With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.1970-81-6, name is [3,3′-Bipyridine]-5-carboxylic acid, molecular formula is C11H8N2O2, molecular weight is 200.19, as common compound, the synthetic route is as follows.Recommanded Product: 1970-81-6
Referring to Scheme 1, synthesis of compound 13, to a cooled (0C) suspension of compound 2 (0.6 g, 3.0 mmol) in dichloromethane (100 mL), was added N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (0.69 g, 3.6 mmol), 1-hydroxy-benzotriazole hydrate (0.49 g, 3.6 mmol), and triethylamine (0.5 mL, 3.6 mmol). After stirring for 30 min. at 0C (the reaction became almost clear), compound 9 (0.4 g, 1.2 mmol) and triethylamine (1.0 mL, 7.2 mmol) were added. The reaction was stirred for 16 h., then washed with saturated NaHCO3 (3 x 50 mL). The DCM layer was dried with MgSO4, reduced in volume in vacuo, and purified by flash column chromatography (2% – 25% methanol in DCM) to give compound 13 (90 mg, 12%). 1H NMR (CDCl3, 500 MHz) delta 1.70 (m, 2H), 1.75 (m, 2H), 1.87 (m, 2H), 1.89 (s, 3H), 1.98 (m, 1H), 2.14 (m, 1H), 3.28 (m, 1H), 3.35 (m, 1H), 3.40 (m, 2H), 3.64 (m, 1H), 3.70 (m, 1H), 4.85 (q, J = 4.9 Hz, 1H), 5.30 (s, 1H), 5.67 (s, 1H), 6.40 (t, J = 5.0 Hz, 1H), 7.36 (t, J = 5.0 Hz, 1H), 7.42 (dd, J = 3.9, 2.2 Hz, 1H), 7.43 (dd, J = 3.9, 2.2 Hz, 1H), 7.65 (t, J = 4.45 Hz, 1H), 7.72 (d, J = 6.1 Hz, 1H), 7.93 (d, J = 1.5 Hz, 1H), 7.95 (d, J = 1.5 Hz, 1H), 8.42 (m, 2H), 8.67 (dd, J = 4.1, 1.0 Hz, 1H), 8.68 (dd, J = 4.0, 1.2 Hz, 1H), 8.889 (s, 1H), 8.891 (s, 1H), 8.93 (d, J = 1.7 Hz, 1H), 8.96 (d, J = 1.8 Hz, 1H), 9.10 (d, J = 1.6 Hz, 1H), 9.13 (d, J = 1.7 Hz, 1H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,1970-81-6, [3,3′-Bipyridine]-5-carboxylic acid, and friends who are interested can also refer to it.
Reference:
Patent; MEDTRONIC MINIMED, INC.; GAMSEY, Soya; WESSLING, Ritchie, A.; EP2222686; (2015); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem