Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 19524-06-2, 4-Bromopyridine 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, COA of Formula: C5H5BrClN, blongs to pyridine-derivatives compound. COA of Formula: C5H5BrClN

A solution of 4-bromo-pyridine hydrochloride (25 g, 128 mmol) in dichloromethane (250 mL) was treated with potassium carbonate (21.25 g, 153 mmol) and the mixture was stirred for 2 hours, followed by addition of m-chloroperbezoic acid (44 g, 256 mmol). The mixture was stirred at room temperature for 16 hours, solid precipitated out, filtered and washed with ethyl acetate (2*200 mL). The filtrate was concentrated to give solid material which was washed with ether and hexane (3*30 mL, 1:1). The solid (20 g, 90percent) obtained was used as such for next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,19524-06-2, 4-Bromopyridine hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Daiichi Sankyo Company, Limited; Verma, Ashwani Kumar; Nagaswamy, Kumaragurubaran; Sharma, Lalima; Ghosh, Soma; Kale, Balkrishna Ramchandra; Mondal, Aniruddha; Srivastava, Punit Kumar; Dastidar, Sunanda Ghosh; Momin, Rijwan Jaffer; Wagh, Pradip Balu; Pansare, Sonali Nanasaheb; Markad, Pramod Raosaheb; Khairnar, Yogesh Balasaheb; Miyauchi, Rie; Murata, Takeshi; Ishizaki, Masayuki; Nagamochi, Masatoshi; Iimura, Shin; US2014/155398; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1603-41-4 ,Some common heterocyclic compound, 1603-41-4, molecular formula is C6H8N2, 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.

2-amino 5-methyl pyridine (5.0 g) was cooled to 5°C and Con. HCI (90 mL) was added. Sodium nitrite (5.16 g) was added portion wise slowly to the reaction mixture in 15 minutes. The reaction mixture was allowed to warm to 30°C and stirred for 1 .5 hours at the same temperature. Cooled the reaction mixture to 5°C and 40percent aqueous sodium hydroxide solution (150 mL) was added and pH adjusted to 13. Extracted the reaction mixture with ethyl acetate (3 x 50 mL) and washed the combined organic layer with brine solution (50 mL). The solution was dried over sodium sulfate and evaporated the solvent under reduced pressure to afford crude compound. The crude product was purified by column (0376) chromatography using 60-120 silica mesh and (10percent to 20percent) ethyl acetate / hexane as eluent to obtain title compound as colorless liquid. Yield: 2.62 g; Purity by HPLC: 99.97percent

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1603-41-4, its application will become more common.

Reference:
Patent; DR. REDDY?S LABORATORIES LIMITED; DAHANUKAR, Vilas Hareshwar; ORUGANTI, Srinivas; RAO, Pallavi; CHAKKA, Ramesh; BAIG, Mohammed Azeezulla; VYALA, Sunitha; SALADI, Venkata Narasayya; PEDDY, Vishweshwar; ELATI, Raviram Chandrasekhar; MOHANARANGAM, Saravanan; RAJ, Gopal; MAMIDIPALLI, Phani; (73 pag.)WO2017/175161; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 94952-46-2, 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. 94952-46-2, name is 1-(5-Chloropyridin-2-yl)ethanone, molecular formula is C7H6ClNO, 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.

1-(5-Chloropyridin-2-yl)ethanone (238 mg, 1.53 mmol) was dissolved in methanol (10 mL) at50 C. Sodium borohydride (174 mg, 4.5 mmol) was added portionwise and after addition was complete the reaction mixture was stirred at 50 C for 1 h. The solvent was removed,the residue was dissolved in water (10 mL), extracted with ethyl acetate (20 mL x 4) and the solvent evaporated from the combined organic phases to give 1-(5-chloropyridin-2-yl)ethanol as a colourless oil (201 mg, crude).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 94952-46-2, 1-(5-Chloropyridin-2-yl)ethanone.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BOUILLOT, Anne Marie Jeanne; DENIS, Alexis; LIDDLE, John; WALKER, Ann, Louise; (58 pag.)WO2016/188828; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 137129-98-7, Adding some certain compound to certain chemical reactions, such as: 137129-98-7, name is 6-Chloro-2-methylnicotinic acid,molecular formula is C7H6ClNO2, 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 137129-98-7.

To stirred solution of 6-chloro-2-methyl-pyridine-3-carboxylic acid in ie t-butanol (15mL) was added Et3N (1 .85mL, 13.3mmol) and DPPA (2.86mL, 3.3mmol) and the reaction heated at 90C for 2 hours. The reaction was allowed to cool to room temperature overnight, diluted with water (50ml_) and extracted with EtOAc (3 x 30ml_). The combined organic extracts were washed with water (15ml_), brine (15ml_), dried over MgSC>4 and evaporated to dryness under reduced pressure. The residue was purified by flash chromatography over S1O2 using a gradient of 5-50% EtOAc/isohexane as eluent to give the desired product (1.75g, 71 %) as a white solid. 1H NMR (400 MHz, CDCy delta 8.18 (br. d, 1 H), 7.16 (d, 1 H), 6.26 (br.d, 1 H), 2.48 (s, 3H), 1 .52 (s, 9H).

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. 137129-98-7, 6-Chloro-2-methylnicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; CARTER, Neil, Brian; BRIGGS, Emma; KITSIOU, Christiana; LING, Kenneth; MORRIS, James, Alan; TATE, Joseph, Andrew; WAILES, Jeffrey, Steven; WILLIAMS, John; (94 pag.)WO2017/162524; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 52378-64-0, 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 52378-64-0, name is (3-Bromopyridin-2-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

Into a 2-L three-necked round-bottom flask, was placed a solution of (3-bromopyridin-2-yl)methanol (50 g, 0.267 mol, 1.0 equiv) in DCM (1.0 L) and 1H-imidazole (36.4 g, 0.534 mol, 2.0 equiv). After the mixture was cooled to 0 C., tert-butyl(chloro)dimethylsilane (48.1 g, 0.320 mol, 1.2 equiv) was added by three batches. The reaction solution was warmed to room temperature and stirred for 4 h. The reaction mixture was diluted with H2O (1.0 L) and extracted with 2×500 mL of DCM. The combined organic phase was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column with ethyl acetate/petroleum ether (1:10) to provide the title compound. LCMS (ES) [M+1]+ m/z 302.d

According to the analysis of related databases, 52378-64-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Global Blood Therapeutics, Inc.; Li, Zhe; (115 pag.)US2020/157085; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 26510-52-1, Ethyl 3-oxo-3-(pyridin-2-yl)propanoate, 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, HPLC of Formula: C10H11NO3, blongs to pyridine-derivatives compound. HPLC of Formula: C10H11NO3

3-Oxo-3-pyridin-2-yl-propionic acid ethyl ester (500 mg, 2.59 mmol) and ethylhydrazine oxalate (389 mg, 2.59 mmol) was dissolved in EtOH, and stirred at 80 C. Upon completion, the EtOH was removed and triturated with Et2O to give 2-Ethyl-5-pyridin-2-yl-2H-pyrazol-3-ol (200 mg, 40%) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,26510-52-1, Ethyl 3-oxo-3-(pyridin-2-yl)propanoate, and friends who are interested can also refer to it.

Reference:
Patent; Alam, Muzaffar; Du Bois, Daisy Joe; Hawley, Ronald Charles; Kennedy-Smith, Joshua; Minatti, Ana Elena; Palmer, Wylie Solang; Silva, Tania; Wilhelm, Robert Stephen; US2011/71150; (2011); A1;,
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. 17874-79-2, name is 5-(Methoxycarbonyl)picolinic acid, molecular formula is C8H7NO4, 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. Quality Control of 5-(Methoxycarbonyl)picolinic acid

5-(methoxycarbonyl)pyridine-2-carboxylic acid (100 mg, 0.55 mmol) was dissolved in thionyl chloride (2 mL). The reaction mixture was stirred at ambient temperature for 5 min and a few drops of 7V,7V-dimethylformamide was added. The reaction mixture was stirred at ambient temperature for 5 h. The solvent was removed in vacuo and the crude was added toluene which was evaporated again three times in order to get rid of all thionyl chloride. The crude was dissolved in dry dichloromethane (5 mL) and cooled to 0 0C. A solution of 2,2,2-trifluoroethylamine (176 muL, 2.21 mmol) in dichloromethane (2ml) and slowly added to the reaction mixture. The reaction mixture was stirred at ambient temperature over night. The solvent was removed in vacuo and the crude was partioned between ethyl acetate and IM sodium hydroxide. The organic layer was washed with brine and dried over magnesium sulfate and concentrated in vacuo. Purification by column chromatography using a gradient of ethyl acetate in heptane to yield 89 mg (62 %) of the title compound as a white solid; 1R NMR (400 MHz, DMSO-J6) delta ppm 9.50 (t, 1 H), 9.14 (d, 1 H), 8.51 (dd, 1 H), 8.21 (d, 1 H), 4.03 – 4.16 (m, 2 H), 3.93 (s, 3 H); MS (ESI) m/z 263 [M+H+], m/z 261 [M-H+].

With the rapid development of chemical substances, we look forward to future research findings about 17874-79-2.

Reference:
Patent; ASTRAZENECA AB; WO2008/130320; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 59782-85-3 , The common heterocyclic compound, 59782-85-3, name is 2,5-Dichloronicotinic acid, molecular formula is C6H3Cl2NO2, 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.

