Month: September 2021

Reference of 769-28-8, Adding some certain compound to certain chemical reactions, such as: 769-28-8, name is 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile,molecular formula is C8H8N2O, 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 769-28-8.

Example 6 3-(5-_ELhLI-2,4-dimgLhyl-6-oxo-1,6-dihydroMidin-3-yl)benzonitrile Step 1: 2-Chloro-3-cyano-4,6-dimethylpyridine: A stirred mixture of 3-cyano-4,6-dimethyl- 2-hydroxypyridine (4.35 g, 29.39 mmol) and phosphorous pentachloride (6.92 g, 33.21 mmol) is heated to 120C. The reaction mixture becomes clear and is stirred for an additional 1 hr. It is then poured onto ice/water (250 mL) and allowed to stand for 30 min. The solution is neutralized with sodium bicarbonate (pH 6) and extracted with dichloromethane (400 mL). The separated organic layer is dried, filtered and concentrated to yield 2-chloro-3-cyano-4,6- dimethylpyridine (4.60 g, 94% yield) as a tan solid containing ca 15% impurity. LC/MS: MS m/e = 167/169 (M + H) ; RT 2.98 min; NMR (CDCl3, 8 ppm) 7.08 (1H, s), 2.57 (3H, s), 2.55 (3H, s).

According to the analysis of related databases, 769-28-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AVENTIS PHARMACEUTICALS INC.; WO2005/97750; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 101990-69-6, Adding some certain compound to certain chemical reactions, such as: 101990-69-6, name is 2,6-Dichloropyridine-4-methanol,molecular formula is C6H5Cl2NO, 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 101990-69-6.

a) 4-(tert-Butyl-dimethyl-silanyloxymethyl)-2,6-dichloro-pyridine; A solution of 2,6-dichloropyridine-4-methanol (150 mg, 0.84 mmol), tert-butyl-chloro-dimethyl-silane (152 mg, 1.01 mmol) and imidazol (143 mg, 2.01 mmol) in 1 mL of N,N-dimethylformamide was stirred overnight at. The reaction mixture was concentrated in the rotatory evaporator, water was added and the slurry extracted with ethyl acetate. Chromatography on amino-modified silica gel (Merck HPTLC Silica Gel 60 NH2F254S) using heptane/ethylacetate (gradient 0 to 50% ethyl acetate) gave the pure title compound as a colorless solid (160 mg, 65%). MS ISP (m/e): 292.1 & 294.0 (100 & 97) [(M+H)+]. 1H NMR (CDCl3, 300 MHz): delta (ppm)=7.21 (s, 2H), 4.70 (s, 2H), 0.95 (s, 9H), 0.12 (6H).

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. 101990-69-6, 2,6-Dichloropyridine-4-methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Baumann, Karlheinz; Flohr, Alexander; Goetschi, Erwin; Jacobsen, Helmut; Jolidon, Synese; Luebbers, Thomas; US2009/215759; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 89-00-9 , The common heterocyclic compound, 89-00-9, name is Pyridine-2,3-dicarboxylic acid, molecular formula is C7H5NO4, 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.

Pyridine-2,3-dicarboxylic acid (8.40 g, 50.30 mmol, 1 eq) was suspended in acetic anhydride (11.0 mL, 116.50 mmol, 2.3 eq) and the mixture was heated at 120 C, distilling 9.5 mL of acetic acid. After cooling at 100 C the acetamide (6.70 g, 113.60 mmol, 2.2 eq) was added portionwise in 5 min. The reaction was then heated at reflux for 2.5 h. After cooling at room temperature, the precipitate was filtered off and washed with water (2 * 12 mL) to give the desired product as grey solid after crystallization with EtOH/H2O 95:5 (3.46 g, 47%). Mp. 230-231 C. 1H NMR (300 MHz, DMSO-d6) delta 11.63 (br s, NH), 8.93 (d, J = 4.9 Hz, 1-H), 8.22 (d, J = 7.7 Hz, 1-H), 7.74 (dd, J = 7.6/4.9 Hz, 1-H). IR (KBr) 3483, 3189, 3100, 1735, 1704 cm-1.

The synthetic route of 89-00-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Galli, Ubaldina; Mesenzani, Ornella; Coppo, Camilla; Sorba, Giovanni; Canonico, Pier Luigi; Tron, Gian Cesare; Genazzani, Armando A.; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 58 – 66,9;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 5350-93-6 ,Some common heterocyclic compound, 5350-93-6, molecular formula is C5H5ClN2, 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.

Bromine (24.86 g, 155.57 mmol) was added to a solution of6-chloropyridin-3-amine (20.00 g, 155.57 mmol) and sodium acetate (25.52 g, 311.14 mmol) in acetic acid(383 ml). The reaction mixture was stirred at room temperature for 1 hour. Acetic acidwas then evaporated. The residue was dissolved in EtOAc, washed with saturatedaqueous Na2C03, water and brine. The organic layer was dried over MgS04, filteredand evaporated, yielding 32.20 g of the desired product 49-a (99.8%). m/z = 206.96 (M+ It

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5350-93-6, its application will become more common.

Reference:
Patent; JANSSEN R&D IRELAND; TAHRI, Abdellah; JONCKERS, Tim Hugo Maria; RABOISSON, Pierre Jean-Marie Bernard; VENDEVILLE, Sandrine Marie Helene; HU, Lili; DEMIN, Samuel Dominique; Cooymans, Ludwig Paul; WO2013/186333; (2013); A1;,
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. 63071-09-0, name is 2-Hydroxymethyl-3-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 63071-09-0

2-Amino-4-furan-2-yl-6-(3-methyl-pyridin-2-yl-methoxy)-pyrimidine-5-carbonitrile From 2-amino-4-furan-2-yl-6-methanesulfinyl-pyrimidine-5-carbonitrile, (3-methyl-pyridin-2-yl)methanol and DBU in DME. ES-MS m/e (%): 308 (M+H+, 100).

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, 63071-09-0, 2-Hydroxymethyl-3-methylpyridine.

Reference:
Patent; Borroni, Edilio Maurizio; Huber-Trottmann, Gerda; Kilpatrick, Gavin John; Norcross, Roger David; US2001/27196; (2001); A1;,
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. 148038-83-9, name is 6-Bromo-1H-imidazo[4,5-b]pyridin-2(3H)-one. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H4BrN3O

General procedure: 145 (210mg, 1.41mmol) was dissolved in POCl3 (4mL) and stirred at reflux for 12h. The mixture was concentrated, and the residue was dissolved in EtOAc (30mL). The organic layer was then washed successively with saturated NaHCO3 (2×20mL), water (20mL) and brine (20mL), dried with Na2SO4 and concentrated. The crude residue was then purified by column chromatography (100% CyHex to 80% EtOAc/CyHex) to obtain the 146 as a solid (71mg, 30%).

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, 148038-83-9, 6-Bromo-1H-imidazo[4,5-b]pyridin-2(3H)-one.

Reference:
Article; Blackmore, Timothy R.; Jacobson, Jonathan; Jarman, Kate E.; Lewin, Sharon R.; Nguyen, William; Purcell, Damian F.; Sabroux, Helene Jousset; Sleebs, Brad E.; European Journal of Medicinal Chemistry; vol. 195; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 75308-46-2, tert-Butyl 2,6-dichloroisonicotinate, 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, SDS of cas: 75308-46-2, blongs to pyridine-derivatives compound. SDS of cas: 75308-46-2

To a solution of tert-butyl 2,6-dichloroisonicotinate (1 1.0 g, 44.3 mmol) in ethanol (222 mL) was added hydrazine hydrate (6.46 mL, 133 mmol). The mixture was heated 75 0C. After 18 h, the mixture was cooled to ambient temperature. The mixture was concentrate down to half of the volume. The solid crashed out was filtered off and the filtrate was concentrated to dryness: LC-MS [M+l] = 244.1.

The synthetic route of 75308-46-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP &; DOHME CORP.; BURGEY, Christopher, S.; DENG, Zhengwu, J.; NGUYEN, Diem, N.; PAONE, Daniel, V.; POTTEIGER, Craig, M.; STAUFFER, Shaun, R.; SEGERDELL, Carolyn; NOMLAND, Ashley; LIM, John, J.; WO2010/111058; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1121-76-2, 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.1121-76-2, name is 4-Chloropyridine 1-oxide, molecular formula is C5H4ClNO, molecular weight is 129.5444, as common compound, the synthetic route is as follows.

4-Chloro-2-(hydroxymethyl)pyridine : A solution of 4-CHLOROPYRIDINE ASOXIDE (5 G, 38.6 MMOL) and TRIMETHYLOXONIUM TETRAFLUOROBORATE (5.94 G, 40.1 MMOI) in CH2CL2 (115 mL) was stirred for two hours at ambient temperature. The solvent was evaporated and the residue taken up in MeOH (115 mL) and heated to near boiling. Ammonium persulfate (1.76 G, 7.72 MMOL) dissolved in H2O (7.7 mL) was added and the mixture was heated to reflux for 30 min. A second portion of ammonium persulfate (0.88 G) in H2O (3.9 mL) was added and the mixture was refluxed for another 30 min. The solvent was evaporated and the residue was partitioned between CHZCTZ and aqueous Na2CO3 (10% w/v). The organic layer was washed with H2O, dried over MgSO4 and evaporated leaving 2.4 G (43%) of the title compound. 1H NMR (CDC13) 8 8.20 (d, 1H, J=5. 0 Hz, H-6); 7.31 (s, 1H, H-3); 7.04 (d, 1H, J=5. 0 Hz, H-5); 5.46 (s, LH, OH); 4.61 (s, 2H, CH2).

Statistics shows that 1121-76-2 is playing an increasingly important role. we look forward to future research findings about 4-Chloropyridine 1-oxide.

Reference:
Patent; TRIGEN LIMITED; WO2005/12323; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 106047-29-4, Adding some certain compound to certain chemical reactions, such as: 106047-29-4, name is 6-Bromo-2,4′-bipyridine,molecular formula is C10H7BrN2, 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 106047-29-4.

Synthesis of Compound 1; 6.0 g (12.63 mmol) of Intermediate 1c and 2.7 g (11.48 mmol) of Intermediate 1d were added to a mixed solvent of 4.76 g (34.4 mmol) potassium carbonate solution and THF, 398 mg (3 mol%) of Pd(PPh3)4 was added thereto while stirring, and the mixture was heated for 12 hours. The mixture was cooled to room temperature and subjected to extraction using dichloromethane. Then, an organic layer was collected, and the solvent was removed by drying the organic layer using anhydrous magnesium sulfate under reduced pressure. The resulting product was filtered using column chromatography (ethyl acetate_dichloromethane=3:7) to obtain 5.3 g of yellow solid Compound 1 (Yield: 80%). 1H NMR (500MHz, CDCl3) delta 8.73(d, 1H), 8.49(d, 1H), 8.18-8.10(m, 5H), 8.05(dd, 2H), 8.01(d, 1H), 7.97(d, 1H), 7.88(d, 1H), 7.84(m, 1H), 7.80-7.62(m, 13H), and 7.36(dd, 2H).

According to the analysis of related databases, 106047-29-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Samsung Mobile Display Co., Ltd.; EP2110373; (2009); 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.162102-79-6, name is Dimethyl 4-bromopyridine-2,6-dicarboxylate, molecular formula is C9H8BrNO4, molecular weight is 274.07, as common compound, the synthetic route is as follows.Recommanded Product: Dimethyl 4-bromopyridine-2,6-dicarboxylate

Under nitrogen protection, add 4-bromopyridine-2,6-dicarboxylic acid dimethyl ester Ia (1.0equiv) and IIa (2.0equiv) to a 50mL round bottom flask, and then add N, N-dimethylformamide to dissolve.Then, 10% catalytic amount of tetrabutylammonium bromide was added, and the reaction was performed under reflux for 12 hours, followed by post-treatment: 30 mL of water was added, extracted with ethyl acetate, dried over anhydrous sodium sulfate, and then subjected to column chromatography. To white solid IIIa, yield 87%.Then under the protection of nitrogen, add IIIa and 2.2equivs L-phenylglycinol to the sealed tube,Stir overnight at 100 C without solvent (the reaction is complete by TLC),Direct column chromatography gave white solid IVa in 99% yield.Then add IVa to the Schlenk bottle and then add anhydrous dichloromethane.Add 2.2 equivs diethylamine sulfur trifluoride reagent dropwise at -20 C, stir the reaction overnight, add 10% ammonia water to quench the reaction, add dichloromethane and water to extract 3 times, and dry with anhydrous sodium sulfate Column chromatography gave S1 as a white solid with a yield of 67%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,162102-79-6, Dimethyl 4-bromopyridine-2,6-dicarboxylate, and friends who are interested can also refer to it.

Reference:
Patent; East China Normal University; Zhou Jian; Wang Cai; Liao Kui; Zhou Feng; (23 pag.)CN110305122; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem