Hydrochloric Acid → 1-[5-[7-Bromo-2-(ethylcarbamoylamino)-1,3-benzothiazol-5-yl]pyrimidin-2-yl]-4-methyl-piperidine-4-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

1-{5-[7-Bromo-2-(3-ethyl-ureido)-benzothiazol-5-yl]-pyrimidin-2-yl}-4-methyl-piperidine-4-carboxylic acid ethyl ester (50 mg) was dissolved in THF (1 mL) and 1 M aq NaOH (1 mL) added. The mixture was heated to 70° C. overnight. LCMS showed approx 50% conversion to product. EtOH (0.5 mL) was added and heating continued for a further 6 h. The mixture was acidified to pH 3 with 1 M HCl (aq) and concentrated under reduced pressure. The mixture was suspended in ˜10% MeOH in DCM and filtered through a syringe filter. The filtrate was concentrated in vacuo to give the desired product as an off-white solid (16 mg) which was used in the next step with no further purification. m/z: 519/521 [M+H]+.

Provenance & Evidence