Category: 1173081-96-3

Synthetic Route of 1173081-96-3 ,Some common heterocyclic compound, 1173081-96-3, molecular formula is C8H13ClN2O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Step 7 N-((4,6-Dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-5-ethyl-6-(ethyl(tetrahydro-2 H-pyran-4-yl)amino)-2-(1-isopropylpiperidin-4-yl)benzofuran-4-carboxamide The crude 5-ethyl-6-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-(1-isopropylpiperidin-4-yl)benzofu ran-4-carboxylic acid 9f (1.1 g, 2.5 mmol) was dissolved in 20 mL of N,N-dimethylformamide, then 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (715 mg, 3.7 mmol), 1-hydroxybenzotriazole (510 mg, 3.7 mmol) and N,N-diisopropylethylamine (1.6 g, 12.5 mmol) were added. The mixture was stirred 1 hour, then 3-(aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride 2a (470 mg, 2.5 mmol) was added. The mixture was stirred for 16 hours. After the reaction was completed, excess water was added, and the reaction solution was extracted with a mixture of dichloromethane and methanol (V:V=8:1). The organic phases were combined, washed with water and saturated sodium chloride solution, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure, and the resulting residue was purified by thin-layer chromatography with elution system A to obtain the title compound N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-5-ethyl-6-(ethyl(tetrahydro-2 H-pyran-4-yl)amino)-2-(1-isopropylpiperidin-4-yl)benzofuran-4-carboxamide 9 (850 mg, yield 59%) as a white solid. MS m/z (ESI): 577.7 [M+1] 1H NMR (400 MHz, DMSO-d6) delta 11.50(s, 1H), 8.16(t, 1H), 7.38(s, 1H), 6.37(brs, 1H), 5.87(s, 1H), 4.31(d, 2H), 3.82(d, 2H), 3.21(t, 2H), 3.01-3.07(m, 4H), 2.91-2.96 (m, 1H), 2.79-2.81(m, 2H), 2.24(s, 3H), 2.17(brs, 2H), 2.12(s, 3H), 2.02(brs, 2H), 1.63-1.66(brd, 2H), 1.45-1.54(m, 2H), 1.25(brs, 6H), 1.01(t, 3H), 0.81(t, 3H).

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; Jiangsu Hengrui Medicine Co. Ltd.; Shanghai Hengrui Pharmaceutical Co. Ltd.; LU, Biao; SHEN, Xiaodong; HE, Mingxun; LIU, Dong; ZHANG, Minsheng; (97 pag.)EP3378859; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1173081-96-3, Adding some certain compound to certain chemical reactions, such as: 1173081-96-3, name is 3-(Aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride,molecular formula is C8H13ClN2O, 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 1173081-96-3.

N-((4,6-dimethyl-2-oxo-l,2-dihydropyridin-3-yl)methyl)-5-(ethyl(tetrahydro-2H- pyran-4-yl)amino)-4-methyl-4 ‘-(morpholinomethyl)- [1,1 ‘-biphenyl] -3-carboxamide (Compound I)A mixture of 5-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-4-methyl-4’- (morpho linomethyl)-[ 1,1 ‘-biphenyl] -3 -carboxylic acid (540 g, 1.23 mol) and 3-(aminomethyl)- 4,6-dimethyl-dihydro-pyridin-2(lH)-one hydrochloride (279 g, 1.48 mol) was suspended in DMSO (2.70 L) and treated with triethylamine (223 ml, 1.60 mol). The mixture was stirred at 25 C for 30 min and treated with EDC-HC1 (354 g, 1.85 mol) and HOBT hydrate (283 g, 1.85 mol). The reaction mixture was stirred at rt for 16 h. After addition of triethylamine (292 ml, 2.09 mol), the mixture was cooled to 15 C, diluted with water (10.1 L) maintaining the temperature below 30 C, and stirred at 19-25 C for 4 h. The resulting precipitate was filtered, washed twice with water (2.70 L), and dried under vacuum to give a crude product (695 g, wt-wt analysis = 78%). For the further purification of the product, recrystallization was conducted. A crude product (20.00 g, 34.92 mmol) was suspended in a mixture of ethanol (190 ml) and water (10.00 ml) and heated to 75C until a clear solution was obtained. The solution was allowed to cool to rt overnight. The precipitate was filtered, washed twice with a mixture of ethanol (30.0 ml) and water (30.0 ml), and dried under vacuum at 35 C to give the title compound as an off white solid (14.0 g, 70% recovery from the crude and 90%> yield based on wt-wt assay).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1173081-96-3, 3-(Aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EPIZYME, INC.; EISAI R&D MANAGEMENT CO., LTD.; KUNTZ, Kevin W.; CHOI, Hyeong-wook; MATHIEU, Steven; SANDERS, Kristen; CHANDA, Arani; WO2015/57859; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1173081-96-3, 3-(Aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride, 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, SDS of cas: 1173081-96-3, blongs to pyridine-derivatives compound. SDS of cas: 1173081-96-3

General procedure: To a solution of indole derivatives (1 mmol), EDCI (0.29 g, 1.5 mmol), HOBt (0.20 g, 1.5 mmol) indry dichloromethane (10 mL) Et3N (0.76 g, 5 mmol) was added and the mixture was stirred at roomtemperature for 30 min. Then, the corresponding pyridone derivatives (1 mmol) was added, and theresulting mixture was reacted at room temperature for indicated time while monitoring by TLC. Whenthe reaction was complete the reaction mixture was poured into water, extracted with dichloromethane(15 x 3 mL), and washed with water (3 x 15 mL) and brine (15 mL). The organic solution was driedwith anhydrous sodium sulfate, filtered and evaporated under reduced pressure. The solid residuewas purified by column chromatography on silica gel.

The synthetic route of 1173081-96-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Guoliang; Du, Fangyu; Sun, Wenjiao; Wang, Lihui; Wu, Chunfu; Yang, Cheng; Zhou, Qifan; Molecules; vol. 25; 9; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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,
Pyridine | C5H5N – PubChem

Related Products of 1173081-96-3 , The common heterocyclic compound, 1173081-96-3, name is 3-(Aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride, molecular formula is C8H13ClN2O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a solution of 5-((1-(tert-butoxycarbonyl)piperidin-4-yl)ethynyl)-3-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-methylbenzoic acid (1.06 g, 2.25 mmol) in DMSO (5.8 mL) at rt was added triethylamine (0.90 mL, 6.44 mmol) and (4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methanaminium chloride (0.405 g, 2.15 mmol). The clear solution become heterogenous. Then HOBT (0.493 g, 3.22 mmol) and EDC (0.617 g, 3.22 mmol) were added and the resulting reaction mixture was stirred at rt overnight. The reaction was quenched with water (80 mL) and the slurry was stirred for 1 h at rt. The slurry was filtrated and the cake was washed with water (2*20 mL). The collected solid was dried under vacuum to give the titled compound (1.27 g, 98% yield). 1H-NMR (500 MHz, CD3OD) 8 ppm; 7.22 (s, 1H), 7.08 (d, J=1.0 Hz 1H), 6.11 (s, 1H), 4.45 (s, 2H), 3.92 (brd, J=10.8 Hz, 2H), 3.78 (dd, J=4.4, 5.4 Hz, 1H), 3.75 (dd, J=4.4, 5.4 Hz, 1H), 3.36 (t, J=11.7 Hz, 2H), 3.21 (br t, J=8.3 Hz, 2H), 3.07 (q, J=7.3 Hz, 2H), 3.01 (dddd, J=3.9, 3.9, 11.3, 11.3 Hz, 1H), 2.84 (dddd, J=3.4, 3.4. 3.9, 3.9 Hz, 1H), 2.38 (s, 3H), 2.28 (s, 3H), 2.25 (s, 3H), 1.88 (m, 2H), 1.70 ((brd, J=12.2 Hz, 2H), 1.60 (m, 4H), 1.47 (s, 9H), 0.87 (t, J=7.3 Hz, 3H); MS (ESI) [M+H]+605.6.

The synthetic route of 1173081-96-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kuntz, Kevin Wayne; Campbell, John Emmerson; Seki, Masashi; US2014/107122; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1173081-96-3, name is 3-(Aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

0988] 3-{[(2R,4R,6S)-l-Benzyl-2,6-dimethylpiperidin-4-yl](ethyl)amino}-N-[(4,6- dimethyl-2-oxo-l,2-dihydropyridin-3-yl)methyl)-5-fluoro-2-methylbenzamide[0989] To a stirred solution of methyl 3-{ [(2R,4R,6S)-l -benzyl-2,6-dimethylpiperidin-4-yl] (ethyl)amino}-5-fluoro-2-methylbenzoate (48.5 mg, 0.1 18 mmol) in ethanol (1.5 mL) was added aq. NaOH (5 M, 47.0 ul, 0.235 mmol). The reaction mixture was stirred at 80 C for 1 .5 hours. After cooling to rt, solvent was removed in vacuo and dried under reduced pressure. To a stirred solution of this residue and 3-(aminomethyl)-4,6-dimethyl – l ,2-dihydropyridin-2-one HC1 salt (28.8 mg, 0.153 mmol) in DMSO ( 1 mL) was added PyBOP (91 .8 mg, 0.176 mmol) and Hunig’s base (102 ul, 0.588 mmol). The reaction mixture was stirred at 23C for 13.5 hours. The reaction mixture was quenched with water, and the mixture was extracted with ethylacetate. The organic layer was washed with water (2 10 mL) and brine (1 x 10 mL). The organic layer was dried over MgS04, filtered and the filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography (NH Si02, ethylacetate/MeOH=50/l to 8/1 ) to give title compound as a white solid (50.1 mg, 79% yield). MS(ES) [M+H] 533.3.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1173081-96-3, 3-(Aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride.

Reference:
Patent; EPIZYME, INC.; EISAI CO., LTD.; KUNTZ, Kevin, Wayne; CHESWORTH, Richard; DUNCAN, Kenneth, William; KEILHACK, Heike; WARHOLIC, Natalie; KLAUS, Christine; ZHENG, Wanjun; WO2012/142513; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1173081-96-3 ,Some common heterocyclic compound, 1173081-96-3, molecular formula is C8H13ClN2O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a mixture of 5-bromo-2-methyl-3-(2-methylpiperidin-1-yl)benzoic acid (250mg, 0.801 mmol), 3-(aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride salt(160 mg, 0.848 mmol) and HOAt (110 mg, 0.808 mmol) in dichloromethane (DCM) (15 mL) was added N-methylmorpholine (100 )lL, 0.910 mmol), followed by EDC free base(150 mg, 0.966 mmol). The reaction was stirred at room temperature for 18 h. LCMSshowed that the reaction was complete. The reaction was concentrated under vacuum thenpurified by silica gel chromatography (Analogix, SF25-40 g, 0 to 4% MeOH in CH2Cb) togive 5-bromo-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-2-methyl-3-(2-methylpiperidin-1-yl)benzamide (268 mg, 0.600 mmol, 75.0% yield), after trituration with20% CH2Cb in hexanes, filtration, and drying under vacuum as an off-white solid. 1HNMR (400MHz, DMSO-d6) 8 = 11.48 (s, 1 H), 8.23 (t, J= 4.9 Hz, 1 H), 7.26 (d, J= 1.8Hz, 1 H), 7.09 (d, J= 2.0 Hz, 1 H), 5.86 (s, 1 H), 4.24 (d, J= 5.1 Hz, 2 H), 3.08-2.96 (m,1 H), 2.84 ( d, J = 11.4 Hz, 1 H), 2.49 – 2.39 (m, 1 H), 2.18 (s, 3 H), 2.16 (s, 3 H), 2.11 (s, 3H), 1.81 -1.66 (m, 2 H), 1.64-1.52 (m, 2 H), 1.48-1.25 (m, 2 H), 0.77 (d,J= 6.1 Hz, 3H). MS(ES)+ m/e 446.3 [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,1173081-96-3, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE LLC; BURGESS, Joelle, Lorraine; DUQUENNE, Celine; KNIGHT, Steven, David; MILLER, William, Henry; NEWLANDER, Kenneth, Allen; VERMA, Sharad, Kumar; WO2013/173441; (2013); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1173081-96-3, 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.1173081-96-3, name is 3-(Aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride, molecular formula is C8H13ClN2O, molecular weight is 188.6546, as common compound, the synthetic route is as follows.

Ozone was bubbled through a cooled (-78 C.) solution of methyl 3-(propan-2-yloxy)-2-(prop-2-en-1-yloxy)benzoate (123d, 438.1 mg, 1.75 mmol) in dichloromethane (17.5 mL) until a persistent violet-blue color was obtained (about 5 minutes). Nitrogen was bubbled into the solution for 3 minutes, causing the color to fade, then dimethyl sulfide (1.0 mL, 13.5 mmol) was added and the mixture allowed to warm to room temperature for one hour. The solvents were evaporated and the residue partitioned between sodium carbonate solution (sat., aq., 10 mL) and ethyl acetate (2*20 mL). The combined organic extracts were dried over magnesium sulfate, filtered, and concentrated under vacuum to give the crude residue. This crude aldehyde was dissolved in methanol (10.0 mL) and treated with 3-(aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride (Cpd V, 334 mg, 1.87 mmol) at room temperature for five minutes, then sodium cyanoborohydride (332 mg, 4.50 mmol) was added and the mixture stirred at room temperature for 14.5 hours. The solvents were evaporated under vacuum and the residue partitioned between deionized water (10 mL) and ethyl acetate (2*20 mL). The combined organic extracts were dried over magnesium sulfate, filtered, concentrated under vacuum, and purified by column chromatography (EtOH+5% NH4OH in ethyl acetate) to give methyl 2-(2-{[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]amino}ethoxy)-3-(propan-2-yloxy)benzoate (123e, 76 mg, 11% yield) as a colorless glass.

Statistics shows that 1173081-96-3 is playing an increasingly important role. we look forward to future research findings about 3-(Aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride.

Reference:
Patent; PFIZER INC.; EDWARDS, Martin Paul; KUMPF, Robert Arnold; KUNG, Pei-Pei; MCAPLINE, Indrawan James; NINKOVIC, Sacha; RUI, Eugene Yuanjin; SUTTON, Scott Channing; TATLOCK, John Howard; WYTHES, Martin James; Zehnder, Luke Raymond; US2014/179667; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1173081-96-3, name is 3-(Aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 1173081-96-3

To a stirred solution of 5-bromo-3-(sec-butyl(methyl)amino )-2-methylbenzoic acid(500 mg, 1.666 mmol), EDC (479 mg, 2.498 mmol), and HOBT (383 mg, 2.498 mmol) indimethyl sulfoxide (DMSO) (40 mL) was added N-methylmorpholine (0.732 mL, 6.66mmol), followed by 3-(aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride (377mg, 1.999 mmol). The reaction mixture was stirred at 25 oc for 16 h. The reaction mixture was poured onto ice water (50 mL), stirred for 10 min, allowed to stand for 10 min, andthen filtered. The collected solid was rinsed with water (50 mL), followed by 10%MeOH/ice water (50 mL) and diethyl ether (25 mL). The contents were filtered and dried to afford 400 mg of crude product. The product was purified by silica gel chromatography(eluent: 100% EtOAc) to afford the title compound (200 mg, 27% yield) as an off-whitesolid. 1H NMR (400 MHz, DMSO-d6) 8 ppm 0.83 (t, 3H, J = 7.5 Hz), 0.96 (d, 3H, J = 6.4Hz), 1.41-1.49 (m, 1H), 1.51-1.57 (m, 1H), 2.11 (s, 6H), 2.18 (s, 3H), 2.53 (s, 3H), 2.90-2.96 (m, 1H), 4.23 (d, 2H, J = 4.9 Hz), 5.85 (s, 1H), 6.99 (s, 1H), 7.14 (s, 1H), 8.17 (t, 1H,J = 4.9 Hz), 11.5 (s, 1H). LCMS(ES) [M+Ht 434.5.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1173081-96-3, 3-(Aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride.

Reference:
Patent; GLAXOSMITHKLINE LLC; BURGESS, Joelle, Lorraine; DUQUENNE, Celine; KNIGHT, Steven, David; MILLER, William, Henry; NEWLANDER, Kenneth, Allen; VERMA, Sharad, Kumar; WO2013/173441; (2013); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem