Hydrochloric Acid → Ammonium Hydroxide

Participants

Reaction Conditions

Reaction Steps

Into a stirred solution of 1-(1-(4-(1-tert-butyloxycarbonyl-4-piperidinyloxy)-2-(2,2,2-trifluoroethoxy)phenyl-acetyl)piperidin-4-yl)-5-fluoro-4H-3,1-benzoxazin-2(1H)-one (0.35 g, 0.53 mmol) from Step 4 above in EtOAc (125 mL) at 0° C. was bubbled HCl gas for 15 min. The resulting suspension was stirred at 0° C. for 45 min. Excess HCl was removed by bubbling argon though the mixture for 15 min. Ether (125 mL) was added and the cold suspension was filtered. The solids were washed with additional ether and then dried under reduced pressure for 18 h to give the hydrochloride salt of of 1-(1-(4-(4-piperidinyloxy)-2-(2,2,2-trifluoroethoxy)phenylacetyl)-piperidin-4-yl)-5-fluoro-4H-3,1-benzoxazin-2(1H)-one as an amorphous white powder (HPLC retention time=7.4 min (method A); TLC Rf =0.15 (95:5:0.5 CH2Cl2 : MeOH:NH4OH)).

Provenance & Evidence