N,N-Dimethylglycine → HCID 86691103, compound

Participants

Reaction Steps

To a solution of 2-(dimethylamino)acetic acid (54 mg, 0.55 mmol) and HATU (105 mg, 0.27 mmol) in DMSO (1 mL) was added triethylamine (0.063 ml, 0.46 mmol). After stirring for ˜15 min, the mixture was added to a flask containing 3-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}-5-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]pyridin-2-amine (example 80) (43 mg, 0.09 mmol. The mixture was stirred at room temperature for 18 hr. Additional portion of 2-(dimethylamino)acetic acid (28 mg), HATU (105 mg) and TEA (63 μL) were added and the mixture was stirred at RT for 2 hr. LCMS indicated the reaction complete. The mixture was diluted with MeOH and purified by reverse phase prep-HPLC. The desired fractions were lyophilized to give the title compound as an acetic acid salt (17 mg).

Provenance & Evidence