Tag: M.W:100-200

Reference of 112197-16-7, Adding some certain compound to certain chemical reactions, such as: 112197-16-7, name is (2-Methoxypyridin-3-yl)methanol,molecular formula is C7H9NO2, 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 112197-16-7.

Step 2: 3-(Bromomethyl)-2-methoxypyridine Int-37 To a solution of (2-methoxypyridin-3-yl)methanol (811 mg, 5.8 mmol) and N- bromosuccinimide (1.24 g, 7.0 mmol) in DCM (10 mL) was added triphenylphosphine (1.8 g, 7.0 mmol) at rt and the mixture was stirred for 2 h. The mixture was quenched with water and extracted with EtOAc. The organic layer was washed with brine, dried over Na2S04 and concentrated. The crude product was purified on silica gel to give 3-(bromomethyl)-2-methoxypyridine (829 mg, 70%) as clear oil. FontWeight=”Bold” FontSize=”10″ H NMR (CDC13) 8.14 (dd, J= 5.0, 1.9 Hz, 1H), 7.63 (dd, J- 7.3, 1.9 Hz, 1H), 6.89 (dd, J= 7.3, 5.0 Hz, 1H), 4.51 (s, 2H), 4.04 (s, 3H).

According to the analysis of related databases, 112197-16-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; DUFFEY, Matthew, O.; ENGLAND, Dylan, B.; HU, Zhigen; ITO, Mitsuhiro; LANGSTON, Steven, P.; MCINTYRE, Charles; MIZUTANI, Hirotake; XU, He; WO2015/2994; (2015); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 26218-80-4 ,Some common heterocyclic compound, 26218-80-4, molecular formula is C8H9NO3, 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.

(A) To a stirred solution of methyl 6-methoxynicotinate (14 g, 83.83 mmol, 1.0 eq) in THE (300 ml), NaBH4 (47.7 g, 1.257 mol, 15 eq) was added at RT, followed by MeOH (300 ml). The RM was stirred atRT for 12 h. Reaction progress was monitored by TLC. The RM was quenched with sat. NH4CI (100 ml), diluted with water (100 ml) and extracted with EtOAc (3 x 200 ml). The organic layer was washed with brine solution (100 ml), dried (Na2504), filtered and concentrated to afford the crude product, which upon CC (silica gel, 40% EtOAc in PE afforded (6-methoxypyridin-3-yl)methanol (10 g, 86%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,26218-80-4, its application will become more common.

Reference:
Patent; GRUeNENTHAL GMBH; SCHUNK, Stefan; REICH, Melanie; JAKOB, Florian; DAMANN, Nils; HAURAND, Michael; KLESS, Achim; ROGERS, Marc; SUTTON, Kathy; WO2015/158427; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 110860-92-9 ,Some common heterocyclic compound, 110860-92-9, molecular formula is C5H3Cl2NO, 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.

EXAMPLE 1 3-(2-chloro-1,1,2-trifluoroethoxy)-5,6-dichloropyridine Chlorotrifluoroethylene was passed into a mixture of 16.4 g (0.1 mol) of 5,6-dichloro-3-pyridinol I/29 and 20 g (0.145 mol) of anhydrous potassium carbonate in 100 ml of absolute acetonitrile at 35 C. until starting material was no longer present. The solid was filtered off under suction, the solvent was removed by distillation, and the residue was taken up in ether and washed until neutral. After drying over MgSO4 and removal of the ether by distillation, the residue was distilled in a high vacuum. Yield 83% Boiling point 85 C./0.03 mbar

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,110860-92-9, its application will become more common.

Reference:
Patent; Hoechst Aktiengesellschaft; US4756739; (1988); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1190314-85-2, name is 5-Fluoro-1H-pyrrolo[2,3-b]pyridin-2(3H)-one, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

General procedure: A solution of 1-3, 7a,b, 11 (1mmol) and 12a-c (0.7mmol) in anhydrous ethanol (10mL) and piperidine (6 drops) was stirred at room temperature under atmosphere of nitrogen for 2-3 h. The yellow precipitate was collected by suction and washed with ethanol and then dried under vacuum to afford the targeted compounds 13a1-11, 13b1-8, 13c1-8 (50-70%) as yellow solids.

The synthetic route of 1190314-85-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Minghua; Ye, Cheng; Liu, Mingliang; Wu, Zhaoyang; Li, Linhu; Wang, Chunlan; Liu, Xiujun; Guo, Huiyuan; Bioorganic and Medicinal Chemistry Letters; vol. 25; 14; (2015); p. 2782 – 2787;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 5344-27-4 , The common heterocyclic compound, 5344-27-4, name is 4-(2-Hydroxyethyl)pyridine, 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.

Example 76; N-{5-amino-3-cyano-1-[2, 6-dichloro-4-pentafluorothiophenyl]-1 H-pyrazol-4-yl}-N-(2- pyridin-4-ylethyl) methanesulfonamide; A mixture of Example 38 (200 mg, 0.42 mmol), 4- (2-hydroxyethyl) pyridine (52 mg, 0.42 mmol) and triphenylphosphine (167 mg, 0.64 mmol) in anhydrous tetrahydrofuran (5 ml) was cooled to 0C and diethyl azodicaboxylate (0.1 ml, 0.64 mmol) was added. The reaction mixture was warmed to room temperature and stirred under nitrogen overnight. The reaction mixture was concentrated in vacuo and the residue was partitioned between dichloromethane and water. The organic phase was then separated, dried and concentrated in vacuo. The residue was dissolved in acetonitrile/water (4 ml) and the solution was purified by automated preparative liquid chromatography (Gilson system, 150 x 30 mm, LUNA II C18 10 lim column) using an acetonitrile : 0. 1% trifluoroacetic acid gradient [35: 65 to 95: 5]. The appropriate fractions were concentrated to give the titled compound (55 mg). Experimental MH+ 577.0 ; expected 577.0 ‘H-NMR (CD03) : 2.99-3. 04 (3H), 3.11-3. 18 (2H), 4.12-4. 17 (2H), 4.19-4. 41 (2H), 7.62-7. 69 (2H), 7.86-7. 89 (2H), 8.59-8. 67 (2H)

The synthetic route of 5344-27-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/90313; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 73583-37-6, Adding some certain compound to certain chemical reactions, such as: 73583-37-6, name is 4-Bromo-2-chloropyridine,molecular formula is C5H3BrClN, 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 73583-37-6.

(1) 2-chloro-4-(2,3-difluorophenyl)pyridine To a solution of 4-bromo-2-chloropyridine (10.0 g, 52.0 mmol), 2,3-difluorophenylboronic acid (8.21 g, 52.0 mmol), and sodium carbonate (14.4 g, 104 mmol) in methanol (104 ml) was added tetrakisphenylphosphine palladium (3.00 g, 2.60 mmol) at room temperature under nitrogen atmosphere, and the mixture was stirred at 50 C. for 17 hours. The reaction was cooled to room temperature and the resulting solid was filtered. The filtrate was dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate_hecane=1:8) to obtain the title compound (11.2 g, 96%) as a solid. 1H-NMR (CDCl3) delta: 7.21-7.24 (2H, m), 7.26-7.31 (1H, m), 7.41-7.43 (1H, m), 7.52 (1H, s), 8.48 (1H, d, J=5.2 Hz).

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. 73583-37-6, 4-Bromo-2-chloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2009/163508; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 24484-93-3, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 24484-93-3, name is Methyl 4-chloropicolinate. This compound has unique chemical properties. The synthetic route is as follows.

4-Chloro-2-picolinic acid methyl ester(10 g, 58.3 mmol) was added to 70 mL of methanol and stirred to dissolve,Cooled to 0-5 C with stirring,Then, methylamine (5.4 g, 0.175 mol) in methanol (40 mL) was added dropwise with constant stirring,The dropping process temperature is maintained at 0-5 C.Drop finished,Reaction at 0-5 C for 4 h.The solvent is recovered under reduced pressure,The residue was added to 200 mL of ethyl acetate,Stir evenly after filtration,The filtrate was washed with saturated brine,Dried over anhydrous sodium sulfate,Concentrated under reduced pressure,crystallization,filter,washing,dry,To give 9.4 g of pale yellow crystals,Yield 94.5%

According to the analysis of related databases, 24484-93-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Yantai University; Yao Jianwen; Kong Xiangkai; Chen Jing; Wang Chengpeng; Zhang Guoying; (26 pag.)CN104045598; (2017); B;,
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. 14254-57-0, name is Isonicotinoyl chloride. A new synthetic method of this compound is introduced below., Application In Synthesis of Isonicotinoyl chloride

General procedure: To a solution of amine 4 (0.67 g, 1.5 mmol) in DCM/EtOH (150 mL, 4:1) was added triethylamine (0.4 mL, 3.0 mmol) and the appropriate aroyl or benzenesulfonyl halide (1.2 mmol). The mixture was stirred at room temperature under argon for several hours depending on the completion of the reaction,which was checked by tlc. After evaporation of solvent under vacuum, the residue was purified by silica gel chromatography and recrystallized from an appropriate solvent to give the title products.

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, 14254-57-0, Isonicotinoyl chloride.

Reference:
Article; Chen, Po-Ting; Lin, Wen-Po; Lee, An-Rong; Hu, Ming-Kuan; Molecules; vol. 18; 7; (2013); p. 7557 – 7569;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 20265-37-6 ,Some common heterocyclic compound, 20265-37-6, molecular formula is C6H6N2O3, 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.

As shown in step 6-i of Scheme 6, calcium chloride (4.0 g, 35.7 mmol) was added to a stirring solution of 3-methoxy-2-nitropyridine (5.0 g, 32.5 mmol, obtained from AK Scientific, Inc.) in methanol (100 mL) and water (25 mL). The reaction mixture was warmed to 75 0C and iron powder (4.6 g, 81.1 mmol) was added carefully over 10 min. The resulting reaction mixture was stirred at 75 0C for another 2 h. The reaction mixture was cooled to RT and filtered through a pad of diatomaceous earth. The pad was rinsed with ethanol (400 mL) and the filtrate was evaporated under reduced pressure. The residue was suspended in ethyl acetate/water (1/1, 200 mL), the organic layer was separated, and the aqueous layer was extracted with ethyl acetate (3 x 100 mL). The combined organic extracts were washed with brine (60 mL), dried over Na2SO4, and concentrated under reduced pressure to afford 2- amino-3-methoxypyridine (Compound 1018, 3.6 g, 89 % yield): ESMS (M+H) 125; 1H NMR (DMSO-de) delta 7.5 (d, IH), 7.0 (d, IH), 6.5 (dd, IH), 5.6 (br, 2H), 3.75 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,20265-37-6, its application will become more common.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; ARONOV, Alex; COME, Jon; COTTRELL, Kevin; GREY, Ronald; LE TIRAN, Amaud; MARONE, Valerie; MARTINEZ-BOTELLA, Gabriel; MESSERSMITH, David; HUCK, Emilie, Porter; WO2010/135014; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 159307-02-5, 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.159307-02-5, name is 6-Acetylpicolinonitrile, molecular formula is C8H6N2O, molecular weight is 146.15, as common compound, the synthetic route is as follows.

Compound 4a:to 100 ml by adding three-necked bottle of 2-cyano-6-acetyl-pyridine (2.00g, 13 . 68mmol), 2,6-diisopropyl aniline (2.91g, 16 . 42mmol), the toluene sulphonic acid monohydrate (130 mg, 0 . 68mmol), solvent toluene and 35 ml, reflux device installed, heating reaction refluxing 48h. Cooling to room temperature, vacuum concentration, rapid column chromatography purification (ethyl acetate: petroleum ether = 1:30), to get the yellow solid (4.05g, 97%),

Statistics shows that 159307-02-5 is playing an increasingly important role. we look forward to future research findings about 6-Acetylpicolinonitrile.

Reference:
Patent; Shanghai Institute of Organic Chemistry; Huang, Zheng; Zuo, Ziqing; Zhang, Lei; (50 pag.)CN105294667; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem