Day: April 11, 2022

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. 1254473-66-9, name is 1-(3,5-Dichloropyridin-4-yl)ethanol, molecular formula is C7H7Cl2NO, 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. Safety of 1-(3,5-Dichloropyridin-4-yl)ethanol

Separate the mixture of stereoisomers obtained in Preparation 1 on a CHIRALPAK AD-H column eluting with 90% heptanes/10% ethanol. Peak 2 is the desired enantiomer. To establish the absolute configuration dissolve a sample of the product in CDCl3 (final concentration 100 mg/mL). Obtain the vibrational circular dichroism (VCD) and infra red (IR) spectra with a resolution of 4 cm-1 using a ChiralIR FT VCD spectrometer (BioTools Inc) with an IR cell equipped with BaF2 windows and a path length of 100 mm. Collect the VCD and IR for 6 hours with 150 muL of the sample. Present the data without smoothing or further data processing. Obtain vibrational frequencies and absorption and VCD intensities by optimizing the lowest energy conformer by Gaussian at the B3PW91/6-31G** level on a Linux cluster, and simulate the corresponding spectra using a Lorentzian bandwidth of 6 cm-1 vibrational circular dichroism. The above analysis shows the product to be the S-isomer. Yield: 84.37 g (27%). MS (ES) m/z 192 [M+1]+.

With the rapid development of chemical substances, we look forward to future research findings about 1254473-66-9.

Reference:
Patent; ELI LILLY AND COMPANY; US2012/83511; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 33252-28-7, 6-Chloronicotinonitrile, 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 33252-28-7, blongs to pyridine-derivatives compound. Product Details of 33252-28-7

Reference example 13:; 2-Amino-N-(5-cyano-2-pyridyl)-2-methylpropylamine[0216] To a solution of 6-chloronicotinonitrile (3.50 g, 25.3 mmol) in 1,4-dioxane (10 mL) were added potassium carbonate (5.24 g, 37.9 mmol) and 1,2-diamino-2-methylpropane (3.97 mL, 37.9 mmol), and the mixture was refluxed for 4 hours. The reaction mixture was, concentrated and crystals were allowed to precipitate. The deposited crude crystals were washed with toluene to obtain the title compound (4.03 g, 21.2 mmol) as white crystals.yield: 84%APCIMS (m/z): 191 (M + H)<+>

The synthetic route of 33252-28-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KYOWA HAKKO KOGYO CO., LTD.; EP1354882; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 185017-72-5, 3-Bromo-2-chloro-6-picoline, 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, name: 3-Bromo-2-chloro-6-picoline, blongs to pyridine-derivatives compound. name: 3-Bromo-2-chloro-6-picoline

To a vial containing 3-(3,5-dimethylisoxazol-4-yl)aniline (96 mg, 0.5 10 mmol)was added 3-bromo-2-chloro-6-methylpyridine (211 mg, 1.02 mmol), cesium carbonate(332 mg, 1.02 mmol), chloro(2-dicyclohexylphosphino-2 ? ,4 ? ,6? -triisopropyl- 1,1? – biphenyl)[2-(2? -amino-i, 1? -biphenyl)jpalladium(II) (CAS 1310584-14-5, 10.0 mg, 0.013 mmol), and toluene (2 mL). The resulting suspension was degassed by bubbling argon through the reaction mixture. The vial was capped with a pressure-safe septum cap andheated to 100 C for 3 h. The reaction mixture was cooled to room temperature and filtered through a pad of silica gel. The filter pad was washed with ethyl acetate. The filtrate was concentrated and purified by silica gel chromatography with 0 – 100% ethyl acetate in hexanes. The product containing fractions were evaporated to give 2-chloro-N- (3 -(3 ,5-dimethylisoxazol-4-yl)phenyl)-6-methylpyridin-3 -amine (49 mg, 31%) as a palebrown solid: HPLC: RT=0.97 mm (Waters Acquity UPLC BEH C18 1.7 urn 2.0 x 50 mm, CH3CN/H20/0.05%TFA, 1 mm gradient, wavelength=254nrn); MS (ES): m/z= 314.2/3 15.9 35C1/37C1 [M+ljt

At the same time, in my other blogs, there are other synthetic methods of this type of compound,185017-72-5, 3-Bromo-2-chloro-6-picoline, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; QUESNELLE, Claude A.; HARIKRISHNAN, Lalgudi S.; HILL, Matthew D.; (180 pag.)WO2016/183114; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 917364-11-5, 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.917364-11-5, name is 5,6,7,8-Tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid, molecular formula is C8H10N2O2, molecular weight is 166.18, as common compound, the synthetic route is as follows.

Example 12 (S)-N-(1-(3-(3-Chloro-4-cyano-5-fluorophenyl)-1H-pyrazol-1-yl)propan-2-yl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-2-carboxamide The title compound was prepared using the procedure described in Example 3(h) starting from 5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid (2.58 mmol, 428 mg) and (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluoro-benzonitrile (1.717 mmol, 479 mg). DMF (10 ml) was used as the solvent. The reaction mixture was diluted with water and extracted three times with DCM. The combined organics were washed twice with water. The organic phase was evaporated. The crude product was purified by flash chromatography. 515 mg of the title compound was obtained. 1H-NMR (400 MHz, DMSO-d6): delta 1.07 (d, 3H), 1.78-1.94 (m, 4H), 2.76 (t, 2H), 3.95 (t, 2H), 4.24-4.31 (m, 1H), 4.33-4.46 (m, 2H), 7.01 (d, 1H), 7.43 (s, 1H), 7.84 (d, 1H), 7.90-7.95 (m, 1H), 8.00 (s, 1H), 8.08 (d, 1H).

The chemical industry reduces the impact on the environment during synthesis 917364-11-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ORION CORPORATION; Toermakaengas, Olli; Wohlfahrt, Gerd; Salo, Harri; Ramasurbamanian, Rathna Durga; Patra, Pranab Kumar; Martin, Arputharaj Ebenezer; Heikkinen, Terhi; Vesalainen, Anniina; Moilanen, Anu; Karjalainen, Arja; US2014/94474; (2014); 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.124236-37-9, name is Methyl 5-(trifluoromethyl)picolinate, molecular formula is C8H6F3NO2, molecular weight is 205.134, as common compound, the synthetic route is as follows.SDS of cas: 124236-37-9

Compound SM (1.0 g, 4.87 mmol) was dissolved in MeOH (15 mL). At 0 C, NaBH4 (368.9 mg, 9.75 mmol) was added portionwise with stirring. Reaction at room temperature for 1 hour. TLC showed the reaction was completed. The pH was adjusted to 5-6 with 1 M HCl solution and the EA extracted (20 mL x 3). The combined organic phases were dried over anhydrous sodium sulfate, filtered and concentrated to give the title compound (710.0 mg, 82.2%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,124236-37-9, Methyl 5-(trifluoromethyl)picolinate, and friends who are interested can also refer to it.

Reference:
Patent; Hefei Medical Engineering Pharmaceutical Co., Ltd.; Hefei Enruite Pharmaceutical Co., Ltd.; Nanjing Medical Engineering Pharmaceutical Co., Ltd.; He Guangwei; Chu Zhaoxing; Xu Qinlong; Mo Jiajia; Zhao Yan; Lin Gaofeng; Chen Juan; Guo Jing; Li Jiaming; Xu Yungen; Zhu Qihua; (13 pag.)CN106831840; (2017); A;,
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.53636-70-7, name is 6-Methyl-2,3-pyridinedicarboxylic acid, molecular formula is C8H7NO4, molecular weight is 181.1455, as common compound, the synthetic route is as follows.Quality Control of 6-Methyl-2,3-pyridinedicarboxylic acid

6-Methyl-2,3-pyridinedicarboxylic acid (10.0 g, 0. [055] mol) and [AC20] [(50] mL) were heated at [120 C] for 4 h, cooled, and concentrated to a brown oil. Isopropanol was added to the brown oil and the solution heated at [80 C] overnight. The volatiles were removed in vacuo and the residue gave, after washing with diethyl ether, 6- [METHYLPYRIDINE-2,] 3-dicarboxylic acid 2-isopropyl ester as a straw-coloured solid (8.8 g, [71%).-IH] NMR [(CDC13)] : 5 8.24 (d, [J=8.] 2, [1] H), 7.34 (d, [J=8.] 2,1 H), 5.34 [(SEP,] [J=6.] 2, [1 H),] 2.68 (s, 3 H), 1.39 (d, [J=6.] 2, [6 H).]

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53636-70-7, 6-Methyl-2,3-pyridinedicarboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Prana Biotechnology Limited; WO2004/31161; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 60186-15-4, 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. 60186-15-4, name is 2,4-Difluoro-5-nitropyridine, molecular formula is C5H2F2N2O2, 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 2,4-difluoro-5-nitropyridine (335 mg, 2.093 mmol) in THF (10 mL) at – 40C, was added via cannula 2-methylmorpholine (80 mg, 0.791 mmol) dissolved in THF (1 mL) followed by Et3N (0.583 mL, 4.19 mmol). The cloudy yellow mixture was stirred at -40 C for 1 h and was allowed to warm to 0C. After stirring an additional 2 h, TLC (50% ethyl acetate in hexanes) showed a more polar spot with a small amount of starting material remaining. The mixture was concentrated. The product was purified by column chromatography on silica gel (20%? 50% ethyl acetate in hexanes; 25 g column) to afford 4-(2-fluoro-5-nitropyridin-4-yl)-2-methylmorpholine (264 mg, 1.094 mmol, 52% yield) as a yellow oil: NMR (400MHz, CDCh) delta 8.63 (s, 1H), 6.42 (s, 1H), 4.04 – 3.95 (m, 1H), 3.89 – 3.76 (m, 2H), 3.26 – 3.17 (m, 3H), 2.87 (dd, J=12.8, 10.0 Hz, 1H), 1.24 (d, J=6.3 Hz, 3H); 19 F NMR (376MHz, CDCh) delta -61.49 (s, IF); LC/MS (ESI) m/e 242.1 [(M+H)+, calcd for C10H13FN3O3 242.1].

According to the analysis of related databases, 60186-15-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HARTZ, Richard A.; AHUJA, Vijay T.; SIVAPRAKASAM, Prasanna; DUBOWCHIK, Gene M.; MACOR, John E.; (104 pag.)WO2018/98411; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 173528-92-2, 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. 173528-92-2, name is HMN-154. A new synthetic method of this compound is introduced below.

Example 1 (E)-4-[2-{2-[N-phenoxycarbonyl-N-(4-methoxybenzenesulfonyl)amino]phenyl}ethenyl]pyridine 1.00 g of (E)-4-[2-{2-[N-(4-methoxybenzenesulfonyl)amino]phenyl}ethenyl ]pyridine was suspended in 40 ml of chloroform and, after adding 1.82 g of phenyl chlorocarbonate, 1.20 g of triethylamine was slowly added under ice cooling. Then, the mixture was stirred at room temperature for 5 minutes. The solvent was distilled off under reduced pressure and the desired product was purified by silica gel column (carrier:Wako Gel C200, developing solvent chloroform) to obtain the desired compound. The desired compound was treated with ethanol to obtain 0.71 g of a white granular crystal.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,173528-92-2, its application will become more common.

Reference:
Patent; Nippon Shinyaku Co., Ltd.; EP1382335; (2004); 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. 886371-28-4, name is 3-Bromo-6-chloroimidazo[1,2-a]pyridine. A new synthetic method of this compound is introduced below., Formula: C7H4BrClN2

To a solution of 3-bromo-6-chloro-imidazo[1,2-a]pyridine (1 eq, 18.1 mmol, 4.2 g), 2- chloropyridin-4-yl boronic acid (1.05 eq, 19 mmol, 3 g), Na2COs (2 eq, 36.2 mmol, 3.84 g) in dioxane (30 ml) and water (10 ml), under an inert atmosphere of argon is added bis(triphenylphosphine)palladium II chloride (1.23 g). The reaction mixture is heated at 100 C for 16 hours. The mixture is diluted with H2O (50 ml) and extracted with EtOAc. The combined organic portions are washed with brine, dried (MgStheta4) and concentrated in vacuo. The residue is purified by flash chromatography on silica eluting with 0-50% EtOAc in iso-hexane to afford the title compound; [M+H]+ =264 (266).

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, 886371-28-4, 3-Bromo-6-chloroimidazo[1,2-a]pyridine.

Reference:
Patent; NOVARTIS AG; WO2009/50183; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1227605-52-8, name is 2-Bromo-5-chloronicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H3BrClNO

To a solution of 2,3-dibromo-5-chloropyridine (60 g, 221 mmol) in THF (500 mL) was added a solution of isopropylmagnesium chloride lithium chloride solution in THF (1 .3M, 185 mL) at -40 C over about 30 mm. The solution was stirred for 30 mm at -40 C and DMF (50 mL) was added. The resulting solution was warmed up to room temperature and stirred for 30 min. The reaction was quenched with 1 N HCl (400 mL) and MTBE (200 mL) was added. Organic layer was separated and washed twice with 5% aqueous NaHCO3 (200 mL). The solvent was removed under vacuum at 50 C. The resulting solids (aldehyde intermediate) were dissolved in methanol (400 mL). The solution was cooled to 5 C under an ice bath. NaBH4 (3.6 g) was added slowly over 30 min while maintaining the reaction temperature below room temperature. The reaction mixture was stirred for another 30 min followed by addition of water (125 mL). The resulting mixture was concentrated under vacuum to approximately 150 ml. Solids precipitated during the concentration. The suspension was stirred vigorously at room temperature for 1 h and solids were collected by filtration. The wet cake was dried in a vacuum oven over night at 60 C to give 52 (45.6 g, 93%) as a solid. 1H NMR (CDCl3, 400 MHz): oe 8.26 (d,J=2.5 Hz, 1H), 7.88 (d,J2.5 Hz, 1H), 4.73 (d,J 5.8 Hz, 2H), 2.33 (t,J= 11.4 Hz, 1H); 13C NMR (CDCl3, 100 MHz): oe 147.12, 138.48, 138.39, 136.14, 132.06, 62.76.

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, 1227605-52-8, 2-Bromo-5-chloronicotinaldehyde.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHEN, Frank; MOLINARO, Carmela; WUELFING, W. Peter; YASUDA, Nobuyoshi; YIN, Jianguo; ZHONG, Yong-Li; LYNCH, Joseph; ANDREANI, Teresa; WO2013/169348; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem