Hydrochloric Acid → HCID 86659014, compound

Participants

Reaction Steps

To a solution of 1-{[3-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-yl)-2-ethylphenyl]methyl}-3-azetidinecarboxylic acid (18.95 g) in THF (700 mL), water (190 mL) and acetonitrile (50 mL) was added methanolic hydrogen chloride (44.2 mL, 1.0 M). A clear solution was obtained and stirred for 30 min at rt. The solution was concentrated under the reduced pressure then dried in vacuum at 50° C. to give 3-carboxy-1-(3-(5-(3-chloro-4-isopropoxyphenyl)-1,3,4-thiadiazol-2-yl)-2-ethylbenzyl)azetidin-1-ium chloride (Example 4C, 20.3 g) as white solid. δH (DMSO-d6, 400 MHz): 1.09 (3H, t), 1.35 (6H, d), 2.92 (2H, q), 3.68 (1H, m), 4.26 (4H, m), 4.59 (2H, br. s.), 4.84 (1H, dt), 7.38 (1H, d), 7.47 (1H, m), 7.65 (1H, d), 7.73 (1H, br. s.), 7.96 (1H, dd), 8.10 (1H, d), 11.33 (1H, br. s.), 13.13 (1H, br. s.).

Provenance & Evidence