Methylamine → 1-[2-(3,5-Dimethyl-phenyl)-acetyl]-2-methyl-azetidine-2-carboxylic acid (4-chloro-benzyl)-methylcarbamoylmethyl-amide

Participants

Reaction Conditions

Reaction Steps

To a solution of ((4-chloro-benzyl)-{1-[2-(3,5-dimethyl-phenyl)-acetyl]-2-methyl-azetidine-2-carbonyl}-amino)-acetic acid, compound 49 (1 eq.) in DMF were added methylamine (33% w/w in EtOH) (1 eq.), TEA (1 eq.) and TBTU (1 eq.). The reaction was stirred at 20° C. for 15 h. The reaction was carried on with addition of methylamine (33% w/w in EtOH), TEA (1 eq.) and TBTU (1 eq.), then stirring at 20° C. for 15 h. The crude was concentrated under reduced pressure then partitioned between water and EtOAc. The organic layer was washed twice with water, dried over MgSO4, filtered and concentrated under reduced pressure. The crude was purified by preparative LCMS to afford 1-[2-(3,5-dimethyl-phenyl)-acetyl]-2-methyl-azetidine-2-carboxylic acid (4-chloro-benzyl)-methylcarbamoylmethyl-amide.

Provenance & Evidence