Hydrochloric Acid → HCID 86647256, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (7-fluoro-8-methyl-3-trimethylsilanylethynyl-quinolin-6-yloxy)-methylsulfanyl-acetic acid ethyl ester (3.35 g, 90% purity) from Step 7 in THF (100 ml), a 0.5 M aq NaOH soln (19.5 ml) was slowly added at 0° C. The light yellow mixture was stirred during 2 hrs at 0-10° C., then 2M HCl soln was added (pH 1). The mixture was extracted with ethyl acetate (2×). The combined organic layers were washed with brine, dried over sodium sulphate anhydrous, filtered and concentrated under reduced pressure yielding (3-ethynyl-7-fluoro-8-methyl-quinolin-6-yloxy)-methylsulfanyl-acetic acid which was used as such for the next step. 1H NMR (DMSO-d6) δ ppm: 13.60 (1H, br s); 8.85 (1H, d); 8.40 (1H, d); 7.560 (1H, d); 6.11 (1H, s); 4.50 (1H, s); 2.59 (3H, d); 2.17 (3H, s).

Provenance & Evidence