Month: April 2022

Application of 884494-45-5, 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 884494-45-5, name is 2-Fluoro-4-iodo-6-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 2-fluoro-4-iodo-6-methylpyridine (400 mg) and 28% aqueous ammonia solution (2.8 mL) was stirred under microwave irradiation at 135C for 6 hr. The reaction mixture was cooled to room temperature, and the precipitate was collected by filtration and washed with water to give the title compound (343.4 mg). MS: M+1 235.0

According to the analysis of related databases, 884494-45-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; HIRAYAMA, Takaharu; HIRATA,Yasuhiro; TOMINARI, Yusuke; IWAMURA, Naoki; SASAKI, Yusuke; ASANO, Moriteru; TAKAGI, Terufumi; OKANIWA,Masanori; YOSHIDA, Masato; IMAMURA, Shinichi; (64 pag.)EP3514150; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 178876-83-0 ,Some common heterocyclic compound, 178876-83-0, molecular formula is C7H7BrN2O2, 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.

To a degassed solution of methyl 6-amino-5-bromopyridine-2-carboxylate (1.06 g), ethyl acrylate (2.49 ml), tri-o-tolylphosphine (280 mg), triethylamine (3.18 ml) in dimethylformamide (50 ml) was added tris (dibenzylideneacetone) palladium (0) (211 mg) and the resultant solution was heated at 50C for 72h. After stirring overnight, the mixture was evaporated and the residue treated with dichloromethane (50 ml) and washed with H20. The aqueous fraction was re-extracted with 10% methanol in dichloromethane and the combined organic fractions dried (MgS04) and evaporated. Chromatography of the residue (60-80 petroleum ether-ethyl acetate 4: 1) gave the product (360 mg, 31 %). MS (+ve ion electrospray) m/z 251 (MH+, 100%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,178876-83-0, its application will become more common.

Reference:
Patent; SMITHKLINE BEECHAM P.L.C.; WO2003/87098; (2003); 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 884495-00-5, name is 4-Bromo-5-fluoro-2-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. name: 4-Bromo-5-fluoro-2-methoxypyridine

Example A.18 Preparation of [0214] [0215] All apparatus was flushed with N2 and dried by heating. Reaction under Ar flow. Intermediate (8) (0.00187 mol) was dissolved in degassed TFA (15 ml), then stirred for 4 hours at 85 C. The mixture was cooled. The solvent was evaporated in vacuo. The residue was taken up into degassed toluene. The organic layer was separated, washed with a degassed aqueous NaHCO3 solution (2×50 ml), dried, filtered and the solvent was evaporated in vacuo to give a yellow foam (*). Under Ar, 4-bromo-5-fluoro-2-methoxypyridine (1.3 equiv.; 0.500 g) was dissolved in degassed dioxane (10 ml). Cs2CO3 (0.914 g) was added to give suspension (**). A solution of the crude residual oil (*) in degassed dioxane (10 ml) was added to the suspension (**). Then, Pd2(dba)3 (0.029 g) and Xantphos (0.032 g) were added. The resultant brown reaction suspension was stirred overnight at 100 C. The reaction mixture was cooled, and the solvent was evaporated. The residue was dissolved in ethyl acetate, then washed with an aqueous NaHCO3 solution, and once with brine. The organic layer was separated, dried, filtered and the solvent was evaporated. The residue was purified by column chromatography over silica gel. The product fractions were collected and the solvent was evaporated, yielding 0.5113 g of intermediate (40).

With the rapid development of chemical substances, we look forward to future research findings about 884495-00-5.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; Gijsen, Henricus Jacobus Maria; De Cleyn, Michel Anna Jozef; Surkyn, Michel; Verbist, Bie Maria Pieter; US2013/324529; (2013); 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. 709652-82-4, name is 2-Amino-5-bromonicotinonitrile. A new synthetic method of this compound is introduced below., Safety of 2-Amino-5-bromonicotinonitrile

6-bromo-2-(4-(dimethyIamino)phenyl)indolizine-8-carbonitrile (L14).; 2-Bromo-l-(4-(dimethylamino)phenylethanone (11) (1.21 g; 5.00 mmol) and 2-amino-5- bromonicotinonitrile (7j) (1.03 g; 5.2 mmol) were used to give 12j (0.77 g; yield 45 %); mp: 240-246 0C; 1H NMR (400 MHz, DMSO-J6) delta 9.12 (d, 4JHH = 1.8 Hz, IH, Ar-H), 8.32 (s, IH, Ar-H), 8.13 (d, 4JHH = 1.8 Hz, IH, Ar-H), 7.81 (d, 3JHH= 8.9 Hz, 2H, Ar-H), 6.79 (d, 3JHH = 8.9 Hz, 2H, Ar-H), 2.96 (s, 3H, CH3). 13C NMR (100 MHz, DMSO-J6) delta 150.6, 147.4, 141.3, 133.6, 131.1, 127.0 (s, 2C, Ar), 119.9, 114.8, 112.1 (s, 2C, Ar), 109.0, 103.5, 99.9, 39.9 (s, 2C, NCH3). m/z (ES-MS): 443.9 (4%), 441.9 (3%), 344.0 (11%), 343.0 (98%), 342.0 (11%), 341.0 (100%, [M+H]+). HRMS m/z (TOF+): CaIc. C16Hi4N4Br = 341.0402. Found: 341.0389. Error (ppm): – 3.8.

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, 709652-82-4, 2-Amino-5-bromonicotinonitrile.

Reference:
Patent; THE GOVERNMENT OF THE UNITED STATES, as represented by the secretary of HEALTH AND HUMAN SERVICES; WO2007/124345; (2007); 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. 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