Category: 1346575-64-1

Reference of 1346575-64-1, 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.1346575-64-1, name is 3-(Aminomethyl)-6-methyl-4-propylpyridin-2(1H)-one, molecular formula is C10H16N2O, molecular weight is 180.25, as common compound, the synthetic route is as follows.

Example 11l-(l-Methylethyl)- V-[(6-methyl-2-oxo-4-propyl-l,2-dihydro-3-pyridinyl)methyl]-6-(4- pyridinyl)-l -pyrazolo[3,4-6]pyridine-4-carboxamidel-(l-Methylethyl)-6-(4-pyridinyl)-l H-pyrazolo [3, 4-b]pyridine-4-carboxylic acid (150 mg, 0.531 mmol), 3-(aminomethyl)-6-methyl-4-propyl-2(lH)-pyridinone (1 15 mg, 0.531 mmol), EDC (122 mg, 0.638 mmol), HOAt (72.3 mg, 0.531 mmol), and N- methylmorpholine (0.233 mL, 2.12 mmol) were suspended in DMF (5 mL) and stirred at room temperature overnight, water was added to the reaction mixture, and the contents were filtered. The filter cake was washed with addional water (2x). The crude solid was purified by reverse phase HPLC (mobile phase: 10-30% ACN in H20, 0.1% TFA). The isolated solid was then neutralized with saturated NaHC03, and washed with EtOAc (5 x 15 mL). The combined organic layers were dried over Na2S04, filtered, and concentrated in vacuo to afford the title compound as an off-white solid, 0.060 g (24%). LCMS E-S (M+H) = 445.3. 1H NMR (400 MHz, DMSO-d6) ? ppm 0.84 – 0.92 (m, 3 H), 1.47 – 1.54 (m, 2 H), 1.57 (d, J=6.82 Hz, 6 H), 2.14 (s, 3 H), 2.48 – 2.52 (m, 2 H), 4.42 – 4.49 (m, 2 H), 5.33 – 5.43 (m, 1 H), 5.90 – 5.96 (m, 1 H), 8.28 – 8.37 (m, 3 H), 8.44 – 8.48 (m, 1 H), 8.82 – 8.87 (m, 2 H), 8.99 – 9.04 (m, 1 H), 11.58 (s, 1 H).

Statistics shows that 1346575-64-1 is playing an increasingly important role. we look forward to future research findings about 3-(Aminomethyl)-6-methyl-4-propylpyridin-2(1H)-one.

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,
Pyridine | C5H5N – PubChem

Related Products of 1346575-64-1, 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. 1346575-64-1, name is 3-(Aminomethyl)-6-methyl-4-propylpyridin-2(1H)-one. A new synthetic method of this compound is introduced below.

c) 6-(2-Dimethylamino-ethoxy)-l-isopropyl-lH-indole-4-carboxylic acid (6-methyl-2-oxo-4- propyl-1 , 2-dihydro-pyridin-3-ylmeth l)-amide To a cooled (0 C) mixture of 6-(2-dimethylamino-ethoxy)-l-isopropyl-lH-indole-4- carboxylic acid (400 mg, 1.37 mmol) in DMF (10 mL) was added EDC.HC1 (310 mg, 1.65 mmol) and HOBt.H20 (250 mg, 1.65 mmol). The reaction was stirred for 15 min, then DIPEA (1.2 mL, 6.89 mmol) and 3-aminomethyl-6-methyl-4-propyl-lH-pyridin-2-one (240 mg, 1.37 mmol) were added. The reaction was allowed to warm to RT and stirred for 16 h, at which time it was diluted with water (20 mL) and extracted with DCM (2×15 mL). The combined DCM layer was dried over Na2S04 and concentrated. The residue was purified by flash column chromatography eluting with 3% MeOH in chloroform and then further purified by preparative HPLC to furnish 6-(2-dimethylamino-ethoxy)-l-isopropyl-lH-indole-4- carboxylic acid (6-methyl-2-oxo-4-propyl-l,2-dihydro-pyridin-3-ylmethyl)-amide (120 mg, 19%) as an off white solid. 1H NMR (400 MHz, DMSO-d6): delta 0.92-0.88 (t, 3H), 1.43-1.41 (d, J = 6.8 Hz, 6H), 1.56 (m, 2H), 2.12 (s, 3H), 2.22 (s, 6H), 2.55-2.53 (m, 2H), 2.06 (m, 2H), 4.11-4.09 (t, 2H), 4.36-4.34 (d, J = 4.8 Hz, 2H), 4.76-4.73 (m, 1H), 5.90 (s, 1H), 6.74-6.73 (d, J = 2.8 Hz, 1H), 7.04 (s, 1H), 7.20 (s, 1H), 7.43-7.42 (d, J=3.2 Hz, 1H), 8.10-8.07 (bs, 1H), 11.55 (bs, 1H). LCMS (ES+): m/z= 453.23[M+H].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1346575-64-1, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE LLC; BRACKLEY, James; BURGESS, Joelle, Lorraine; GRANT, Seth; JOHNSON, Neil; KNIGHT, Steven, D.; LaFRANCE, Louis; MILLER, William, H.; NEWLANDER, Kenneth; ROMERIL, Stuart; ROUSE, Meagan, B.; TIAN, Xinrong; VERMA, Sharad, Kumar; WO2011/140324; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1346575-64-1, 3-(Aminomethyl)-6-methyl-4-propylpyridin-2(1H)-one, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 1346575-64-1, blongs to pyridine-derivatives compound. Product Details of 1346575-64-1

To a cooled (0 C.) mixture of 6-(2-dimethylamino-ethoxy)-1-isopropyl-1H-indole-4-carboxylic acid (400 mg, 1.37 mmol) in DMF (10 mL) was added EDC.HCl (310 mg, 1.65 mmol) and HOBt.H2O (250 mg, 1.65 mmol). The reaction was stirred for 15 min, then DIPEA (1.2 mL, 6.89 mmol) and 3-aminomethyl-6-methyl-4-propyl-1H-pyridin-2-one (240 mg, 1.37 mmol) were added. The reaction was allowed to warm to RT and stirred for 16 h, at which time it was diluted with water (20 mL) and extracted with DCM (2¡Á15 mL). The combined DCM layer was dried over Na2SO4 and concentrated. The residue was purified by flash column chromatography eluting with 3% MeOH in chloroform and then further purified by preparative HPLC to furnish 6-(2-dimethylamino-ethoxy)-1-isopropyl-1H-indole-4-carboxylic acid (6-methyl-2-oxo-4-propyl-1,2-dihydro-pyridin-3-ylmethyl)-amide (120 mg, 19%) as an off white solid. 1H NMR (400 MHz, DMSO-d6): delta 0.92-0.88 (t, 3H), 1.43-1.41 (d, J=6.8 Hz, 6H), 1.56 (m, 2H), 2.12 (s, 3H), 2.22 (s, 6H), 2.55-2.53 (m, 2H), 2.06 (m, 2H), 4.11-4.09 (t, 2H), 4.36-4.34 (d, J=4.8 Hz, 2H), 4.76-4.73 (m, 1H), 5.90 (s, 1H), 6.74-6.73 (d, J=2.8 Hz, 1H), 7.04 (s, 1H), 7.20 (s, 1H), 7.43-7.42 (d, J=3.2 Hz, 1H), 8.10-8.07 (bs, 1H), 11.55 (bs, 1H). LCMS (ES+): m/z=453.23 [M+H].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1346575-64-1, its application will become more common.

Reference:
Patent; Bassil, Anna K.; Beinke, Soren; Prinjha, Rabinder Kumar; US2014/256739; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem