tert-Butyl [1-(methylsulfonyl)piperidin-4-yl]methylcarbamate synthesis

Yield:-

Reaction Conditions:

with N-ethyl-N,N-diisopropylamine in dichloromethane at 0 - 20;

Steps:

12

Compound 12: To a solution of 2.0 g (9.3 mmol) of compound 11 in 10 mL of dichloromethane was added 2.4 mL of Hunig's base (1.5 eq) followed by 3.5 mL of methanesulfonyl chloride (excess) at 0° C. The reaction mixture was warmed to room temperature and stirred overnight. The mixture was passed through a small pad of silica gel and the solvent was removed in vacuo to give 1 g of residue which was deprotected using 2 mL of trifluoroacetic acid in 4 mL of dichloromethane to afford 1.36 g of compound 12 as its TFA salt. Calcd m/z for C₇H₁₆N₅O₂S H⁺=193.1; found m/z=193.1.

References:

US2005/85488,2005,A1 Location in patent:Page/Page column 17