Application of 1173081-96-3, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1173081-96-3 as follows.
Example 38V-[(4,6-Dimethyl-2-oxo-l,2-dihydro-3-pyridinyl)methyl]-l-(l-methylethyl)-6-phenyl- lH-pyrazo -6]pyridine-4-carboxamideIn a 25 mL sealable tube under nitrogen were combined l-(l-methylethyl)-6- phenyl-lH-pyrazolo[3,4-b]pyridine-4-carboxylic acid (70 mg, 0.25 mmol) and 3- (aminomethyl)-4,6-dimethyl-2(lH)-pyridinone.HCl (56.3 mg, 0.3 mmol) in DMSO (3 mL). l-hydroxy-7-azabenzotriazole (51 mg, 0.37 mmol) was added and the resulting mixture was degassed with nitrogen for 10 min. N-methylmorpholine (0.1 ml, 0.87 mmol) and EDC (72 mg, 0.37 mmol) were added, the vessel was sealed, and the bright yellow mixture was stirred at room temperature for 2 days. Next added 2 mL of water, and the contents were stirred for 10 min. Solids that precipitated were sonicated, and allowed to stand at room temperature for 10 min. The reaction contents were filtered and washed with water. The solid was treated with 2 mL of EtOH, sonicated and heated, and then allowed to cool to room temperature. The contents were filtered, washed with water and dried to afford the title compound (74 mg, 70%) as a white solid. LCMS E-S (M+H) = 416.3. 1H NMR (400 MHz, DMSO-d6) ? ppm 11.58 (s, 1 H), 8.98 (t, J=4.80 Hz, 1 H), 8.38 (s, 1 H), 8.25 – 8.30 (m, 2 H), 8.17 (s, 1 H), 7.49 – 7.59 (m, 3 H), 5.91 (s, 1 H), 5.30 – 5.38 (m, 1 H), 4.42 (d, J=4.80 Hz, 2 H), 2.23 (s, 3 H), 2.13 (s, 3 H), 1.55 (d, J=6.57 Hz, 6 H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1173081-96-3, its application will become more common.
Reference:
Patent; GLAX0SMITHKLINE LLC; BURGESS, Joelle, Lorraine; JOHNSON, Neil, W.; KNIGHT, Steven, David; LAFRANCE, Louis, Vincent, III; MILLER, William, H.; NEWLANDER, Kenneth, Allen; ROMERIL, Stuart, Paul; ROUSE, Meagan, B.; SUAREZ, Dominic; TIAN, Xinrong; VERMA, Sharad, Kumar; WO2013/39988; (2013); A1;,
Pyridine – Wikipedia,
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