Hydrochloric Acid → HCID 58188021, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4′-methyl-5-(methylsulfonyl)biphenyl-3-carboxylic acid (37 mg, 0.12 mmol) in N,N-dimethylformamide (1 mL) were added (S)-2-(tert-butyldimethylsilyloxy)-1-(6-methylpyridin-3-yl)ethanamine (80 mg, 0.27 mmol), N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (120 mg, 0.32 mmol) and N,N-diisopropylethylamine (120 μL, 0.69 mmol). The reaction mixture was stirred for 16 hours at 25° C. LC-MS indicated the reaction was complete. To the reaction mixture were added MeOH (2 mL) and 12N aq. HCl (0.5 mL). The mixture was stirred at rt for 2 hrs and then concentrated in vacuo. The residue was purified by preparative HPLC (100×21.2 mm C18 column, MeCN-water[10 mM Et2NH]) to afford the final product as a light color solid.

Provenance & Evidence