Day: April 18, 2022

Synthetic Route of 83766-88-5, 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 83766-88-5, name is 2-(tert-Butoxy)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Carboxylic acid (0.2 g, 1.64 mmol), tert-butoxypyridine (0.33 g, 2.21 mmol) and boron trifluoride diethyl etherate (0.31 g, 2.21 mmol) in dry PhCH3 (2 mL) were added to a 20-ml vial. The reaction mixture was then allowed to stir at room temperature for 30 min before quenching with anhydrous NaHCO3. The reaction mixture was diluted with ethyl acetate (30 mL), then washed with water (20 mL), followed by brine (20 mL). The organic layer was dried over anhydrous sodium sulfate and carefully concentrated under reduced pressure. The resulting residue was then purified by flash column chromatography on silica gel with 0:4 to 1:4 dichloromethane/hexane as eluent to yield the desired product 5a as a colorless oil.

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 83766-88-5, 2-(tert-Butoxy)pyridine.

Reference:
Article; La, Minh Thanh; Kim, Hee-Kwon; Tetrahedron; vol. 74; 27; (2018); p. 3748 – 3754;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 2604-39-9, 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. 2604-39-9, name is 2-Chloro-5-nitropyridin-4-amine. A new synthetic method of this compound is introduced below.

A suspension of 1.04 g of 2-chloro-5-nitropyridin-4-amine (example E6) in 100 ml ethanol is treated with 50 mg Pd/C (10% Pd) and hydrogenated for 12 h under atmospheric pressure. The reaction mixture is filtered through a plug of celite and the filtrate is concentrated under vacuum. The resulting oil is treated with 4 ml diethoxymethyl acetate and stirred for 2 h at room temperature and for one hour at 90 C. The reaction mixture is allowed to cool down to room temperature, 20 ml dichloromethane is added and the organic layer is extracted with water (4 x 20 ml). The combined aqueous layers are concentrated to a volume of 10 ml and purified by preparative HPLC to yield the title compound. 1H NMR (200 MHz, D6-DMSO): delta = 7.69 (d, J = 0.8 Hz, 1 H), 8.46 (s, 1 H), 8.75 (d, J = 0.8 Hz, 1 H), 13.0 (bs, 1 H). MS (MH+ found) = 154.1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2604-39-9, its application will become more common.

Reference:
Patent; 4SC AG; EP2017277; (2009); 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. 54232-43-8, name is 6-Bromo-5-methoxypicolinic acid. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 6-Bromo-5-methoxypicolinic acid

2-Bromo-3 -methoxy-6-pyridinecarboxylic acid 5-1 was prepared as previously described (Kelly, T. R. and Lang, F. J. Org. Chem., 1996, 61, 4623-4633). Compound 5-1 (1.000 g, 4.31 mmol) was dissolved in trifluoroacetic acid (24 mL) under inert atmosphere. Hydrogen peroxide, 30% aqueous solution (2.686 mL, 23.7 mmol) was added and the solution was heated to 80 C for 12.5 hr. After cooling, water (6 mL) was added and solvents were removed under reduced pressure. Additionalwater (10 mL) was added, the resulting suspension was triturated for 1 hr, whereupon the solids were filtered using a fritted funnel, washed with water (3 x 5 mL) and dried in vacuo to provide 2-bromo-3-methoxy-6-carboxypyridine-N-oxide 5-2 (0.827 g, 79.5%). ?H NIVIR (300 MHz, DMSO-d6): = 8.26 (d, 1H, ArH), 7.57 (d, 1H, ArH), 4.04 (s, 3H, OCH3). ?3C NMR (400 MFIz, D20/NaOD): = 167.5, 155.3, 142.0, 125.6, 121.6, 57.5.

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, 54232-43-8, 6-Bromo-5-methoxypicolinic acid.

Reference:
Patent; LUMIPHORE, INC.; BUTLIN, Nathaniel G.; MAGDA, Darren; XU, Jide; (114 pag.)WO2016/106241; (2016); 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 112110-07-3, name is 5-(Trifluoromethyl)pyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 112110-07-3

To a solution of 5-trifluoromethylpyridin-3-amine (1 eq.) in THF (80 mL) at r.t. was added 1M sodium bis(trimethylsilylamide) in THF (2 eq.), stirred for 15 min, followed by di-tert-butyldicarbonate (1 eq.) in THF. The reaction was stirred at r.t overnight and concentrated. The concentrate was treated with 0.2M HCl aq. and EtOAc, and the organic layer was extracted, washed with NaHCO3(sat.) and brine, dried over Na2SO4, filtered and concentrated. The concentrate was purified using flash chromatography on silica gel (40% EtOAc:Hexane) to give a yellow solid as product tert-butyl 5-(trifluoromethyl)pyridin-3-ylcarbamate (31% yield). LCMS (m/z): 263.0 (MH+); LC Rt=3.84 min. 1H NMR(CDCl3) delta 8.56(m, 2H), 8.34(s, 1H), 6.71 (s, 1H), 1.55 (s, 9H).

With the rapid development of chemical substances, we look forward to future research findings about 112110-07-3.

Reference:
Patent; Burger, Matthew; Lan, Jiong; Lindvall, Mika; Nishiguchi, Gisele; Tetalman, Michelle; US2010/216839; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 847729-27-5, Methyl 2-chloro-5-fluoronicotinate, 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, Computed Properties of C7H5ClFNO2, blongs to pyridine-derivatives compound. Computed Properties of C7H5ClFNO2

(b) Methyl 5-fluoro-2-(methylamino)nicotinate. A mixture of methyl 2-chloro-5-fluoronicotinate (3.82 g, 20 mmol) and K2CO3 (5.6 g, 40 mmol) in THF (25 mL) was stirred under nitrogen for 15 minutes. To the mixture was added a 2 M solution of methylamine in THF (10 mL, 20 mmol), and stirring was continued for 63 hours. The reaction mixture was filtered over Celite, and the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (DCM) to give the title compound as an orange oil. MS (ESI, pos. ion) m/z: 185 (M+l).

The synthetic route of 847729-27-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; WO2008/76425; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1092286-30-0 ,Some common heterocyclic compound, 1092286-30-0, molecular formula is C7H6ClNO2, 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.

5-Chloro-2-methyl-nicotinic acid (4.15 g, 24.2 mmol) is placed in a flask with DCM (100 mL) and oxalyl chloride (3.68 g, 29 mmol). DMF (200 muL) is added and the reaction mixture is stirred at r.t. for 1 hour (gas evolution). The mixture is filtered and the solvent is removed in vacuo to afford the title product which is used in the next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1092286-30-0, its application will become more common.

Reference:
Patent; Beattie, David; Colson, Anny-Odile; Culshaw, Andrew James; Sharp, Lisa; Stanley, Emily; Sviridenko, Lilya; US2010/35898; (2010); A1;,
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. 909717-95-9, name is Ethyl 4-methoxypyrazolo[1,5-a]pyridine-3-carboxylate, molecular formula is C11H12N2O3, 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. Application In Synthesis of Ethyl 4-methoxypyrazolo[1,5-a]pyridine-3-carboxylate

A mixture of the product from step 2 (500 mg, 126 rnmol) in 40% HBr (20 mL) was stirred at 120C for 16 hours. After cooling to RI, the mixture was concentrated in vacuo to give a residue, which was neutralized with saturated NaHCO3 aqueous solution to pH 7, extracted with the mixed solvent (DCM: iPropanol = 4: 1) (500 mL x 3). The organic layer was combined, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified bysilica chromatography (10% methanol in DCM) to give the title compound (290.0 mg) as yellow oil. LRMS mlz (M+H) 135,1 found, 135.1 required.

With the rapid development of chemical substances, we look forward to future research findings about 909717-95-9.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; KUDUK, Scott D.; BESHORE, Doug C.; MENG, Na; LUO, Yunfu; (127 pag.)WO2016/101119; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 178421-21-1, name is Ethyl 6-chloro-5-methylpicolinate, the common compound, a new synthetic route is introduced below. Recommanded Product: 178421-21-1

Stage 1: (6-chloro-5-methylpyridin-2-yl)methanol 0.40 g of sodium borohydride (10.5 mmol) is added in portions to a solution of 1.20 g of 6-chloro-5-methylpyridine-2-carboxylic acid ethyl ester (6.00 mmol) and 10 ml of ethanol maintained at room temperature. The mixture is stirred for 4 hours and then the mixture is poured into an aqueous solution of sodium chloride and the mixture is extracted with ethyl acetate. The organic phase is dried over sodium sulfate, filtered and concentrated under vacuum. The title product is isolated by chromatography on a silica column (eluent: chloroform). 0.69 g of a colorless oil is recovered. Yield: 73% 1 H NMR (CDCl3) delta: 2.37 (s, 3H); 4.70 (s, 2H); 2.94 (s; broad); 7.17 (d, 1H); 7.55 (d, 1H)

The synthetic route of 178421-21-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pierre Fabre Medicament; US6020345; (2000); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 56673-34-8 ,Some common heterocyclic compound, 56673-34-8, molecular formula is C5H4BrNS, 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.

5-Bromo-2-(cyclopropylmethylthio)pyridine To a solution of 5-bromopyridine-2-thiol (3.9 g) in THF (100 mL) was added NaH (1.24 g) at 0 C. and the mixture was stirred at 0 C. for 0.5 h. Then (bromomethyl)cyclopropane (2.79 g) was added. The mixture was allowed to warm to r.t. and stirred for 6 hours. The mixture was poured into ice water (200 mL) and extracted with EA (100 mL*3). The combined organic phases were washed with brine (50 mL) and then dried over Na2SO4. After filtration and evaporation of the solvent, the residue was purified by SGC (eluent: PE) to provide the subtitle compound. MS ESI+: m/z=244 [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. 56673-34-8, 3-Bromo-6-mercaptopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SANOFI; SCHWINK, Lothar; BOSSART, Martin; GLOMBIK, Heiner; GOSSEL, Matthias; KADEREIT, Dieter; KLABUNDE, Thomas; MAIER, Thomas; STENGELIN, Siegfried; US2014/99333; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 722550-01-8, 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.722550-01-8, name is 4-(Pyrrolidin-1-yl)pyridin-2-amine, molecular formula is C9H13N3, molecular weight is 163.22, as common compound, the synthetic route is as follows.

To a stirred solution of (4,S)-7-(2-methylpyridin-4-yl)-2,3,4,5-tetrahydro-l,4- methanopyrido[2,3-£][l,4]diazepine (300 mg, 1.189 mmol in THF (30 mL) ) were added triethylamine (0.829 mL, 5.94 mmol) and triphosgene (353 mg, 1.189 mmol) under nitrogen, stirred at RT for 1 h. To this 4-(pyrrolidin-l-yl)pyridin-2-amine (388 mg, 2.378 mmol) was added and stirred at 70 C for 16 h. (TLC eluent: 10% MeOH in DCM, 1^:0.4, UV active). The reaction mixture was cooled to rt, partitioned between water and ethyl acetate (3X30 mL). The combined organic layer was washed with brine solution, dried over anhydrous Na2SC”4, filtered and filtrate was evaporated to get crude compound. The crude compound was purified by flash column chromatography (using neutral alumina and eluted at 20% EtOAc in pet ether) to afford the desired product (4,S)-7-(2-methylpyridin-4- yl)-N-(4-(pyrrolidin-l-yl)pyridin-2-yl)-3,4-dihydro-l,4-methanopyrido[2,3- £][l,4]diazepine-5(2H)-carboxamide (251 mg, 0.561 mmol, 47.2 % yield) as an off white solid. LCMS (m/z): 442.3 [M+H]+, Rt = 4.78 min.1H NMR (400 MHz, CDC13): delta 13.27 (s, 1 H), 8.60 (d, J = 5.3 Hz, 1 H), 8.28 (s, 1 H), 8.00 (d, J = 5.9 Hz, 1 H), 7.72 (dd, J = 5.5, 1.8 Hz, 1 H), 7.59 (d, J = 7.9 Hz, 1 H), 7.50 – 7.38 (m, 2 H), 6.19 (dd, J = 5.9, 2.3 Hz, 1 H), 5.70 (dd, J = 6.0, 3.2 Hz, 1 H), 3.39 (q, J = 6.2, 4.8 Hz, 3 H), 3.26 (s, 1 H), 3.27 – 3.12 (m, 3 H), 3.00 (dd, J = 12.0, 3.3 Hz, 1 H), 2.74 (s, 3 H), 2.32 (dddd, J = 14.0, 10.0, 6.2, 4.2 Hz, 1 H), 2.15 – 1.97 (m, 5 H).

Statistics shows that 722550-01-8 is playing an increasingly important role. we look forward to future research findings about 4-(Pyrrolidin-1-yl)pyridin-2-amine.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ELLIS, James Lamond; EVANS, Karen Anderson; FOX, Ryan Michael; MILLER, William Henry; SEEFELD, Mark Andrew; (766 pag.)WO2016/79709; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem