hydrochloric Acid → HCID 178485077, compound

Participants

Reaction Steps

To a solution of 2-cyano-1-(3-((S)-5-(2,5-difluorophenyl)-3-((S)-2-methoxypropanoyl)-2-phenyl-2,3-dihydro-1,3,4-thiadiazol-2-yl)propyl)-3-methylguanidine (Example 10; 130 mg, 0.26 mmol) in methanol (3 mL) was added HCl (0.65 mL of a 4 M solution in dioxane) and water (0.05 mL, 2.6 mmol). After stirring at room temperature for 16 hours, the mixture was concentrated under reduced pressure. The residue was triturated with ether to provide the product as a pale pink solid (135 mg, 94% yield). MS ESI (+) m/z 541 (M+Na) detected: 1H NMR (400 MHz, CD3OD) δ 7.66-7.61 (m, 1H), 7.49-7.46 (m, 2H), 7.42-7.37 (m, 2H), 7.34-7.28 (m, 3H), 4.79 (q, 1H, J=6.4 Hz), 3.53-3.43 (m, 2H), 3.36 (s, 3H), 3.30-3.20 (m, 1H), 2.95 (s, 3H), 2.67-2.55 (m, 1H), 2.23-2.11 (m, 1H), 1.75-1.63 (m, 1H), 1.43 (d, 3H, J=6.4 Hz).

Provenance & Evidence