As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 139022-25-6, name is Imidazo[1,2-a]pyridine-6-carboxylic acid, molecular formula is C8H6N2O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Quality Control of Imidazo[1,2-a]pyridine-6-carboxylic acid
To a solution of imidazo[1,2-a]pyridine-6-carboxylic acid (87mg, 0.54mmol) and C-(5-(3-fluorophenoxy)thiophen-2-yl)methylamine (120mg, 0.54mmol) in N,N-dimethylformamide (5mL) were added benzotriazol-1-yl-tris(dimethylamino)phosphonium hexafluorophosphate (240mg, 0.54mmol) and triethylamine(0.15mL, 1.08mmol), and the solution was stirred for 40 minutes at 80C. Water and ethyl acetate were added to the reaction mixture for extraction, and the organic layer was washed twice with water. Silica gel was added to the organic layer, solvent was evaporated in vacuo for adsorption, purification was carried out by silica gel column chromatography (hexane : ethyl acetate = 1 : 1, then ethyl acetate), and the title compound (90mg, 0.25mmol, 45.4%) was obtained as a light brown oil. 1H-NMR Spectrum (DMSO-d6) delta(ppm): 4.55 (2H, d, J=5.6Hz), 6.58 (1H, d, J=4.0Hz), 6.83 (1H, d, J=4.0Hz), 6.90-7.00 (3H, m), 7.40 (1H, ddd, J=8.0, 8.0, 8.0Hz), 7.57-7.66 (3H, m), 8.04 (1 H, s), 9.12 (1 H, d, J=0.8Hz), 9.20 (1 H, t, J=5.6Hz).
With the rapid development of chemical substances, we look forward to future research findings about 139022-25-6.
Reference:
Patent; Eisai Co., Ltd.; EP1669348; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem