Acetyl chloride → HCID 20813989, compound

Participants

Reaction Steps

To a cooled (0° C.) solution of [2-[2,4-dioxo-3-(2,2,2-trifluoro-ethyl)-3,4-dihydro-2H-quinazolin-1-ylmethyl]-1-(4-fluoro-butyl)-1H-benzoimidazol-5-ylmethyl]-carbamic acid tert-butyl ester (51 mg, 0.088 mmol) in DCM (2 mL) was added TFA (204 μL, 2.65 mmol). The solution was allowed to reach room temperature and stirred for 6 hrs. The volatiles were removed in vacuo and the residue was stripped with methanol. The TFA salt was dissolved in methanol followed by the addition of acetyl cloride (63 μL, 0.88 mmol) and concentrated. This procedure was repeated once. The product was dissolve in methanol and DCM then concenrated (twice). The remaining solid was triturated in diethyl ether to give 1-[5-Aminomethyl-1-(4-fluoro-butyl)-1H-benzoimidazol-2-ylmethyl]-3-(2,2,2-trifluoro-ethyl)-1H-quinazoline-2,4-dione; HCl salt (45 mg, 100%) as a white solid.

Provenance & Evidence