Linezolid Impurity 23 HCl synthesis

Yield:1429334-07-5 14.3 g

Reaction Conditions:

with hydrogenchloride in methanol at 20; for 1 h;

Steps:

39.I Step.I: Preparation of (l S)-2-amino-l-(chloromethyl)ethylacetate.hydrochloride

(l S)-2[(tert-butyloxy carbonyl) amino]- l -(chloromethyl) ethyl acetate (prepared as in US,6,998,420B2) (25.15g) added 150 ml of methanolic hydrochloride (having assay 8-12%) and stirred for 1 hr at ambient temperature and distill-off the solvent completely and added 50 ml of DCM and then stirred for about 30 min at 25°C and the product isolated by the Alteration. (Yield = 14.3g, 77% of the theory).

References:

WO2013/46211,2013,A1 Location in patent:Page/Page column 74; 75