Month: April 2022

Electric Literature of 1160791-13-8, Adding some certain compound to certain chemical reactions, such as: 1160791-13-8, name is 2-Amino-6-bromothiazolo[5,4-b]pyridine,molecular formula is C6H4BrN3S, 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 1160791-13-8.

To a solution of 6-bromothiazolo[5,4-b]pyridin-2-amine IV (1.30 g, 5.55 mmol) in 1 ,4- dioxane (20.0 mL) was added ethylisocyanate (2.19 mL, 27.07 mmol) and the resulting reaction mixture was heated to 8O0C for 8 h. After the completion of the reaction (TLC monitoring), 1 ,4.-dioxane was distilled off followed by co-distillation with n-hexane (2 times). The residue was then stirred with water at 9O0C for 2h followed by filtration to obtain the desired product that was further washed with hot water and then dried. The residue was finally washed with ether to obtain the desired product (1.40 g, 83%). 1H NMR (400MHz, DMSO-d6): delta 1.10 (t, J= 7.20 Hz, 3H), 3.20 (quintet, J= 7.20 Hz, 2H), 6.76 (br s, 1 H), 8.24 (d, J= 2.0 Hz, 1 H), 8.45 (d, J= 2.0 Hz1 1 H) and 11.05 (br s, 1 H).

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. 1160791-13-8, 2-Amino-6-bromothiazolo[5,4-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PROLYSIS LTD; WO2009/74812; (2009); 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 290307-40-3, name is 2-(5-Bromopyridin-2-yl)propan-2-ol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 290307-40-3

In a 2 L round-bottomed flask was mixed 2,5-dibromopyridine (54 g, 228 mmol) in toluene (600 ml) to give a colorless solution. The reaction was cooled to -78 C. and n-Butyllithium 2.5M hexanes (100 ml, 251 mmol) was added at a rate that the temperature did not exceed -70 C. The reaction was stirred for 30 minutes and then acetone (20.08 ml, 274 mmol) was added quickly. The reaction was stirred for 30 minutes and then quenched with saturated ammonium chloride. The organic layer was washed with brine, dried over sodium sulfate and solvent removed under reduced pressure. The crude residue was purified by column chromatography 20-50% ethyl acetate/heptane to give 42.5 g of 2-(5-bromopyridin-2-yl)propan-2-ol in 86% yield.In a 1 L round-bottomed flask was mixed compound 2-(5-bromopyridin-2-yl)propan-2-ol (10 g, 46.3 mmol) and 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (11.87 g, 50.9 mmol) in dioxane (300 ml). To this was added saturated sodium bicarbonate (150 mL). The reaction mixture was degassed via purging with a stream of nitrogen and then Pd(PPh3)4 (2.67 g, 2.314 mmol) was added. The mixture was heated to reflux becoming very thick then finally going into solution. The reaction was heated for 2 hours, cooled to room temperature and the solvent was removed under reduced pressure. The residue was partitioned between ethyl acetate and water. The organic layer was dried over sodium sulfate and solvent removed under reduced pressure to give 2-(5-(5-amino-2-methylphenyl)pyridin-2-yl)propan-2-ol.The crude product from above was dissolved in dioxane (30 mL) and cooled to 0 C. Sulfuric acid was added to the solution through an addition funnel with manual stirring necessary at the beginning of addition, finally going to solution. The reaction was allowed to exotherm up to 30 C. and stirred for 30 minutes. Upon completion of the reaction as determined by LC/MS, the reaction was poured onto ice, extracted with ethyl acetate (2×200 mL) and the pH of the aqueous was adjusted to 9-10 by addition of 50% sodium hydroxide solution. The mixture was then extracted with ethyl acetate, the organic was washed with brine and dried over sodium sulfate. After removal of solvent the crude product was isolated by column chromatography eluting 0-100% ethyl acetate/heptane to give 4-methyl-3-(6-(prop-1-en-2-yl)pyridin-3-yl)aniline. Yield 9 g, 86% over 2 steps.4-Methyl-3-(6-(prop-1-en-2-yl)pyridin-3-yl)aniline (9 g, 40.1 mmol) was dissolved in ethanol (100 mL) and 10% palladium on carbon (0.5 g) was added. The mixture was hydrogenated at 30 psi for 2 hours. Filtration and concentration of the product afforded clean 3-(6-isopropylpyridin-3-yl)-4-methylaniline. Yield 8 g, 88%

With the rapid development of chemical substances, we look forward to future research findings about 290307-40-3.

Reference:
Patent; LOCUS PHARMACEUTICALS, INC.; US2010/41642; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1192813-41-4, Adding some certain compound to certain chemical reactions, such as: 1192813-41-4, name is 2-(Difluoromethoxy)-5-nitropyridine,molecular formula is C6H4F2N2O3, 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 1192813-41-4.

Step B: 6-(Difluoromethoxy)pyridin-3-amine To 2-(difluoromethoxy)-5-nitropyridine (4.7 g, 24.7 mmol) in degassed methanol (100 mL) was added 10% palladium on carbon (500 mg, 0.47 mmol) and the reaction was hydrogenated at atmospheric pressure for 1 hour. To this was added acetic acid (2.83 mL, 49.4 mmol) and the reaction was filtered through Celite and concentrated in vacuo to afford 6-(difluoromethoxy)pyridin-3-amine (6.33 g, 25.9 mmol, 105% yield) as an olive green liquid. 1H NMR (400 MHz, MeOD-d4) delta ppm 7.60 (d, J=2.76 Hz, 1H), 7.37 (s, 0.5H), 7.15 (dd, J=8.66, 2.89 Hz, 1H), 7.00 (s, 0.5H), 6.71 (d, J=8.78 Hz, 1H).

According to the analysis of related databases, 1192813-41-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bristol-Myers Squibb Company; US2009/270405; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 58481-17-7, Methyl 2-(hydroxymethyl)isonicotinate, 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: Methyl 2-(hydroxymethyl)isonicotinate, blongs to pyridine-derivatives compound. name: Methyl 2-(hydroxymethyl)isonicotinate

Under ice-cooling, sodium hydride (187 mg, 60%, dispersed in liquid paraffin) was added to a solution ofmethyl 2-(hydroxymethyl)isonicotinate (650 mg) in N,N-dimethyl formamide (8.0 mL), followed by stirringfor 15 minutes. Methyl iodide (740 muL) was added thereto, followed by stirring for 1 hour. Ethyl acetate wasadded thereto, then, the organic layer was washed with a saturated aqueous sodium chloride solution, anddried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the obtainedresidues were purified by silica gel column chromatography (hexane:ethyl acetate=9:1?1:1), wherebymethyl 2-(methoxymethyl)isonicotinate (370 mg) was obtained as a colorless oily material

At the same time, in my other blogs, there are other synthetic methods of this type of compound,58481-17-7, Methyl 2-(hydroxymethyl)isonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; FUJIFILM Corporation; KUBO, Yohei; ANDO, Makoto; TANAKA, Hidehiko; OSAKA, Shuhei; MATSUMOTO, Takuya; NAKATA, Hiyoku; TERADA, Daisuke; NITABARU, Tatsuya; (379 pag.)US2016/168139; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 886365-06-6, 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 886365-06-6, name is Methyl 5-bromo-4-methylpicolinate. This compound has unique chemical properties. The synthetic route is as follows.

5-Bromo-4-methyl-pyridine-2-carboxylic acid (2-hydroxy-ethyl)-amide 5-Bromo-4-methyl-pyridine-2-carboxylic acid (2-hydroxy-ethyl)-amide: To 5-bromo-4-methyl-pyridine-2-carboxylic acid methyl ester (200 mg, 0.869 mmol) and 2-amino-ethanol (265 mg, 4.34 mmol) was added (CH3)3Al (0.6 mg, 0.008 mmol). The mixture was placed in a sealed tube and heated at 100 C. for 1 h, after which the mixture was cooled, quenched with water, and extracted with EtOAc. The organic phase was dried, concentrated, and purified by column chromatograph to give 5-Bromo-4-methyl-pyridine-2-carboxylic acid (2-hydroxy-ethyl)-amide (130 mg, 65%) as an off-white solid.

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 886365-06-6, Methyl 5-bromo-4-methylpicolinate.

Reference:
Patent; Hoffmann-La Roche Inc.; Alam, Muzaffar; Bhagirath, Niala; Du Bois, Daisy Joe; Hawley, Ronald Charles; Minatti, Ana Elena; Kennedy-Smith, Joshua; Wilhelm, Robert Stephen; US2013/158040; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 824-51-1, 6-Methyl-1H-pyrrolo[2,3-b]pyridine, 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, Formula: C8H8N2, blongs to pyridine-derivatives compound. Formula: C8H8N2

PREPARATION 124 5-Bromo-2-(6-methyl-1 H-pyrrolo[2,3-b]pyridin-1 -yl)benzonitrile The title compound of Preparation 58 (0.05 g, 0.38 mmol) was dissolved in 1 ml dimethylformamide. Potassium carbonate (0.105 g, 0.76 mmol) and 5-bromo-2- fluorobenzonitrile (0.1 14 g, 0.57 mmol) were added and the reaction mixture was stirred at 150 C for 3h. The mixture was allowed to cool to room temperature and was partitioned between ethyl acetate and water. The organic layer was washed with water, dried over sodium sulphate, filtered and concentrated under reduced pressure. The residue was purified using the Isolera Purification System (ether-hexane gradient, 0: 100 rising to 100:0) to give 0.1 10 g (0.35 mmol, 93%) of the title compound as a yellow solid. Purity 99%. UPLC/MS (3 min) retention time 1 .84 min. LRMS: m/z 312 (M+1 ).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,824-51-1, 6-Methyl-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; ALMIRALL, S.A.; VIDAL JUAN, Bernat; ALONSO DIEZ, Juan Antonio; BUIL ALBERO, Maria Antonia; EASTWOOD, Paul Robert; ESTEVE TRIAS, Cristina; LOZOYA TORIBIO, Maria Estrella; ROBERTS, Richard Spurring; VIDAL GISPERT, Laura; GONZALEZ RODRIGUEZ, Jacob; MIR CEPEDA, Marta; WO2013/10880; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 10167-97-2, 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 10167-97-2, name is 2-Amino-5-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 5-methoxypyridin-2-amine (15.0 g) in methanol (40 mL) and water (20 mL) was added 2-chloroacetaldehyde (25.0 g) and sodium bicarbonate (10.2 g). The mixture was stirred under reflux for 2 hours, and then concentrated. The residue was partionedbetween EA and aq. NaH CO3 solution. The organic layer was concentrated and purified by column chromatography to afford 6-methoxyimidazo[1 ,2-a]pyridine (15.0 g).

According to the analysis of related databases, 10167-97-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CHEN, Weichun; IGBOKO, Ebere F; LIN, Xichen; LU, Hongfu; REN, Feng; WREN, Paul Bryan; XU, Zhongmiao; YANG, Ting; ZHU, Lingdong; WO2015/181186; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13602-82-9, 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 13602-82-9, name is N-(2-Chloropyridin-4-yl)acetamide. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 4.6 g (27 mmol) N-(2-chloropyridin-4-yl)acetamide (commercially available) and 5.2 g (41 mmol) l-(2-propyl-)-pirhoerazine in 2 ml DMF was heated to 150 0C for 4 h. Purification of the crude mixture with flash column chromatography on silica eluting with a gradient formed from DCM (1% NEt3) and methanol yielded after evaporation of the product fractions 3.38 g (47%) of the title compound as white solid. MS: (m/e): 263.4 (MH+).

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 13602-82-9, N-(2-Chloropyridin-4-yl)acetamide.

Reference:
Patent; F.HOFFMANN-LA ROCHE AG; WO2006/63718; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 36953-37-4 ,Some common heterocyclic compound, 36953-37-4, molecular formula is C5H4BrNO, 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.

Sodium chloro(difluoro)acetate (5.26 g, 34.5 mmol) and potassium carbonate (0568) (3.57 g, 25.8 mmol) were added to a solution of 4-bromopyridin-2(1 /-/)-one (3.00 g, 17.2 mmol) in /V,/V-dimethylformamide (30 mL), and the reaction mixture was stirred at 95 C for 2 hours. Water (100 mL) was added, and the resulting mixture was extracted with ethyl acetate (3 x 50 mL). The combined organic layers were washed sequentially with water (200 mL) and with saturated aqueous sodium chloride solution (150 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. Silica gel chromatography (Eluent: 15: 1 petroleum ether / ethyl acetate) afforded the product as a pale yellow oil. Yield: 1 .5 g, 6.7 mmol, 39%. 1H NMR (400 MHz, CDCI3) delta 8.04 (d, J=5.5 Hz, 1 H), 7.44 (t, JHF=72.6 HZ, 1 H), 7.27 (dd, J=5.4, 1 .6 Hz, 1 H), 7.12 (br d, J=1 .5 Hz, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,36953-37-4, its application will become more common.

Reference:
Patent; PFIZER INC.; ZHANG, Lei; BUTLER, Christopher Ryan; BECK, Elizabeth Mary; BRODNEY, Michael Aaron; BROWN, Matthew Frank; MCALLISTER, Laura Ann; LACHAPELLE, Erik Alphie; GILBERT, Adam Matthew; (170 pag.)WO2018/2760; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 4966-90-9, 4-Hydroxy-6-methyl-3-nitropyridin-2(1H)-one, 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 4966-90-9, blongs to pyridine-derivatives compound. Product Details of 4966-90-9

Step A: A stirred solution of 4-hydroxy-6-methyl-3-nitro-2-pyridone (2.24 g, 13.2 mmol) in POCl3 (13 mL) was refluxed overnight. The excess POCl3 was removed under vacuum and ice was added to the black residue. The resulting slurry was carefully neutralized (pH 7) by addition of conc. NH4OH. The resulting slurry was poured through filter paper, washing the solid with cold water. The solid was dried under vacuum at 50 C. overnight to give crude 2,4-dichloro-6-methyl-3-nitropyridine, 2.12 g (78%) as black crystals.

The synthetic route of 4966-90-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Vanderbilt University; Fesik, Steve; Waterson, Alex; Burns, Michael; Sun, Qi; Phan, Jason; Salovich, James M.; Abbott, Jason R.; Little, Andrew; (159 pag.)US10501421; (2019); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem