Category: pyridine-derivatives

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

Synthetic Route of 874959-68-9, Adding some certain compound to certain chemical reactions, such as: 874959-68-9, name is 5-Bromopyridine-2-sulfonyl chloride,molecular formula is C5H3BrClNO2S, 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 874959-68-9.

General procedure: To a pyridine (1.5 mL) solution of 5-((1S,2R)-1-amino-2-(6-fluoro-2,3-dimethylphenyl)propyl)-1,3,4-oxadiazol-2(3H)-one monohydrochloride (45 mg) obtained from Reference Example F1, 5-chloro-8-(chlorosulfonyl)-4-methyl-d3-chroman-4-ylacetate (80 mg) obtained in Reference Example E1 was added, and the reaction solution was stirred atroom temperature for 12 hours. The reaction solution was concentrated under reduced pressure, and the obtainedresidue was purified by silica gel column chromatography (eluent: hexane / ethyl acetate) to obtain the title compound(59 mg) as a 1: 1 diastereomer mixture.

According to the analysis of related databases, 874959-68-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Taiho Pharmaceutical Co., Ltd.; MIYAHARA, Seiji; UENO, Hiroyuki; HARA, Shoki; OGINO, Yoshio; (203 pag.)EP3466934; (2019); 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

Application of 372-48-5, 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. 372-48-5, name is 2-Fluoropyridine, molecular formula is C5H4FN, 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.

A I L 2-necked flask was charged with 100 mL of a 2 N solution of lithium diisopropylamide and 400 mL of tetrahydrofuran. This was cooled to “72 C and 2-fluoropyridine (19.42 g, 200 mmol) dissolved in 100 mL of tetrahydrofuran was added dropwise. This was stirred at “70 C for 4 h before dropwise addition of 51 g (200 mmol) of iodine dissolved in 150 mL of tetrahydrofuran. This was stirred for 1 h before being quenched with water. The mixture was diluted with ethyl acetate and aqueous sodium bisulfite. The organic layer was evaporated in vacuo and the product was distilled on a Kugelrohr yielding 2- fluoro-3-iodopyridine (27.0 g, 60.6% yield).

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 372-48-5, 2-Fluoropyridine.

Reference:
Patent; UNIVERSAL DISPLAY CORPORATION; WU, Yonggang; XIA, Chuanjun; FIORDELISO, James; LAYEK, Suman; ALLEYNE, Bert; DYATKIN, Alexey, Borisovich; ANSARI, Scott; BEERS, Scott; BARRON, Ed; BROOKS, Jason; WO2012/121936; (2012); A2;,
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

Electric Literature of 198904-85-7, Adding some certain compound to certain chemical reactions, such as: 198904-85-7, name is tert-Butyl 2-(4-(pyridin-2-yl)benzyl)hydrazinecarboxylate,molecular formula is C17H21N3O2, 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 198904-85-7.

[00446] Example 94. Preparation of tert-butyl 2-((2S,3S)-2-hydroxy-4-phenyl-3-{[(benzyloxy) carbonyl]amino}butyl)-2-(4-pyridin-2-ylbenzyl)hydrazinecarboxylate; [00447] To a solution of (l-oxiranyl-2-phenyl-ethyQ-carbamic acid benzyl ester (0.75 g, 2.5 mmol, WO 2005061487) in 2-propanol (10 mL) was added N-(4-pyridin-2-ylbenzyl)hydrazine carboxylic acid tert-butyl ester (0.75 g, 2.5 mmol, WO 2005061487) and the solution was refluxed for 18 hours, after which time it was cooled, solvent was removed in vacuo and the crude residue was purified by column chromatography on silica gel (10% EtOAc/hexane) to give 100 mg, 7% of the compound of this Example. NMR (CDC13) delta ppm 8.62 – 8.76 (m, I H) 7.86 – 8.06 (m, 2 H) 7.65 – 7.82 (m, 2 H) 7.09 – 7.51 (m, 14 H) 5.18 – 5.46 (m, 2 H) 5.00 – 5.10 (m, 2 H) 3.52 – 4.11 (m, 4 H) 2.87 – 3.02 (m, 2 H) 2.72 – 2.87 (m, 1 H) 1.33 (s, 9 H); MS (M + H+) = 597.

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. 198904-85-7, tert-Butyl 2-(4-(pyridin-2-yl)benzyl)hydrazinecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ABBOTT LABORATORIES; WO2008/27932; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem