Acetic Acid → HCID 44177562, compound

Participants

Reaction Steps

A mixture of 3-Amino-5-[7-(3-morpholin-4-ylmethyl-phenyl)-imidazo[1,2-a]pyridin-3-yl]-benzamide (90 mg), AcOH (29 μL, 0.5 mmol), 1-hydroxybenzotriazole (68 mg, 0.5 mmol) and N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (96 mg, 0.5 mmol) in dry DMF (2 ml) was stirred at RT under N2 for 24 h. The mixture was partitioned between CH2Cl2/H2O. The layers were separated and the aqueous layer was loaded on to a SCX cartridge. This was washed with MeOH, then 2M NH3-MeOH. The NH3-MeOH fraction was evaporated and the residue was purified by preparative HPLC to give the title compound (40 mg, solid). 1H NMR (400 MHz, DMSO-d6): 10.26 (1H, s), 8.68 (1H, d), 8.12 (1H, s), 8.07 (2H, brs), 7.99 (1H, s), 7.87 (1H, s), 7.83 (1H, s), 7.81-7.72 (2H, m), 7.54-7.43 (2H, m), 7.43-7.34 (2H, m), 3.66-3.54 (6H, m), 2.47-2.36 (4H, m), 2.11 (3H, s).

Provenance & Evidence