Day: March 17, 2021

Synthetic Route of 21717-96-4, 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. 21717-96-4, name is 2-Amino-5-fluoropyridine, molecular formula is C5H5FN2, 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.

NBS (10 g, 56.2 mmol) was added slowly to a solution of 5-fluoro-pyridin-2- ylamine (55) (12.4 g, 56.2 mmol) in MeCN (200 mL). The reaction mixture was stirred at RT overnight. After completion, the solution was filtered and the filtrate was concentrated to obtain a residue, which was purified by silica gel chromatography (10%> to 20%> EtOAc in petroleum ether) to give 3-bromo-5-fluoro-pyridin-2-ylamine (56) (5.2 g, 27.2 mmol, 31%> yield) as a yellow solid.ESI-MS (M+l): 191 calc. for C5H4BrFN2 190.

According to the analysis of related databases, 21717-96-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer R.; CHEN, Jian J.; FROHN, Michael J.; HU, Essa; LIU, Qingyian; PICKRELL, Alexander J.; RUMFELT, Shannon; RZASA, Robert M.; ZHONG, Wenge; WO2011/143365; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 105250-17-7, 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 105250-17-7 as follows.

To a solution of 4-nitronaphthalen-1-ol (2) (5.17 g, 27.3 mmol), PPh3 (10.75 g, 41.0 mmol) and 2-aminopyridine-4-methanol (1) (5.09 g, 41.0 mmol) in THF (50 mL) was added dropwise DIAD (8.07 mL, 41.0 mmol) at -15¡ã C.The mixture was stirred overnight at RT and the volatiles were removed in vacuo.The crude product was triturated from EtOAc (150 mL) and was collected by filtration and washed with EtOAc (100 mL).A second trituration from MeOH (100 mL) gave 2-amino-4-((4-nitronaphthalen-1-yloxy)methyl)pyridine (3) (4.54 g, 56percent) as a yellow solid: m/z 296 (M+H)+ (ES+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,105250-17-7, its application will become more common.

Reference:
Patent; Charron, Catherine Elisabeth; Fenton, Robert; Crowe, Scott; Ito, Kazuhiro; Strong, Peter; Rapeport, William Garth; Ray, Keith; US2012/244120; (2012); 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. 16135-36-7, name is Methyl 4-aminonicotinate, molecular formula is C7H8N2O2, 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. Computed Properties of C7H8N2O2

To a stirring suspension of methyl 4-aminopyridine-3- carboxylate (0.10 g, 0.659 mmol) in dichloromethane(1 mL) was added a solution of4-tert-butyl-2- (1-Boc-piperidin-4- yloxy) benzoyl chloride (1.3 mmol) in dichloromethane (6 mL), followed byN, N-diisopropylethylamine (0.15 mL, 0.8 mmol) and 4-N, N-dimethylaminopyridine (0. 0084 g, 0.068 mmol). After stirring overnight, the solution was diluted with ethyl acetate and washed three times with satd aqNaHCO3. The combined aq phase was back extracted with ethyl acetate and the combined organic phase was dried withMgSO4, filtered and concentrated in vacuo. The residue was chromatographed over silica gel, eluting with a gradient of 30% ethyl acetate in hexanes through 100% ethyl acetate. The product containing fractions were combined and concentrated in vacuo to give the title compound (0.223 g, 66%) as a thick yellow syrup. 1NMR IS-MS, m/e 512.3(m+1)

With the rapid development of chemical substances, we look forward to future research findings about 16135-36-7.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/49604; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 164341-39-3, (5-(Trifluoromethyl)pyridin-2-yl)methanamine, 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 164341-39-3, blongs to pyridine-derivatives compound. Product Details of 164341-39-3

A mixture of the product of Example 18A (70 mg, 0.223 mmol), (5-(trifluoromethyl)pyridin-2-yl)methanamine (47.2 mg, 0.27 mmol), N-[(dimethylamino)-1H-1 ,2,3-triazolo- [4,5 -bj pyridin- 1 -ylmethylenel -N-methylmethanaminium hexafluorophosphate Noxide (HATU, 102 mg, 0.27 mmol), and triethylamine (0.062 mL, 0.45 mmol) in tetrahydrofuran (3 mL) was stirred for 16 hours. The reaction mixture was treated with water and brine and extracted with ethyl acetate. The combined organic layers were concentratedunder reduced pressure, and the residue was purified by reverse-phase HPLC performed on a Phenomenex Zorbax Rx-C18 column (250 x 21.2 mm, 7 im particle size) using a gradient of 10% to 95% acetonitrile/0.1% aqueous trifluoroacetic acid over 30 minutes at a flow rate of 18 mL/minute to provide the title compound (38.0 mg, 0.08 1 mmol, 36% yield). ?H NMR (501MHz, DMSO-d6) 5 ppm 8.89 (dt, J = 1.9, 1.0 Hz, 1H), 8.73 (s, 1H), 8.52 (t, J = 6.0 Hz, 1H),8.23-8.11 (m, 1H), 7.57-7.39 (m, 2H), 7.08 (dd, J = 11.4, 2.9 Hz, 1H), 6.86 (ddd, J = 9.0,2.9, 1.2 Hz, 1H), 4.48 (s, 2H), 4.43 (d, J = 6.0 Hz, 2H), 2.24 (s, 6H); MS (ESI) m/z 472.1 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,164341-39-3, (5-(Trifluoromethyl)pyridin-2-yl)methanamine, and friends who are interested can also refer to it.

Reference:
Patent; CALICO LIFE SCIENCES; ABBVIE, INC.; SIDRAUSKI, Carmela; PLIUSHCHEV, Marina; FROST, Jennifer, M.; BLACK, Lawrence, A.; XU, Xiangdong; SWEIS, Ramzi, Farah; SHI, Lei; ZHANG, Qinwei, I; TONG, Yunsong; HUTCHINS, Charles, W.; CHUNG, Seungwon; DART, Michael, J.; (190 pag.)WO2017/193041; (2017); 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. 82671-06-5, name is 2,6-Dichloro-5-fluoropyridine-3-carboxylic acid, molecular formula is C6H2Cl2FNO2, 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. SDS of cas: 82671-06-5

To a round-bottomed flask under a N2 atmosphere were added degassed DMF (270 ?iL) , Pd(OAc)2 (0.05 eq, 2.7 g, 11.9 mmol) , PPh3 (0.1 eq, 6.2 g, 23.8 mmol) , and degassed Et3N (6 eq, 200 mL, 1428.6 mmol) . The mixture was stirred for 20 minutes, HCOOH (3 eq, 28 mL, 714.3 mmol) was then added. 5 minutes later, 2, 6-dichloro-5-fluoronicotinic acid (50 g, 238.1 mmol) was added. The mixture was stirred at 500C. The reaction was followed by analysis (IH NMR) of a worked- up aliquot. When all starting material was consumed (24 h) , the mixture was cooled to 00C and water (500 mL) was added. After 20 minutes, The mixture was filtered through a pad of Celite that was rinsed with water. The mixture was basified to pH 9 with 30% aq. NaOH and washed with EtOAc (2x) . HCl(12 N) was added slowly to pH 1 and the solution was saturated with NaCl. The mixture was extracted with EtOAc(3x) . The combined organic extracts were washed with brine, dried (Na2SO4) , and concentrated under reduced pressure to give 37 g (88%) of a beige solid used in the next step without further purification.1H NMR (DMSO-de, 300 MHz): delta 8.16 (dd, IH); 8.58 (d, IH).

With the rapid development of chemical substances, we look forward to future research findings about 82671-06-5.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/112642; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1120-90-7, 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. 1120-90-7, name is 3-Iodopyridine, molecular formula is C5H4IN, 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.

To a solution of 3-iodopyridine (4.00 g, 19.50 mmol), 4-methoxy benzeneboronic acid (3.26 g, 21.50 mmol) in toluene (100 mL) and EtOH (25 mL) under nitrogen, was added 2 M aqueous sodium carbonate (29 mL, 58.50 mmol). The solution was degassed, tetrakis(triphenylphosphine) palladium (0) (750 mg, 0.65 mmol) was added and the reaction was heated at 100C for 3 hours. The mixture was allowed to cool to room temperature, diluted with EtOAc (50 mL), washed with water (2 x 50 mL), saturated brine (1 x 50 mL), dried (Na2S04) and concentrated in vacuo. The crude product was purified by column chromatography on silica eluting with DCM to afford 3-(4- methoxyphenyl)pyridine (2.43 g, 67 %) as an oil. 1H NMR (400 MHz, CHCI3- ) delta ppm 3.84 (s, 3 H) 6.98 – 7.02 (m, 2 H) 7.32-7.35 (m, 1 H) 7.49 – 7.53 (m, 2 H) 7.81 – 7.84 (m, 1 H) 8.54 (d, 7=4.09, 1 H) 8.81 (s, 1 H) MS ES+: 186

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 1120-90-7, 3-Iodopyridine.

Reference:
Patent; TAKEDA CAMBRIDGE LIMITED; TAKEDA PHARMACEUTICAL COMPANY LIMITED; BOUSBA, Sarah; GOLDBY, Anne; JENKINS, Kerry; KINSELLA, Natasha; TEALL, Martin; WO2015/19103; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 60032-57-7, 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 60032-57-7, name is 2-Methylnicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

In accordance with the process of the present invention, the compound represented by the formula V is first obtained by reacting a compound of the formula VI with a compound of the formula VII to give a compound of the formula V, wherein the compound represented by the formula VI (p-bromochlorobenzene) Add to the reactor, in the argon protection, adding anhydrous tetrahydrofuran as a solvent, cooled to -75 C, slowly dropping 1.5 M 2M butyl lithium solution, reaction, 6 hours, adding anhydrous methanol quenched by adding two The organic layer was dried over anhydrous sodium sulfate and dried. After the dried intermediate, palladium acetate and an appropriate amount of anhydrous potassium acetate were directly added. The reaction was continued for 11 hours, followed by spotting. After the completion of the reaction, Dichloromethane extraction, organic layer dried with anhydrous sodium sulfate and dried, with methylene chloride / petroleum ether (volume ratio of 1: 5) through the column, spin-dried 4-azafluorenone

According to the analysis of related databases, 60032-57-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOE Technology Group Co., Ltd; Hefei Xin Sheng Photoelectric Technology Co., Ltd; Chen, Jian; Lu, Xiangwan; Li, bin; Zhu, Tao; Yuan, Huifang; Tang, Wenhao; Fang, Qun; Yin, Haibin; Dong, Anxin; (15 pag.)CN105440024; (2016); 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. 14548-45-9, name is (4-Bromophenyl)(pyridin-3-yl)methanone, the common compound, a new synthetic route is introduced below. Quality Control of (4-Bromophenyl)(pyridin-3-yl)methanone

In a 250ml three-necked bottle, under nitrogen protection,Add 0.01 mol of starting material 1, 0.012 mol of compound C1,150 ml of a mixed solution of toluene and ethanol was stirred and mixed.Then add 0.02 mol Na2CO3, 1¡Á10-4 mol Pd(PPh3)4,Heat to 105 C, reflux reaction for 24 hours, sample the plate,Show no bromine residue remaining, the reaction is complete; naturally cool to room temperature,Filtration, the filtrate was subjected to vacuum distillation (-0.09 MPa, 85 C), and passed through a neutral silica gel column to obtain the desired product. HPLC purity was 99.2%.Yield 76.3%

The synthetic route of 14548-45-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Wu Xiuqin; Zhang Zhaochao; Li Chong; Zhang Xiaoqing; (51 pag.)CN109796438; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1945-84-2, 2-Ethynylpyridine, 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: 2-Ethynylpyridine, blongs to pyridine-derivatives compound. Recommanded Product: 2-Ethynylpyridine

mixture of methyl 4-(difluoromethoxy)-3-iodobenzoate (2 g, 6.1 mmol) from step 1 , 2- ethynylpyridine (0.94 ml_, 9.2 mmol), dichlorobistriphenylphosphine palladium(ll) (0.86 g, 1.2 mmol), copper iodide (0.23 g, 1.2 mmol) and triethylamine (1.7 ml_, 12.2 mmol) in toluene (30 ml.) was stirred at 100 0C under an atmosphere of nitrogen for six hours. After the reaction was complete, the reaction mixture was concentrated to yield a semi-solid residue. This residue was purified by flash chromatography on SiO2 (gradient elution using EtOAc/hexane 20/80) to yield the title compound as a white solid (1.47 g, 80% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1945-84-2, 2-Ethynylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; WYETH LLC; LI, David, Zenan; O’NEIL, Steven, Victor; SPRINGER, Dane, Mark; ZEGARELLI, Benjamin, Miller; WO2010/124047; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 133627-45-9, 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 133627-45-9, name is 2-Chloro-4-methylpyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows.

62d) tert-butyl (2-chloro-4-methylpyridin-3-yl)carbamate To a mixture of 2-chloro-4-methylpyridin-3-amine (0.75 g) and di-tert-butyl dicarbonate (1.3 mL) in THF (10 mL) was added dropwise hexamethyldisilazane sodium salt (2M in THF, 6.1 mL) at 0 C. The mixture was stirred at 0 C. to room temperature overnight. The mixture was neutralized with 1N HClaq., and the mixture was extracted with AcOEt. The organic layer was dried over MgSO4, and concentrated in vacuo to give tert-butyl (2-chloro-4-methylpyridin-3-yl)carbamate (1.2 g) as an orange solid.1H NMR (300 MHz, DMSO-d6) delta 1.34 (9H, brs), 2.15 (3H, s), 7.23 (1H, d, J=4.9 Hz), 8.05 (1H, d, J=4.9 Hz), 8.79 (1H, brs).

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 133627-45-9, 2-Chloro-4-methylpyridin-3-amine.

Reference:
Patent; TANIGUCHI, Takahiko; YOSHIKAWA, Masato; MIURA, Kasei; HASUI, Tomoaki; HONDA, Eiji; IMAMURA, Keisuke; KAMATA, Makoto; KAMISAKI, Haruhi; QUINN, John F.; RAKER, Joseph; CAMARA, Fatoumata; WANG, Yi; US2011/319394; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem