With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6624-49-3,Isoquinoline-3-carboxylic acid,as a common compound, the synthetic route is as follows.
6624-49-3, Isoquinoline-3-carboxylic acid (500 mg, 2.89 mmol), glycine methyl ester hydrochloride (363 mg, 2.89 mmol, 1 eq), PyBOP (1.65 g, 3.18 mmol, 1.2 eq) and Et3N (400 mu, 2.89 mmol, 1 eq) were dissolved in the anhydrous DMF (10 mL) and stirred at room temperature for 24h. Upon completion of the reaction the DMF was evaporated in vacuo and the resultant residue was suspended in CH2CI2 (20 mL) and washed with H20 (2 x 10 mL). The organic phase was dried over MgS04, filtered and subjected to the column chromatography (eluent system: cHex/EtOAc). The obtained product was dissolved in a mixture of THF/H20 (1 : 1, 10 mL) and treated with LiOH H20 (600 mg, 14.45 mmol, 5 eq). The reaction was stirred at room temperature for 12h. The TFIF was evaporated in vacuo and the remaining aqueous solution was neutralized with cone. HCl. The precipitate was collected by filtration and dried in vacuo to yield the desired product (266 mg, 1.16 mmol, 40percent). 1H NMR (400 MHz, DMSO-i) delta = 9.42 (s, 1 H, H6), 9.14 (t, J=6.0 Hz, 1 H, H), 8.58 (si H, H5), 8.27 (d, J=8.0 Hz, 1 H, H3), 8.22 (d, J=8.0 Hz, 1 H, H4) 7.90 (ddd, J=8.0, 7.0, 1.0 Hz, 1 H, H2) 7.83 (ddd, J=8.0, 7.0, 1.0 Hz, 1 H, HI) 4.05 (d, J=6.0 Hz, 2 H, H7 , H7//)ppm. 13C NMR (101 MHz, DMSO-i) delta = 171.7, 164.9, 152.1, 143.8, 135.8, 131.9, 129.8, 129.7, 128.5, 128.3, 120.3, 41.6 ppm. Mp = 208-210 ¡ãC (223-224 ¡ãC)21. HRMS (ESI-TOF) calcd for Ci2Hi0N2NaO3 [M+Na+] : 253.0584, found: 253.0595, FT-IR vmax (neat): 3378, 1733, 1631, 1531, 1233, 766 cm”1.
The synthetic route of 6624-49-3 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; ISIS INNOVATION LIMITED; SCHOFIELD, Christopher Joseph; RYDZIK, Anna; MCDONOUGH, Michael; CHOWDHURY, Rasheduzzaman; WO2015/92412; (2015); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem