Category: pyridine-derivatives

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 6945-67-1, name is 2-Bromo-4-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H3BrN2O2

(Step 1) 4-Nitro-2-tetrahydropyran-4-yl-pyridine (0323) (0324) Zinc (19.2 g, 293 mmol) was heated at 210 C. for 10 minutes, cooled to 70 C., then heated to 210 C. again, and the resulting mixture was stirred for 10 minutes. The reaction mixture was cooled to room temperature, then a solution of N,N-dimethylformamide (100 ml) and dibromoethane (6.87 g, 33.6 mmol) in N,N-dimethylformamide (10.0 ml) was added thereto, and the resulting mixture was stirred at 90 C. for 30 minutes. The reaction mixture was cooled to room temperature, then trimethylsilyl chloride (800 mg, 7.30 mmol) was added thereto, and the resulting mixture was stirred at room temperature for 10 minutes. A solution of 4-iodine tetrahydropyran (10.4 g, 49.2 mmol) in N,N-dimethylformamide (60.0 ml) was added to the reaction liquid, and the resulting mixture was stirred at 35 C. for 90 minutes. This zinc derivative was added to a suspension of 2-bromo-4-nitro-pyridine (5.00 g, 24.6 mmol) and Pd(PPh3)2Cl2 (2.60 g, 3.70 mmol) in N,N-dimethylformamide (80.0 ml), and the resulting mixture was stirred in the presence of nitrogen gas at 90 C. for 2 hours. The reaction mixture was cooled to room temperature, then the reaction solution was filtered, and the obtained filtrate was diluted with water (600 ml) and extracted with ethyl acetate (200 ml×3). The extracts were combined, washed with a saturated saline solution, dried over anhydrous sodium sulfate, and then the solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (petroleum ether:ethyl acetate=10:1 to 5:1) to obtain the title compound (900 mg, 17%). (0325) 1H NMR (CDCl3, 400 MHz): delta 8.85 (d, J=5.6 Hz, 1H), 7.90-7.86 (m, 2H), 4.15-4.11 (m, 2H), 3.61-3.54 (m, 2H), 3.16-3.10 (m, 1H), 2.00-1.91 (m, 4H)

With the rapid development of chemical substances, we look forward to future research findings about 6945-67-1.

Reference:
Patent; Ajinomoto Co., Inc.; UENO, Hirokazu; YAMAMOTO, Takashi; MIYAZAWA, Tomoko; SHINKAI, Kenji; ARISAKA, Harumi; TAKANOHASHI, Toshiyuki; (122 pag.)US2016/244451; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 886365-06-6, name is Methyl 5-bromo-4-methylpicolinate. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

1-116: 5-Bromo-4-methyl-pyridine-2-carboxylic acid methyl ester (800 mg, 3.48 mmol) was dissolved in DMF (16 mL). Tetrakis(triphenylphosphine)palladium(0) (462 mg, 0.400 mmol), potassium carbonate (2.07 g, 15.0 mmol), and 2,2-dimethylethenylboronic acid pinacol ester (0.82 mL, 4.0 mmol) were added. Argon was bubbled through the mixture for 5 min. The mixture was heated to 120C in a microwave reactor for 1 h. The mixture was diluted with sat’d ammonium chloride (10 mL) then extracted with EtOAc (3×5 mL). The combined organics were dried over sodium sulfate and concentrated. The resulting crude material was purified by silica gel chromatagraphy using 0-40% EtOAc in heptanes as the gradient to provide compound 1-116.

With the rapid development of chemical substances, we look forward to future research findings about 886365-06-6.

Reference:
Patent; EXELIXIS, INC.; XU, Wei; (170 pag.)WO2017/4609; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 72617-82-4, 6-(2,2,2-Trifluoroethoxy)pyridin-3-amine, 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, 72617-82-4, blongs to pyridine-derivatives compound. name: 6-(2,2,2-Trifluoroethoxy)pyridin-3-amine

EXAMPLE 3 N-[2-(2,2,2-Trifluoroethoxy)-5-pyridyl]-1,3-dithietan-2-imine 8.8 g (0.048 mol) 2-(2,2,2-Trifluoroethoxy)-5-aminopyridine and 3.50 g (0.046 mol) carbon disulphide were combined. Over 5 minutes, 4.65 g (0.046 mol) triethylamine was added, dropwise. The reaction mixture was then stirred at 70 C. for 1 hour. After this 50 ml diethyl ether was added at room temperature. The resulting crystals were separated and dried. 12.0 g (70.6% of theory) triethylammonium N-[2-(2,2,2-trifluoroethoxy)-5-pyridyl]dithiocarbamate was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,72617-82-4, its application will become more common.

Reference:
Patent; Schering Aktiengesellschaft; US4897415; (1990); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1010422-51-1, Adding some certain compound to certain chemical reactions, such as: 1010422-51-1, name is 5-Bromo-4-methyl-2-(trifluoromethyl)pyridine,molecular formula is C7H5BrF3N, 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 1010422-51-1.

A mixture of 5-bromo-4-methyl-2-(trifluoromethyl)pyridine (150 mg, 625 mumol), bis(pinacolato)diboron (189 mg, 729 mumol), Pd(dppf)Cl2 (89 mg, 106 mumol) and potassium acetate (120 mg, 1.25 mmol) in dioxane (1 mL) was stirred under N2 at 90 C. overnight. Aqueous NH4Cl was added and the mixture was extracted with CH2Cl2. The combined organic layers were dried and the volatiles were removed under reduced pressure to yield the desired compound which was used in the next step without further purification.

According to the analysis of related databases, 1010422-51-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GRUeNENTHAL GMBH; VOSS, FELIX; NORDHOFF, SONJA; WACHTEN, SEBASTIAN; WELBERS, ANDRE; RITTER, STEFANIE; US2015/166505; (2015); 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.849353-19-1, name is 5-Iodo-2-methylpyridin-4-amine, molecular formula is C6H7IN2, molecular weight is 234.04, as common compound, the synthetic route is as follows.SDS of cas: 849353-19-1

General procedure: Step 1: A vial equipped with a magnetic stir bar was charged with the ortho-haloaminopyridine and BrettPhos G1 precatalyst (6 mol %). The vial was sealed with a teflon screw cap, and evacuated and backfilled with argon three times. The amine (1 to 1.5 mol eq) was added via syringe, followed by LiHMDS solution (1M in THF, 2.5 mol eq). Amines that were solid at room temperature were added with the catalyst. The reaction mixture was stirred at 40 C for 4-18 h, until LC/MS indicated complete conversion of the starting material. The mixture was cooled to room temperature, diluted with dichloromethane, and poured into water. The organic phase was separated and the aqueous phase was extracted twice more with dichloromethane. The combined organic phases were dried over Na2SO4. The solvent was removed under reduced pressure.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,849353-19-1, 5-Iodo-2-methylpyridin-4-amine, and friends who are interested can also refer to it.

Reference:
Article; Li, Chaomin; Chen, Lily; Steinhuebel, Dietrich; Goodman, Andrew; Tetrahedron Letters; vol. 57; 25; (2016); p. 2708 – 2712;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 6515-09-9, Adding some certain compound to certain chemical reactions, such as: 6515-09-9, name is 2,3,6-Trichloropyridine,molecular formula is C5H2Cl3N, 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 6515-09-9.

In a 1000 mL autoclave, 50 g of 2,3,6-trichloropyridine and 150 g of toluene were added; 150 g of water and 30 g of triethylamine were added.Then add 5% palladium carbon 2g, control hydrogen pressure 8 ~ 10atm, temperature 10 ~ 15 C, reaction for 8 hours,The HPLC monitoring of the control material (2,3,6-trichloropyridine) was <10% and the reaction was stopped. The reaction solution is filtered, palladium carbon is recovered, the filtrate is separated into liquid, triethylamine is recovered in the aqueous phase, the organic phase is concentrated under reduced pressure, toluene is recovered, and the residue is subjected to vacuum distillation.Product 2,3-dichloropyridine ~32.5g,Yield ~ 80% (theory: 40.56g). According to the analysis of related databases, 6515-09-9, the application of this compound in the production field has become more and more popular. Reference:
Patent; Shanghai Yaben Chemical Co., Ltd.; Lin Zhigang; Jiang Yueheng; Cai Tong; (4 pag.)CN107778221; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 709652-82-4, name is 2-Amino-5-bromonicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 709652-82-4

PREPARATION 16 PREPARATION OF (Z)-2-AMiNO-5-BROMO-N’-HYDROXYNicoTiNiMiD AMIDE A solution of 2-amino-5-bromopyridine-3-carbonitrile (2.00 g, 10.1 mmol), hydroxylamine hydrochloride (1.06 g, 15.3 mmol) and 24 mL of triethylamine in 40 mL of ethanol was refluxed for 3 h. The resulting mixture was poured into ice cold water to afford a white solid. The solid was separated by filtration and washed with water. The filtrate was extracted with ethyl acetate and the organic layers were combined, dried over anhydrous sodium sulfate and filtered. The filtrate was evaporate to afford a white solid which was combined with the white solid obtained earlier to afford (Z)-2-amino-N’-(benzoyloxy)-5-bromonicotinimidamide in quantitative yield (2.30 g). 1H NMR (400 MHz, OMSO-d6):S9.95 (s, 1H), 7.96 (d, J= 2.4 Hz, 1H), 7.89 (d, J= 2.4 Hz, 1H), 7.20 (br s, 2H), 5.93 (s, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 709652-82-4.

Reference:
Patent; SIGNALCHEM LIFESCIENCES CORPORATION; ZHANG, Zaihui; WO2015/81257; (2015); A2;,
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. 60588-81-0, name is (3-Chloropyridin-2-yl)methanol, molecular formula is C6H6ClNO, 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. Formula: C6H6ClNO

Synthesis of 3-chloro-2-(chloromethvDpyridine (32 31 To a solution of compound 31 (300 mg, 2.1 mmol) in DCM (4 mL) was added DIE A (539 mg, 4.2 mmol) at 0 C, then MsCl (263 mg, 2.3 mmol) was added dropwise at 0 C. The mixture was stirred at room temperature for 3h. Water was added, and the mixture was extracted with DCM, washed with sat. NaHCO and brine, dried over a?.S04, filtered, concentrated under reduced pressure to give compound 32 (240 mg, 69 %) as a yellow oil.

With the rapid development of chemical substances, we look forward to future research findings about 60588-81-0.

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; BECKWITH, Jonathan Roger; DUTTON, Rachel; ESER, Markus; LANDETA, Cristina; BLAZYK, Jessica L.; MEEHAN, Brian M.; HATAHET, Feras; BOYD, Dana; WO2015/143164; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1235036-15-3, 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 1235036-15-3, name is tert-Butyl 3-bromo-6-chloropicolinate. This compound has unique chemical properties. The synthetic route is as follows.

Example 67A 2-(5-bromo-6-(tert-butoxycarbonyl)pyridin-2-yl)-1,2,3,4-tetrahydroisoquinoline-8-carboxylic acid A solution of methyl 1,2,3,4-tetrahydroisoquinoline-8-carboxylate, hydrochloric acid (13.6 g), tert-butyl 3-bromo-6-chloropicolinate (17.4 g) and cesium carbonate (39 g) were stirred together in N,N-dimethylacetamide (110 mL) and heated at 120 C. under nitrogen overnight. The reaction mixture was cooled, diluted with water and extracted with ethyl acetate. The organic layer was washed with brine and the combined aqueous layers were back-extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered and concentrated. Silica gel chromatography using 20-100% ethyl acetate in hexanes provided the title compound.

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 1235036-15-3, tert-Butyl 3-bromo-6-chloropicolinate.

Reference:
Patent; AbbVie Inc.; WANG, LE; Doherty, George; Wang, Xilu; Tao, Zhi-Fu; Bruncko, Milan; Kunzer, Aaron R.; Wendt, Michael D.; Song, Xiaohong; Frey, Robin; Hansen, Todd M.; Sullivan, Gerard M.; Judd, Andrew; Souers, Andrew; US2013/96120; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 75115-28-5, N3-Benzylpyridine-3,4-diamine, 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, Product Details of 75115-28-5, blongs to pyridine-derivatives compound. Product Details of 75115-28-5

General procedure: The vial containing the crude diaminopyridine was equipped with a magnetic stir bar and sealed with a teflon screw cap. Aldehyde (2 mol eqwith respect to the theoretical yield of the first reaction) and then nBuOH was added via syringe to give a diaminopyridine concentration of 0.3 M based on the theoretical yield of the first reaction. The reaction mixture was stirred at 110 C for 18-24 h with needle inserted in septum to expose reaction to air. The mixture was cooled to room temperature, diluted with ethyl acetate, and poured into aqueous saturated NaHCO3. The organic phase was separated and the aqueous phase was extracted twice more into ethyl acetate. The combined organic phases were driedover Na2SO4. The solvent was removed under reduced pressure. The residue was purified by flash column chromatography on silica gel, typically using EtOAc, 0 ->10% MeOH.

The synthetic route of 75115-28-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Chaomin; Chen, Lily; Steinhuebel, Dietrich; Goodman, Andrew; Tetrahedron Letters; vol. 57; 25; (2016); p. 2708 – 2712;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem