Benzyl chloroformate → HCID 54577790, compound

Participants

Reaction Steps

To a microwave vial was added 2-[2-oxo-3-(piperidin-4-ylmethyl)-2,3-dihydro-1,3-benzothiazol-6-yl]benzonitrile (11-3) (HCl salt) (0.025 g, 0.065 mmol), dissolved in 3 mL of anhydrous 1,4 Dioxane, then added DIPEA (0.034 mL, 0.194 mmol), followed by benzyl chloridocarbonate (0.014 mL, 0.097 mmol). The reaction mixture was then stirred at room temperature for 1 hour. The crude reaction mixture was then diluted with methanol, filtered and concentrated. Purification of crude reaction mixture by reverse phase chromatography (Waters Sunfire MSC18, 10% acetonitrile/0.1% trifluoroacetic acid/water→100% acetonitrile/0.1% trifluoroacetic acid/water) gave benzyl 4-{[6-(2-cyanophenyl)-2-oxo-1,3-benzothiazol-3(2H)-yl]methyl}piperidine-1-carboxylate (12-1) as waxy solid. HRMS (M+H)+: observed=484.1700, calculated=484.1689.

Provenance & Evidence