Pyridine-derivatives

Related Products of 6980-08-1, Adding some certain compound to certain chemical reactions, such as: 6980-08-1, name is 4-Chloro-3-nitropyridin-2-amine,molecular formula is C5H4ClN3O2, 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 6980-08-1.

To 400 mg (2.32 mmol) of 5-N-BOC-amino-8-hydroxy-quinoline dissolved in 30 mL DMF (dry), were added under stirring and argon atmosphere, 360 mg (3.20 mmol) tert-BuOK. After 30 minutes, 400 mg (2.32 mmol) 2-amino-3-nitro-4-chloropyridine were added at once and the reaction mixture heated at 850C (bath) for 5 hours. After cooling, 200 mL AcOEt were added and the solution extracted with 2 x 200 mL brine. The solution was dried (MgSO4) and evaporated under vacuum. The residue was purified on an lsolute column (Flash Si II; 50 g, 170 mL) eluted with AcOEt. The title compound was obtained as a yellow solid: 0.534 g. Yield: 58%. 1H NMR (500 MHz, DMSO-d6) delta: 1.51 (s, 9H, C(CH3J3), 5.65 (d, 1 H, HPyr, J=5.6 Hz), 7.14 (S, 2H1 NH2), 7.58-7.61 (m, 1 H1 HArom), 7.64 (d, 1 H, HArom, J= 8.3 Hz), 7.74 (d, 1 H, HArom, J= 8.3 Hz), 7.82 (d, 1 H, HPyr), 8.53-8.55 (m, 1H, Harom), 8.84-8.86 (m, 1H, Harom), 9.51 (S, 1 H, NH); LC-MS, tR = 6.51 min, m/z: 397.1 (M)+, calcd for C19H19N5O5.

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. 6980-08-1, 4-Chloro-3-nitropyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL (THE); WO2009/130487; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 116986-08-4, 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.116986-08-4, name is Methyl 2-(bromomethyl)nicotinate, molecular formula is C8H8BrNO2, molecular weight is 230.0586, as common compound, the synthetic route is as follows.

A mixture of 2,6-dihydroxybenzaldehyde (leq) and methyl 2-(bromomethyl)nicotinate (leq) was dissolved in anhydrous N,N-Dimethylformamide (DMF). Anhydrous potassium carbonate (K2CO3) (l.2eq) was added to this mixture and the reaction was stirred at room temperature for 4 hours. The solvent was then evaporated and the reaction mixture was extracted with ethyl acetate and water. The organic layer was dried over sodium sulfate, filtered and the solvent evaporated. The crude product was purified using S1O2 column chromatography and eluted with the solvent system EtOAc: hexanes = 5:2 to obtain pure product as pale yellow powder with a yield of 58%. IR (Diamond, cm-1): 2956, 1713, 1618, 1637, 1571, 1459, 1435, 1396, 1370, 1287, 1238, 1 170, 1 141 ; 1H-NMR (400 MHz, DMSO-dfi): d 1 1.67 (s, 1H), 10.19 (s, 1 H), 8.75 (dd, .7= 4.8, 1.68 Hz, 1H), 8.25 (dd, J= 7.84, 1.68 Hz, 1 H), 7.55 (m, 2H), 6.66 (d, J = 8.2 Hz, 1 H), 6.53 (d, J = 8.4 Hz, 1H), 5.58 (s, 2H), 3.79(s, 3H); 13C-NMR (100 MHz, DMSO-d6): d 193.68, 166.15, 162.26, 161.44, 155.02, 151.73, 138.75, 138.31 , 126.02, 123.60, 1 10.66, 109.49, 103.51, 70.59, 52.50. MS (ESI) m/z found 288.09 (M+H)+, 310.07 (M+Na)+, Calculated 301.2940 [M]+. The purity of the compound was checked by HPLC and was found to be 100% pure.

The chemical industry reduces the impact on the environment during synthesis 116986-08-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; VIRGINIA COMMONWEALTH UNIVERSITY; THE CHILDREN’S HOSPITAL OF PHILADELPHIA; SAFO, Martin, K.; ZHANG, Yan; PARAGE, Piyusha, Pradeep; XU, Guoyan; GHATGE, Mohini; VENITZ, Jurgen; ABDULMALIK, Osheiza; (78 pag.)WO2019/182938; (2019); 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.88511-27-7, name is 4-Amino-3-iodopyridine, molecular formula is C5H5IN2, molecular weight is 220.0111, as common compound, the synthetic route is as follows.COA of Formula: C5H5IN2

General procedure: Procedure A : Suzuki coupling To a solution of iodopyridine (1 eq) in dioxane (5 mL/mmol), the boronic acid (1.5 eq), and 1 M Na2C03 aqueous solution (3 eq) were added and the reaction mixture was degassed with argon for 20 min. Then Bis(triphenylphosphine)palladium(ll) dichloride (0.2 eq) was added and the reaction mixture was heated at 100C for 16h. After completion of reaction, the reaction mixture was filtered through a celite pad and the filtrate was concentrated under reduced pressure to afford a residue that was dissolved in water and extracted with ethyl acetate. The organic layer was separated, dried over sodium sulphate and concentrated under reduced pressure to afford the crude product, which was further purified by silica gel (100:200 mesh) column chromatography to afford the Suzuki coupling product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,88511-27-7, 4-Amino-3-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; UCB BIOPHARMA SPRL; MERCIER, Joel; PROVINS, Laurent; VERMEIREN, Celine; SABNIS, Yogesh Anil; (106 pag.)WO2016/124508; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 77992-44-0, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 77992-44-0 as follows.

INTERMEDIATE 1N-(5-Bromopyridin-2-yl)-2-[2-(difluoromethoxy)phenyllacetohydrazideTo a stirred solution of 2-(difluoromethoxy)phenylacetic acid (3.0 g, 14.85 mmol) in DCM (10 mL) at 0C was added triethylamine (4.4 g, 44.5 mmol), followed by EDCI (3.4 g, 21.90 mmol). The reaction mixture was stirred at 0C for 30 minutes. 5-Bromo-2- hydrazinopyridine (3.07 g, 16.4 mmol) was added and the reaction mixture was stirred at room temperature for 12 h, then diluted with DCM. The organic layer was washed with H20 and brine, then concentrated in vacuo. The crude material obtained was triturated with pentane and Et20 to give the title compound (3.90 g, 70%), which was used for the next reaction without any further purification. deltaEta (400 MHz, DMSO-d6) 10.09-9.90 (m, 1H), 8.67-8.44 (m, 1H), 8.12 (d, 1H, J2.4 Hz), 7.66 (dd, 1H, J 9.0, 2.4 Hz), 7.41 (dd, 1H, J7.6, 1.8 Hz), 7.37-7.26 (m, 1H), 7.26-7.09 (m, 3H), 6.58 (d, 1H, J 8.9 Hz), 3.58 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,77992-44-0, its application will become more common.

Reference:
Patent; UCB BIOPHARMA SPRL; BROOKINGS, Daniel Christopher; JACKSON, Victoria Elizabeth; WO2015/86496; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 109-09-1, 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.109-09-1, name is 2-Chloropyridine, molecular formula is C5H4ClN, molecular weight is 113.54, as common compound, the synthetic route is as follows.

General procedure: 20 mL scintillation vial was charged with a solution of MnCl2THF1.6 (3 mol%, 3 mg, 0.012mmol) in 3 mL THF in a glove box. The corresponding electrophile (0.41 mmol, 1 equiv.) andinternal standard, mesitylene (0.41 mmol, 1equiv.), were added. After five minutes of stirring atroom temperature, the Grignard solution (1.2- 2.6 equiv.) was added dropwise and the reactionwas stirred at room temperature. The reaction mixture was removed from the glovebox andquenched with a saturated K2CO3 solution (3 mL) and EtOAc (3 mL). The organic layer wasextracted with EtOAc (3 x 3mL), and dried over MgSO4. The solution was then filtered andconcentrated. The crude product was purified via a silica plug.

The chemical industry reduces the impact on the environment during synthesis 109-09-1, I believe this compound will play a more active role in future production and life.

Reference:
Article; Petel, Brittney E.; Purak, Merjema; Matson, Ellen M.; Synlett; vol. 29; 13; (2018); p. 1700 – 1706;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1000342-71-1, 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. 1000342-71-1, name is 6-Bromo-1H-pyrrolo[3,2-c]pyridine. A new synthetic method of this compound is introduced below.

General procedure: To a stirred solution of 5-bromo-1H-pyrrolo[2,3-c]pyridine (1.5 g, 7.61 mmol) in DMF (15 mL), KOH (1.27 g, 11.42 mmol) was added at RT. The resulting solution was stirred for 30 min. Then, fert-butyl 3- (bGammaomomethyl)piperidine-1-caoxylate (3.17 g, 22.84 mmol) was added at 0 C, and stirred at RT for 16h. The reaction mixture was diluted with water (70 mL) and extracted with EtOAc (2 x 70 mL), the combined organic layers were dried over anhydrous Na2SO4, and concentrated under reduced pressure. The crude compound was purified by flash column chromatography and eluted with 30% EtOAc/ pet ether to obtain the title compound (1.6 g, 54%) as an off white solid. LC-MS (method 1): Rt =2.47 min; m/z = 394.24 (M+H+)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1000342-71-1, 6-Bromo-1H-pyrrolo[3,2-c]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; ORYZON GENOMICS, S.A.; SALAS SOLANA, Jorge; CARCELLER GONZALEZ, Elena; ORTEGA MUNOZ, Alberto; (195 pag.)WO2018/149986; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 58530-53-3, 2,4-Dibromopyridine, 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, Application In Synthesis of 2,4-Dibromopyridine, blongs to pyridine-derivatives compound. Application In Synthesis of 2,4-Dibromopyridine

Preparation of 4-bromo-2-phenylpyridine Into a 500 mL round-bottomed flask was placed 2,4-dibromopyridine (9.90 g, 41.8 mmol), phenylboronic acid (5.10 g, 41.8 mmol), and potassium carbonate (11.55 g, 84 mmol) in DME (100 mL). The reaction mixture was diluted with water (40 mL). This was degassed for 30 minutes and Pd(PPh3)4, (0.483 grams, 0.418 mmol) was added and the reaction was stiffed at reflux for 22 hours. The mixture was diluted with brine and ethyl acetate. The organic layer was washed with water, dried and adsorbed onto Celite and chromatographed on a 400 gram column eluted with 0-5% ethyl acetate in hexane giving the desired product (5.30 g, 54%) as clear colorless oil.

The synthetic route of 58530-53-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Universal Display Corporation; Beers, Scott; Xia, Chuanjun; Layek, Suman; Wendt, Harvey; US2014/8617; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 96424-68-9, 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. 96424-68-9, name is 2-Bromo-3-chloropyridine. A new synthetic method of this compound is introduced below.

A mixture of 2-bromo-3-chloropyridine (203.8 g, 1.06 moles), sodium tert-amylate (147 g, 1.27 moles), tert-butyl (3R)-3-aminopiperidine-1-carboxylate (249.5 g, 1.25 moles) in toluene (2 L) was heated to 80 C. To this solution was added chloro(di-2-norbornylphosphino)(2-dimethylaminoferrocen-1-yl) palladium (II) (6.1 g, 10.06 mmol) followed by heating to 105 C. and holding for 3 h. The reaction mixture was cooled to room temperature, 1 L of water was added, then the biphasic mixture was filtered through Celite. After layer separation, the organic phase was washed with 1 L of water followed by treatment with 60 g of Darco G-60 at 50 C. The mixture was filtered through Celite, and concentrated to a final total volume 450 mL, resulting in the precipitation of solids. To the slurry of solids was added 1 L of heptane. The solids were collected via filtration and then dried to afford the title compound as a dull orange solid (240.9 g, 73% yield).1H NMR (CDCl3) delta 8.03 (m, 1H), 7.45 (m, 1H), 6.54 (m, 1H), 5.08 (br s, 1H), 4.14 (br s, 1H), 3.85-3.30 (m, 4H), 2.00-1.90 (m, 1H), 1.80-1.55 (m, 4H), 1.43 (br s, 9H).UPLC (UPLC-MS Method 1): tR=0.72 min.MS (ES+) 312.0 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,96424-68-9, 2-Bromo-3-chloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Pfizer Inc.; Darout, Etzer; Dullea, Robert; Hawkins, Julie Jia Li; Londregan, Allyn T.; Loria, Paula M.; Maguire, Bruce; McClure, Kim F.; Petersen, Donna N.; Piotrowski, David W.; US2014/315928; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 16135-36-7, 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 16135-36-7, name is Methyl 4-aminonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 4 Following the procedure of Example 1, but substituting an equivalent amount of methyl 4-amino-nicotinate for methyl 2-amino-nicotinate and using methylene chloride as eluent for the column chromatography, methyl 4-(2-acetylthiomethyl-propionamido)-nicotinate is obtained; m.p. 55-57 C., from petroleum ether.

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 16135-36-7, Methyl 4-aminonicotinate.

Reference:
Patent; Simes, Societa Italiana Medicinalle Sintetici; US4528296; (1985); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 79456-34-1, 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.79456-34-1, name is 5-Bromo-3-(trifluoromethyl)pyridin-2-amine, molecular formula is C6H4BrF3N2, molecular weight is 241.01, as common compound, the synthetic route is as follows.

Example 143 Synthesis of 5-cyclopropyl-3-(trifluoromethyl)pyridin-2-amine. To a solution of 5-bromo-3-(trifluoromethyl)pyridin-2-amine (2 g, 7.2 mmol) in dioxane/H2O (100 mL/10 mL) was added cyclopropylboronic acid (1.425 g, 16.6 mmol), Pd(OAc)2 (186 mg, 0.83 mmol), PCy3 (465 mg, 1.66 mmol) and K3PO4 (3.523 g, 16.6 mmol). The reaction mixture was stirred at 100 C. for 14 h under nitrogen. Then the mixture was concentrated in vacuo. Water (100 mL) was added and the mixture was extracted with EtOAc (100 mL*3). The combined organic layers were concentrated to give the crude product, which was purified by silica gel chromatography (PE/EtOAc=10/1) to give the 5-cyclopropyl-3-(trifluoromethyl)pyridin-2-amine as a yellow solid (708 mg, yield: 48%). ESI-MS [M+H]+: 203.1.

Statistics shows that 79456-34-1 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-3-(trifluoromethyl)pyridin-2-amine.

Reference:
Patent; Shire Human Genetic Therapies, Inc.; Papaioannou, Nikolaos; Fink, Sarah Jocelyn; Miller, Thomas Allen; Shipps, JR., Gerald Wayne; Travins, Jeremy Mark; Ehmann, David Edward; Rae, Alastair; Ellard, John Mark; (352 pag.)US2019/284182; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem