Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 63237-88-7, name is Pyrazolo[1,5-a]pyridine-2-carboxylic acid. A new synthetic method of this compound is introduced below., category: pyridine-derivatives
Example 71N-((ls,4s)-4-(2-(4′-(((3S,5R)-3,5-dimethylpiperazin-l-yl)methyl)biphenyl-3-yloxy)-5- fluoronicotinamido)cyclohexyl)pyrazolo [ 1 ,5-a] pyridine-2-carboxamide HATU (0.069 g, 0.18 mmol) was added in one portion to N-((ls,4s)-4-aminocyclohexyl)-2- (4′-(((3 S ,5R)-3 ,5 -dimethylpiperazin- 1 -yl)methyl)biphenyl-3 -yloxy)-5 -fluoronicotinamide (0.08 g, 0.15 mmol), pyrazolo[l,5-a]pyridine-2-carboxylic acid (0.024 g, 0.15 mmol) and DIPEA (0.079 niL, 0.45 mmol) in acetonitrile (1 mL) at 250C under nitrogen. The resulting solution was stirred at 25 0C for 10 min. The reaction mixture was concentrated and diluted with EtOAc, and washed sequentially with saturated NaHCO3, saturated brine and water. The organic layer was dried over MgSO4, filtered and evaporated to afford crude product. The crude product was purified by preparative HPLC on a Waters X-Bridge column using a 95- 5% gradient of aqueous 0.1% TFA in acetonitrile as eluent. The fractions containing the desired compound were evaporated to dryness to afford the title compound as a white solid. Yield: 70 mg1H NMR (400 MHz, DMSO) delta 8.61 (d, J= 11.5 Hz, IH), 8.35 (d, J= 6.9 Hz, IH), 8.26 (d, J= 2.8 Hz, IH), 8.07 (dd, J= 3.1, 7.3 Hz, IH), 7.78 – 7.65 (m, 4H), 7.53 – 7.50 (m, 3H), 7.36 (d, J= 7.7 Hz, 2H), 7.30 (t, J= 7.7 Hz, IH), 7.23 – 7.21 (m, IH), 7.02 (t, J= 6.9 Hz, IH), 6.98 (s,
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Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/144494; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem