Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 136888-21-6, 2-Chloro-5-fluoro-3-nitropyridine, 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, Quality Control of 2-Chloro-5-fluoro-3-nitropyridine, blongs to pyridine-derivatives compound. Quality Control of 2-Chloro-5-fluoro-3-nitropyridine

To 2-chloro-5-fluoro-3-nitropyridine (305 mg, 1 .728 mmol) in DMSO (5 mL) were added (1 – methyl-1 H-pyrazol-3-yl)methanamine (21 1 mg, 1 .901 mmol) and K2C03 (310 mg, 2.246 mmol), and the reaction mixture was stirred at room temperature overnight. The reaction was then quenched with water (10 mL), and the resulting precipitate was isolated by filtration, washed with water, and then dried in vacuum oven for 4 hours to afford 5-fluoro- N-((1 -methyl-1 H-pyrazol-3-yl)methyl)-3-nitropyridin-2-amine (210 mg) as a yellow color solid. LC-MS (ES) m/z = 252 [M+H]+. NMR (400 MHz, DMSO-c/6): delta 3.80 (s, 3H), 4.69 (d, J = 5.3 Hz, 2H), 6.16 (d, J = 2.3 Hz, 1 H), 7.60 (d, J = 2.3 Hz, 1 H), 8.44 (dd, J = 8.5, 2.9 Hz, 1 H), 8.66 (d, J = 2.8 Hz, 1 H), 8.69 (t, J = 5.3 Hz, 1 H).

The synthetic route of 136888-21-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; MEDINA, Jesus Raul; TIAN, Xinrong; NG DI MARCO, Christina; GRAYBILL, Todd L.; HEERDING, Dirk A.; LI, William Hoi Hong; MANGATT, Biju; MARTYR, Cuthbert D.; RIVERO, Raphael Anthony; (570 pag.)WO2019/49061; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 98198-48-2, 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. 98198-48-2, name is 2-Amino-5-bromo-4-methylpyridine. A new synthetic method of this compound is introduced below.

Synthesis 21 5-Bromo-4-methy -1-oxy-pyridin-2-ylamine hydrochloride 5-Bromo-4-methyl-pyridin-2-ylamine (22 mmol, 4.1 1 g) was dissolved in acetone (40 mL) and cooled to 0 C and then treated with m-CPBA (44 mmol, 7.59 g). The reaction mixture was allowed to stir at room temperature for 2 hours and then evaporated under reduced pressure to an orange solid. This was dissolved in chloroform cooled to 0 C and treated portion-wise with 2 M ethereal hydrogen chloride (40 mL). The cooling bath was removed and the suspension was stirred at room temperature for 3 hours. The solid precipitate was filtered off and washed with ether (1×10 mL). The solid was dried under reduced pressure to provide the title compound as beige solid. Yield: 5.27 g, 100%. LCMS, analytical method 1 , TR=2.43 mins, 100%, MI+H=203/205. H NMR (300 MHz, DMSO-d6) delta: 8.64 (1 H, s), 8.30 (2 H, m), 7.05 (1 H, s), 2.32 (3 H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,98198-48-2, its application will become more common.

Reference:
Patent; CHARLES, Mark David; BROOKFIELD, Joanna Lola; EKWURU, Chukuemeka Tennyson; STOCKLEY, Martin Lee; WO2015/25172; (2015); 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.7598-35-8, name is 2-Bromopyridin-4-amine, molecular formula is C5H5BrN2, molecular weight is 173.01, as common compound, the synthetic route is as follows.HPLC of Formula: C5H5BrN2

To a 3-necked round-bottom flask containing 2-bromopyridin-4-amine (100 g, 578 mmol), acetic acid (1 L) and sodium acetate (118 g, 1.44 mol) was added a solution of iodine monochloride (103 g, 635 mmol) in acetic acid (0.5 L) dropwise with stirring at 50 C. The resulting solution was stirred for 3 h at 75 C. The reaction mixture was cooled to room temperature and concentrated in vacuo. The resulting solution was diluted with brine (1 L) and extracted with EtOAc (3 x 1 L). The combined organic layers were washed with saturated aqueous sodium bicarbonate (2 x 0.5 L), saturated aqueous sodium sulfite (0.2 L), and brine (0.3 L), dried over anhydrous sodium sulfate and concentrated in vacuo. The crude product was purified via flash chromatography on silica gel (eluent: 5% EtOAc in dichloromethane) to afford 2-bromo-5-iodopyridin-4-amine (50 g, 29%) as a white solid. LCMS (ESI): RT (min) = 1.114, [M+H]+ = 299, method = L.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7598-35-8, 2-Bromopyridin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; GENENTECH, INC.; BRYAN, Marian C.; CHAN, Bryan; DIEDERICH, Francois; DOTSON, Jennafer; HANAN, Emily; HEFFRON, Timothy; LAINCHBURY, Michael; HEALD, Robert; SEWARD, Eileen M.; WO2014/210354; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 41667-95-2, Adding some certain compound to certain chemical reactions, such as: 41667-95-2, name is 5,6-Dichloronicotinic acid,molecular formula is C6H3Cl2NO2, 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 41667-95-2.

A mixture of 5 6-dichloronicotinic acid (5 g) and sulfurous dichloride (3.10 g) in methanol (20 mL) was stirred at 25overnight. Cold water (100 mL) was added and the resulting mixture was neutralized with sat. NaHCO3solution. The aqueous layer was extracted with DCM (2×100 mL) and the combined organic layers were dried over Na2SO4. Aftet filtration the filtrate was concentrated in vacuo to give the title compound (5 g) as a white solid. MS (ESI) C7H5Cl2NO2requires 205 found 206 [M+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. 41667-95-2, 5,6-Dichloronicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; LEI, Hui; MA, Xin; REN, Feng; LIN, Xichen; MARQUIS, Robert W., Jr.; WO2015/180614; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 10273-90-2, Adding some certain compound to certain chemical reactions, such as: 10273-90-2, name is 3-Methyl-2-phenylpyridine,molecular formula is C12H11N, 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 10273-90-2.

b) Preparation of 3-methyl-2-phenyl-pyridine 1-oxide: To a stirred solution of 3-methyl-2-phenyl-pyridine (26.9 g, 159 mmol) in dichloromethane (220 ml) under nitrogen atmosphere was added m-chloroperbenzoic acid (70% pure, 78.4 g, 318 mmol) in small portions, at 0 C. The mixture was stirred for 18 hours at ambient temperature. It was then cooled to 0 C. and an aqueous solution of sodium hydroxide (2 M) was added slowly (exothermic reaction!) until a basic pH was reached. To this mixture was then added a saturated aqueous solution of sodium thiosulphate slowly at 0 C. (highly exothermic reaction!). The biphasic solution was stirred for an additional 30 minutes after which the organic layer was decanted, washed with an aqueous solution of sodium hydroxide (1 M), decanted, dried over sodium sulphate and concentrated in vacuo. The crude compound was obtained as a white solid. 1H-NMR (CDCl3): delta=2.13 (s, 3H), 7.15-7.22 (m, 2H), 7.47 (d, 2H), 7.43-7.49 (m, 1H), 7.51-7.57 (m, 2H), 8.27 (d, 1H).

According to the analysis of related databases, 10273-90-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNGENTA CROP PROTECTION LLC; US2012/316184; (2012); 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. 902130-87-4, name is 6-Methoxy-3-pyridineacetic Acid. A new synthetic method of this compound is introduced below., Formula: C8H9NO3

(Step 1) A solution of 2-amino-2-(4-methoxyphenyl)-N-(4-(trimethylsilyl)phenyl)acetamide (200 mg, 0.61 mmol), 2-(6-methoxypyridin-3-yl)acetic acid (112 mg, 0.67 mmol), DIEA (0.213 mL, 1.22 mmol) and HATU (278 mg, 0.73 mmol) in DMF (2.0 mL) was stirred overnight at room temperature. To the reaction mixture were added water and ethyl acetate, and the organic layer was separated. The organic layer was dried over magnesium sulfate, and the solvent was evaporated under reduced pressure to give 2-(4-methoxyphenyl)-2-(2-(6-methoxypyridin-3-yl)acetamide)-N-(4-(trimethylsilyl)phenyl)acetamide (226.2 mg, 0.474 mmol, 78%) as a white solid. 1H NMR(300 MHz,DMSO-d6):delta0.20(9H,s),3.51(2H,s),3.73(3H,s),3.81(3H,s),5.55(1H,d,J=7. 2 Hz),6.75(1H,d,J=8.7 Hz),6.93 (2H,d, J=8.3 Hz), 7.34-7.47 (4H,m),7.51-7.65(3H,m),8.02(1H,s),8.84(1H,d,J=7. Hz),10.28(1H,s).

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, 902130-87-4, 6-Methoxy-3-pyridineacetic Acid.

Reference:
Patent; Takeda Pharmaceutical Company Limited; YAMAMOTO, Satoshi; SHIRAI, Junya; KONO, Mitsunori; TOMATA, Yoshihide; SATO, Ayumu; OCHIDA, Atsuko; FUKASE, Yoshiyuki; FUKUMOTO, Shoji; ODA, Tsuneo; TOKUHARA, Hidekazu; ISHII, Naoki; SASAKI, Yusuke; (255 pag.)EP3018123; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6265-73-2, 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 6265-73-2, name is N-(2-Hydroxyethyl)nicotinamide. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The nitrated compounds were obtained by mixing fuming nitric acid (10 mmol) and the hydroxylated precursors (1 mmol) at -5.0 C and stirring for 2h. The reaction mixture was poured into a mixture of water and ice. The pH was adjusted to 6.0 by adding CaCO3. The obtained solid was vacuum filtered and recrystallized in ethanol, which furnished a white solid in all cases.

According to the analysis of related databases, 6265-73-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Cesar, Isabela C.; Godin, Adriana M.; Araujo, Debora P.; Oliveira, Francinely C.; Menezes, Raquel R.; Santos, Julliana R.A.; Almeida, Mariana O.; Dutra, Marcela M.G.B.; Santos, Daniel A.; MacHado, Renes R.; Pianetti, Gerson A.; Coelho, Marcio M.; De Fatima, Angelo; Bioorganic and Medicinal Chemistry; vol. 22; 9; (2014); p. 2783 – 2790;,
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. 7356-60-7, name is Nicotinimidamide hydrochloride. A new synthetic method of this compound is introduced below., Application In Synthesis of Nicotinimidamide hydrochloride

EXAMPLE 5 Synthesis of 4-(3-chlorophenyl)-N-(3,3-diphenylpropyl)-6-methyl-2-(pyridine-3-yl)-5-pyrimidinecarboxamide: The title compound was obtained by using 167 mg (0.400 mmol) of 2-acetyl-3-(3-chlorophenyl)-N-(3,3-diphenylpropyl) acrylamide, 94.5 mg (0.599 mmol) of 3-amidinopyridinium hydrochloride and 49.1 mg (0.599 mmol) of sodium acetate, in the same manner as that of Example 1. Yield: 72.0 mg (0.138 mmol) (35%) MS (ESI, m/z) 519 (M+H)+ 1H-NMR (CDCl3): 2.20 (2H, q), 2.68 (3H, s), 3.32 (2H, q), 3.79 (1H, t), 7.13-7.40 (13H, m), 7.76 (1H, dt), 7.83 (1H, t), 8.45 (1H, dd), 8.63 (1H, dt), 9.25 (1H, d).

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, 7356-60-7, Nicotinimidamide hydrochloride.

Reference:
Patent; AJINOMOTO CO., INC.; US2004/9991; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 5552-83-0 , The common heterocyclic compound, 5552-83-0, name is Ethyl 2-(6-methylpyridin-2-yl)acetate, molecular formula is C10H13NO2, 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.

A. Ethyl 6-methyl-3-pyridineacetate, N-oxide Ethyl 6-methyl-pyridineacetate (1.20 g, 6.70 mmol, 1 eq) was combined with 3-chloroperoxybenzoic acid (50percent, 2.77 g, 8.03 mmol, 1.2 eq) in 25 mL of CHCl3. The reaction mixture was stirred at rt for 4 h. The mixture was filtered twice through a 2 inch pad of Al2O3 eluding with 100 mL of 10percent methanol in CH2Cl2. Concentration in vacuo provided 1.29 g (99percent) of ethyl 6-methyl-3-pyridineacetate, N-oxide.

The synthetic route of 5552-83-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US6214852; (2001); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 73583-37-6 ,Some common heterocyclic compound, 73583-37-6, molecular formula is C5H3BrClN, 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 stirring solution of 4-bromo-2-chloropyridine (2.0 g, 10.39 mmol) in diethyl ether (30 mL) at -70 C under nitrogen was added n- butyllithium, 2.5 M solution in hexanes (4.57 mL, 11.43 mmol) at a rate not to exceed -65 C. A white precipitate had formed. After 5 min a solution of cyclopropyl methyl ketone (Lancaster Synthesis, Ltd., 1.030 mL, 10.39 mmol) in diethyl ether (5 mL) was added to the suspension. After 5 min the cooling bath was removed and warmed to -15 C. The suspension was then quenched with saturated NH4C1 (15 mL) and EtOAc (20 mL) added. The separated organic was then dried over MgSC^, concentrated under reduced pressure, then purified by silica gel chromatography (80 g) eluting products with 10 to 30% gradient of EtO Ac/Hex to afford l-(2-chloro-4-pyridinyl)-l-cyclopropylethanol (1.35 g, 6.83 mmol, 65.7 % yield) as amber oil (mixture of 2 enantiomers).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,73583-37-6, its application will become more common.

Reference:
Patent; AMGEN INC.; ASHTON, Kate; BARTBERGER, Michael D.; BOURBEAU, Matthew Paul; CROGHAN, Michael D.; FOTSCH, Christopher H.; HUNGATE, Randall W.; KONG, Ke; NISHIMURA, Nobuko; NORMAN, Mark H.; PENNINGTON, Lewis D.; REICHELT, Andreas; SIEGMUND, Aaron C.; TADESSE, Seifu; ST. JEAN, David Jr; YANG, Kevin C.; YAO, Guomin; WO2013/173382; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem