Hydrochloric Acid → HCID 69588557, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl 3-[2-(4-chlorophenyl)-1,3-thiazol-5-yl]-4-{2-[3-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl )propyl]-1,3-thiazol-4-yl}butanoate hydrochloride (Scheme 3, Step 2), (180 mg, 0.281 mmol) was dissolved in THF. Upon cooling to 0° C., 0.84 mL LiOH (1M) was added and allowed to stir at room temperature overnight. The reaction was acidified to pH=1 with HCl and concentrated in vacuo. The residue was purified via reverse phase HPLC to yield the title compound (239 mg, 78%). 1H NMR (DMSO-d6) δ1.77–1.87 (m, 2H), 2.02–2.12 (m, 2H), 2.61–2.82 (m, 6H), 2.95–3.18 (m, 4H), 3.39–3.45 (m, 2H), 3.85–3.95 (m, 1H), 6.55 (d, 1H), 7.18 (s, 1H), 7.48–7.54 (m, 2H), 7.56 (d, 1H), 7.62 (s, 1H), 7.80–7.85 (m, 2H).

Provenance & Evidence