Piperazine A37 may be used in place of piperazine or a substituted piperazine in the above examples. Lithium 2-amino-5-chloronicotinateA solution of 2,5-dichloronicotinic acid (20.2 g, 0.105 mol) in methanol (500 mL) was cooled to 00C and neat thionyl chloride (38 mL, 63 g, 0.525 mol) was added over -30 min. The reaction mixture was stirred at O0C for 1 hour. The cooling bath was removed, the reaction temperature was allowed to warm to room temperature, and the reaction was allowed to stir for an additional 2 days at room temperature. The solvent was removed under reduced pressure to give an off-white residue. The residue was dissolved in Et2O (-500 mL) and the resulting solution was washed successively with saturated aqueous NaHCO3 solution (-300 mL), water (-300 mL), and brine (-300 mL). The organic layer was separated, dried over anhydrous MgSO4, and filtered. Removal of the solvent under reduced pressure yielded methyl 2,5-dichloronicotinate (21.0 g, 97%) as a white solid. EPO Performed in duplicate on identical scales in two pressure vessels, methyl 2,5-dichloronicotinate (4.5 g, 22 mmol) was dissolved in ammonia solution (250 mL, 0.5 M in 1,4-dioxane; 0.125 mol). The pressure vessels were sealed and heated at (85 +/- 5) 0C for 9 days. The two reaction mixtures were allowed to cool to room temperature, then combined and concentrated under reduced pressure to yield a white solid. Dissolution of the solid in 1 :1 acetone-MeOH (-500 mL), followed by adsorption onto silica gel (25 g) and then purification by flash column chromatography (25:10:1 hexane-CH2CI2- Et2O), gave 6.08 g (75%) of methyl 2-amino-5-chloronicotinate. A solution of LiOH*H2O (1.38 g, 33 mmol) in water (33 mL) was added in one portion to a suspension of methyl 2-amino~5~chloronicotinate (6.08 g, 27 mmol) in MeOH (110 mL). The reaction mixture was stirred at 7O0C for 24 hours, and gradually became homogeneous. The solvents were removed under reduced pressure, and after the resulting white solid was dried under vacuum (<1 mmHg) to constant weight, 5.51 g (95%) of lithium 2-amino-5-ch.oronicotinate was obtained. The synthetic route of 59782-85-3 has been constantly updated, and we look forward to future research findings. Reference:
Patent; SCHERING CORPORATION; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2006/88840; (2006); 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. 16250-08-1, name is 6-Aminopyridine-3-sulfonic acid. A new synthetic method of this compound is introduced below., Recommanded Product: 6-Aminopyridine-3-sulfonic acid

(ii) Bromine (99 g, 0.62 mol) was added dropwise over 1 h, to a hot solution of the sulphonic acid (108 g, 0.62 mol) in water (600 mL) so as to maintain a steady reflux. Once the addition was complete the reaction was cooled and the resulting mixture filtered. The solid was washed with water and dried under suction to afford pyridine-2-amino-3-bromo-5-sulphonic acid (53.4 g). 1H NMR (DMSO-d6) delta: 8.08 (s, 1H), 8.14 (s, 1H).

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, 16250-08-1, 6-Aminopyridine-3-sulfonic acid.

Reference:
Article; Rawson, David J.; Ballard, Stephen; Barber, Christopher; Barker, Laura; Beaumont, Kevin; Bunnage, Mark; Cole, Susan; Corless, Martin; Denton, Stephen; Ellis, David; Floc’H, Marion; Foster, Laura; Gosset, James; Holmwood, Frances; Lane, Charlotte; Leahy, David; Mathias, John; Maw, Graham; Million, William; Poinsard, Cedric; Price, Jenny; Russel, Rachel; Street, Stephen; Watson, Lesa; Bioorganic and Medicinal Chemistry; vol. 20; 1; (2012); p. 498 – 509;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 884495-03-8, 3-Amino-2-bromo-5-fluoropyridine, 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, Recommanded Product: 884495-03-8, blongs to pyridine-derivatives compound. Recommanded Product: 884495-03-8

General procedure: To a nitrogen-purged solution of aryl iodide in TEA (3 mL/mmol),DMF (3 mL/mmol) and MeOH (3 mL/mmol) was added Palladium (II)Acetate (0.03 eq)and Xantphos (0.06 eq). The reaction mixture was flushed with Carbon Monoxidegas for several minutes and then sealed with CO balloon attached and heated to 60C. for 3 hours. Upon completion, the reaction was cooled to room temperature and the crude product was triterated via addition of water and collected byfiltration. The crude intermediate was taken into the next step w/o furtherpurification.

The synthetic route of 884495-03-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Genentech, Inc.; Blaquiere, Nicole; Castanedo, Georgette; Feng, Jianwen A.; Hu, Baihua; Staben, Steven; Yuen, Po-wai; Wu, Guosheng; Lin, Xingyu; Burch, Jason; US2015/57260; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem