Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 61494-55-1, 2-(2-Chloropyridin-3-yl)acetic acid, 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, name: 2-(2-Chloropyridin-3-yl)acetic acid, blongs to pyridine-derivatives compound. name: 2-(2-Chloropyridin-3-yl)acetic acid

2-chloro-3-pyridineacetic acid 50 g,Prepared into a 25% mass fraction of 2-chloro-3-pyridine sodium acetate solution,And 47 g of a 30% sodium hydroxide solutionSouring (the system may produce some insoluble polymer),Stir evenly after filtration,In the filtrate, 20% of Raney nickel catalyst was added,Heating up to 90-95 ,Through hydrogen reaction,In the atmospheric pressure or 1MPa pressure environment reaction,In the control,After the reaction is completed,After filtering the catalyst,The filtrate was adjusted to pH 4 with hydrochloric acid,Activated charcoal decolorization, desolate, offDry solvent (into a viscous fluid,And there is crystal presence (NaCl)Add 100 grams of anhydrous ethanol, fully dissolved,Filtration, the filtrate is 3-pyridine acetic acid in ethanol solution,The ethanol in the solution was removed (dried,Into a viscous fluid, can be added to the back of the amount of water,Dry the ethanol)Add water 50g, and add hydrochloric acid 35g,After sufficiently salt formation at 50 C,The solvent water is then dried (viscous solid)Cooling to room temperature,Plus 50g of absolute ethanol after washing,After filtration, the solid was rinsed with a portion of ethanol,Dry, that was finished3-pyridine acetic acid hydrochloride47.5 g, purity 99.1%, yield 95.0%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,61494-55-1, 2-(2-Chloropyridin-3-yl)acetic acid, and friends who are interested can also refer to it.

Reference:
Patent; Nanjing Red Sun Biochemistry Co., Ltd.; Yue, Ruikuan; Chen, Honglong; Wang, Wenkui; Luo, Chaoran; Chen, Xinchun; Jiang, Jianhua; Ding, Yongshan; Zhong, Jinsong; Wang, Shugang; Zhan, Xinhua; (5 pag.)CN106366034; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1122-43-6 ,Some common heterocyclic compound, 1122-43-6, molecular formula is C7H9NO, 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 stirred solution of the 2,6-dimethylpyridin-3-ol (500 mg, 4.06 mmol) in DMF (15 mL) in a 50 mL flame-dried RBF, K2CO3 (0.617 g, 4.47 mmol) and MOM-C1 (0.37 mL, 4.87 mmol) were added successively. The solution was stirred at RT overnight. Water (30 mL) was added and the reaction mixture extracted with EtOAc (2 x 20 mL). The organic layer was washed with cold water (2 x 30 mL) and brine (30 mL) and dried over magnesium sulfate and concentrated under reduced pressure.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1122-43-6, its application will become more common.

Reference:
Patent; EMORY UNIVERSITY; MERCER UNIVERSITY; HOWARD UNIVERSITY; UNION UNIVERSITY; GUeNER, Osman; LASSEGUE, Bernard; GRIENDLING, Kathy; XU, Qian; BROWN, David; BOWEN, J. Phillip; KULKARNI, Amol; WATKINS, E. Blake; (73 pag.)WO2019/23448; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 52311-20-3, Adding some certain compound to certain chemical reactions, such as: 52311-20-3, name is 2-Amino-4-ethoxypyridine,molecular formula is C7H10N2O, 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 52311-20-3.

Preparation 62 A mixture of (3-chloro-2-oxobutylidene)triphenylphosphorane (12.7 g) and 3-benzyloxy-4-nitrobenzaldehyde (8.9 g) in dioxane (130 ml) was heated under reflux for 2 hours. The solvent was evaporated in vacuo and the residue was dissolved in isopropyl alcohol (130 ml). To the solution was added 2-amino-4-ethoxypyridine (12.0 g) and the mixture was heated under reflux for 2.5 hours. Evaporation of the solvent gave a residue, which was dissolved in a mixture of ethyl acetate and water. The mixture was adjusted to pH 1 with 6N-hydrochloric acid and the isolated precipitate was collected by filtration. To the precipitate was added a mixture of tetrahydrofuran, ethyl acetate and water, and the mixture was adjusted to pH 8 with 20% aqueous potassium carbonate solution with salting-out technique. The separated organic layer was washed with brine and dried over magnesium sulfate. The solvent was evaporated and the residue was triturated with a mixture of diethyl ether and diisopropyl ether. The precipitate was collected by filtration and dried to give 2-[2-(3-benzyloxy-4-nitrophenyl)vinyl]-7-ethoxy-3-methylimidazo[1,2-a]pyridine (3.94 g). mp: 153-154 C. IR (Nujol): 1650, 1635, 1600, 1585 cm-1

According to the analysis of related databases, 52311-20-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US5047411; (1991); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 54-92-2, Adding some certain compound to certain chemical reactions, such as: 54-92-2, name is N’-Isopropylisonicotinohydrazide,molecular formula is C9H13N3O, 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 54-92-2.

A solution of 3-(2′,3′-dimethyl-biphenyl-2-yl)-propionic acid (127 mg, 0.50 mmoles) and isonicotinic acid N’-isopropyl-hydrazyde (ACROS) (167 mg, 0.60 mmoles) in DMF (5 mL) was treated with diisopropylethylamine (0.35 mL, 2.0 mmoles), and PyBroP (350 mg, 0.75 mmoles) at room temperature for 16 h. The reaction mixture was partitioned between 1N NaOH and ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, filtered and concentrated. The crude was absorbed on silica and purified on a silica gel column with 100% ethyl acetate to afford the product (17 mg, 8%). LC-MS m/e 416.49 (M+H+)

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. 54-92-2, N’-Isopropylisonicotinohydrazide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Michoud, Christophe; US2006/258740; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.92992-85-3, name is 2-Bromo-3,5-dimethylpyridine, molecular formula is C7H8BrN, molecular weight is 186.0491, as common compound, the synthetic route is as follows.HPLC of Formula: C7H8BrN

[0085 -Step e: Preparation of 2′,5′-dichloro-3,5-dimethyl-2,4′-bipyridine [0086] To a solution of 2,5-dichloropyridin-4-ylboromc acid (7.56 g, 40 mmol), 2-bromo- 3,5- dimethylpyridine (5.62 g, 30 mol) in dioxane (60 mL) and H?0 (12 mL) were added Pd(dppf)CI2 (1.35 g, 1.7 mmol) and K :'( ) · 31 >( > (16.2 g, 60 mmol), the mixture was stirred at reflux under N2 atmosphere overnight. TLC showed the reaction was complete. After cooling to room temperature, the mixture was filtered. Water (50 mL) was then added to the filtrate. The mixture was extracted with dichloromethane (150 mL x 3). The combined organic layers were washed with brine (300 mL), dried over Na2S04, filtered and concentrated. The residue was purified by silica gel column chromatography (petroleum ether/EtOAc = 20:1 to 10:1) to give title compound (3.1 g, 41%) as a white solid. NMR (400MHz, CDCI3): delta 8.46 (s, 1 H), 8.37 (s, 1 H), 7.47 (s, 1 H), 7.33 (s, 1 H), 2.39 (s, 3H), 2.16 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,92992-85-3, 2-Bromo-3,5-dimethylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; ZHANG, Xiaohu; WO2014/113191; (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. 502509-10-6, name is 4-(2-Hydroxyethyl)picolinic acid. A new synthetic method of this compound is introduced below., Formula: C8H9NO3

To a stirred solution of acid 70 (4.76 g, 23.4 mmol) acid in MeOH (104 mL) at 0 C was slowly added thionyl chloride (3.40 mL, 46.8 mmol) and was heated at reflux during 24 h. After cooling at 0 C, thionyl chloride (3.40 mL, 46.8 mmol) was added in second time and heated at reflux during 24 h. Then, the mixture was concentrated in vacuo and a saturated aqueous solution of NaHCO3 was added until basic pH. The aqueous layer was extracted with EtOAc (thrice). The combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated in vacuo to afford 36 as black oil in 38% yield (1.60 g). The crude product was used in the next reaction without further purification. 1H NMR (300 MHz, CDCl3) delta 8.43 (d, J = 4.9 Hz, 1H), 7.90 (d, J = 0.9 Hz, 1H), 7.27 (dd, J = 5.0, 1.7 Hz, 1H), 3.88 (s, 3H), 3.84 (t, J = 6.4 Hz, 2H), 3.44 (bs, 1H), 2.83 (t, J = 6.3 Hz, 2H). 13C NMR (75 MHz, CDCl3) delta 165.6, 150.2, 149.3, 147.3, 127.8, 125.8, 61.7, 52.7, 38.2. MS (ESI+): m/z (%): 182 (100) [M+H]+.

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, 502509-10-6, 4-(2-Hydroxyethyl)picolinic acid.

Reference:
Article; Oukoloff, Killian; Coquelle, Nicolas; Bartolini, Manuela; Naldi, Marina; Le Guevel, Remy; Bach, Stephane; Josselin, Beatrice; Ruchaud, Sandrine; Catto, Marco; Pisani, Leonardo; Denora, Nunzio; Iacobazzi, Rosa Maria; Silman, Israel; Sussman, Joel L.; Buron, Frederic; Colletier, Jacques-Philippe; Jean, Ludovic; Routier, Sylvain; Renard, Pierre-Yves; European Journal of Medicinal Chemistry; vol. 168; (2019); p. 58 – 77;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 71670-70-7, name is 2-(Chloromethyl)-5-methylpyridine hydrochloride, molecular formula is C7H9Cl2N, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Computed Properties of C7H9Cl2N

Intermediate K: 2-((3-Chloro-5-fluoro-4-nitrophenoxy)methyl)-5-methylpyridine To a mixture of 3-chloro-5-fluoro-4-nitrophenol (2.6 g, 13 mmol), cesium carbonate (8.7 g, 27 mmol), and 2-(chloromethyl)-5-methylpyridine hydrochloride (2.4 g, 13 mmol) was added DMF (88 mL) and the resulting mixture was heated to 75 Celsius for 19 h. The mixture was cooled to RT and then stirred for an additional 20 h. The resulting mixture was then partitioned between sat. NaHCO3 and EtOAc. The organic layer was separated and the aqueous layer was further extracted with EtOAc. The combined organic layers were washed with brine, dried and concentrated to dryness. The resulting residue was purified using FCC to afford the title compound (2.93 g, 74%). MS (ESI): mass calcd. for C13H10ClFN2O3, 296.04; m/z found, 297.1 [M+H]+. 1H NMR (400 MHz, CDCl3) delta 8.45 (dd, J=1.4, 0.7, 1H), 7.55 (dd, J=7.9, 1.6, 1H), 7.32 (d, J=7.9, 1H), 6.93 (dd, J=2.5, 1.8, 1H), 6.79 (dd, J=11.1, 2.6, 1H), 5.19 (s, 2H), 2.37 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 71670-70-7.

Reference:
Patent; Chai, Wenying; Dvorak, Curt A.; Eccles, Wendy; Edwards, James P.; Goldberg, Steven D.; Krawczuk, Paul J.; Lebsack, Alec D.; Liu, Jing; Pippel, Daniel J.; Sales, Zachary S.; Tanis, Virginia M.; Tichenor, Mark S.; Wiener, John J. M.; US2014/275029; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 4966-90-9, 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.4966-90-9, name is 4-Hydroxy-6-methyl-3-nitropyridin-2(1H)-one, molecular formula is C6H6N2O4, molecular weight is 170.12, as common compound, the synthetic route is as follows.

Phosphorus oxychloride (500 ml) and 2,4-dihydroxy-6-methyl-3-nitropyridine (50.0 g) were combined and heated at 90 C. for 16 hours. The reaction mixture was cooled and the phosphorus oxychloride was removed under reduced pressure. The resulting black oil was dissolved in diethyl ether and water (2 L) (added with care). The aqueous layer was separated, made basic with sodium carbonate, and washed with diethyl ether (51 L). The combined organic layers were dried with magnesium sulfate and concentrated under reduced pressure. The resulting black needles were extracted with hot heptane. The hot heptane solution was filtered, and the heptane was removed to produce light brown needles (46.71 g), which were pure by NMR analysis. Example 3 [0162] Part A [0163] 2,4-Dichloro-6-methyl-3-nitropyridine [0164] Phosphorus oxychloride (2000 ml) and 2,4-dihydroxy-6-methyl-3-nitropyridine (200.0 g) were combined in a flask equipped with a 20% sodium hydroxide scrubber and heated with mixing at 80 C. for 16 hours. HPLC monitoring indicted that the reaction was complete. The black reaction mixture was cooled to room temperature, and the phosphorus oxychloride was removed under reduced pressure. The resulting black oil was slowly poured into water (1500 ml) with stirring, while not exceeding a temperature of 60 C. After cooling overnight, the resulting aqueous mixture was washed with chloroform (5×1L). The organic layers were combined, dried with magnesium sulfate, and concentrated under reduced pressure to a brown oil. The oil was dissolved in ethyl acetate (1L), and the resulting solution was washed with a 20% aqueous sodium carbonate solution (500 ml). A white solid formed and was filtered off. The filtrate was dried with magnesium sulfate and concentrated under reduced pressure to a brown solid. The solid was recrystallized from n-heptane (400 ml) to produce light brown crystals (175 g), which were used in the next step.

Statistics shows that 4966-90-9 is playing an increasingly important role. we look forward to future research findings about 4-Hydroxy-6-methyl-3-nitropyridin-2(1H)-one.

Reference:
Patent; 3M Innovative Properties Company; US2003/232852; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 36357-38-7, 5-Acetyl-2-methylpyridine, 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, 36357-38-7, blongs to pyridine-derivatives compound. Computed Properties of C8H9NO

To a stirring solution of 1-(6-methyl-3-pyridinyl)ethanone (1.0 g, 7.4 mmol) in absolute ethanol (10 ml) at 0 0C was added sodium borohydride (0.14 g, 3.7 mmol) portionwise over 20 minutes. The reaction mixture was stirred at 0 0C for 1.5 hours before warming to room temperature. The mixture was partitioned between dichloromethane and saturated aqueous sodium hydrogen carbonate. The organic phase was dried over sodium sulphate, filtered, and evaporated in vacuo to give the crude product 1-(6-methyl-3- pyridinyl) ethanol (810 mg).1H-NMR (400MHz, CDCI3): delta 8.45 (1 H, s), 7.63 (1 H, m), 7.14 (1 H, d, J=8Hz), 4.93 (1 H, m), 2.54 (3H, s), 2.09 (1 H, bs), 1.53 (3H, m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,36357-38-7, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/80637; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 40473-07-2 ,Some common heterocyclic compound, 40473-07-2, molecular formula is C6H6BrNO, 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 stirred solution of 2-bromo-6-methoxypyridine (10 g, 0.053 mol) in dry ACN (100 ml_), was added A/-bromosuccinimide (18.82 g, 0.106 mol) at RT. The reaction mixture was stirred at 90? for 16 h. The completion of reaction was monitored by TLC. After completion, the reaction was filtered through a celite bed, diluted with water (30 mL) and exacted with 10% EtOAc in petroleum ether (2 x 100 mL). The combined organic layer washed with water (10 mL), brine (10mL) dried over Na2SC>4 and concentrated. The resulting crude material was purified by crystallization (5 mL DCM in 50 mL n- pentane). The solid was filtered, washed with n-pentane and then dried unber vacuum to get afford the tittle compound. Yield: 35% (4.92 g, off white solid). 1H NMR (400 MHz, CDCI3): d 7.70 (d, J = 8.4 Hz, 1 H), 6.62 (d, J = 8.4 Hz, 1 H), 3.93 (s, 3H), LCMS: (Method A) 367.9 (M+H), Rt. 2.4 min, 96.7% (Max).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,40473-07-2, its application will become more common.

Reference:
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; WISHART, Grant; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; RAKESH, Paul; (250 pag.)WO2020/39028; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem