Day: August 9, 2021

Electric Literature of 82205-58-1, 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. 82205-58-1, name is 1-(5-Nitropyridin-2-yl)piperazine, molecular formula is C9H12N4O2, 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.

(General acetylation/sulphonylation procedure). Compound 3b (208 mg, 1 mmol), acetyl chloride (79 mul, 1.1 mmol) and PS-NMM (100 mg) in CH2Cl2 (5 mL) were stirred for 16 h. After adding PS-Trisamine (150 mg) to the reaction mixture was left to stir for a further 2 h, filtered and concentrated in vacuum to afford a yellow solid: 250 mg (90%) yield.

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 82205-58-1, 1-(5-Nitropyridin-2-yl)piperazine.

Reference:
Article; Spencer, John; Patel, Hiren; Callear, Samantha K.; Coles, Simon J.; Deadman, John J.; Tetrahedron Letters; vol. 52; 45; (2011); p. 5905 – 5909;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1658-42-0, Adding some certain compound to certain chemical reactions, such as: 1658-42-0, name is Methyl 2-(pyridin-2-yl)acetate,molecular formula is C8H9NO2, 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 1658-42-0.

General procedure: A mixture of phenylethynylbromide (1a) (1.0 mmol), ethyl2-pyridylacetate (2a) (0.6 mmol), AgNO3 (34.0 mg, 0.2 mmol, 0.2 equiv.), DABCO(70.0 mg, 1.0 mmol, 1.0 equiv.) in DMSO (3.0 mL) in a test tube (25 mL)equipped with a magnetic stirring bar. The mixture was stirred at 100 oCfor 12 h. After the reaction was completed, the mixture was washed with brineand extracted with ethyl acetate. The organic layer was dried (MgSO4),concentrated in vacuum and purified by flash silica gel chromatography usingpetroleum ether/ethyl acetate 10:1 to give the desired products.

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. 1658-42-0, Methyl 2-(pyridin-2-yl)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zeng, Wei; Wu, Wanqing; Jiang, Huanfeng; Sun, Yadong; Chen, Zhengwang; Tetrahedron Letters; vol. 54; 35; (2013); p. 4605 – 4609;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 54221-96-4 , The common heterocyclic compound, 54221-96-4, name is 6-Methoxypicolinaldehyde, molecular formula is C7H7NO2, 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.

The general procedure for the synthesis of the 3-aminoindolizine derivatives 1a-e, 6a-g, and uncyclized product 8a-c is described below: To a reaction mixture of cyano substrate 3 (2.0 mmol), 2-carbonyl pyridine derivative (2.0 mmol), and piperidinium acetate (15 mg, 0.10 mmol) in toluene (6 ml), was added diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate (9) (Hantzsch ester, 557 mg, 2.2 mmol) in one portion at room temperature. The resulting mixture was degassed with a stream of nitrogen and then stirred at 105 °C for 3 h. After cooling to room temperature, a minimum amount (ca 0.3-0.5 mL) of DMSO was added to the reaction mixture and the resulting solution was directly loaded to a silica gel column and purified by column chromatography using Teledyne Isco Combiflash system.

The synthetic route of 54221-96-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Lianhai; Chua, Waepril Kimberly S.; Tetrahedron Letters; vol. 52; 12; (2011); p. 1392 – 1394;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 745784-04-7 , The common heterocyclic compound, 745784-04-7, name is 3,5-Difluoropicolinic acid, molecular formula is C6H3F2NO2, 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.

Intermediate 9: (3,5-difluoro-2-py; 3,5-difluoro-2-pyridinecarboxylic acid (ALFAAESAR , 300 mg, 1.886 mmol) was dissolved in tetrahydrofuran (THF) (10 mL). A/,A/-diethylethanamine (FLUKA, 0.549 mL, 3.96 mmol) was added and mixture was cooled to -10C (ice in acetone). Isobutyl chloroformate (0.269 mL, 2.074 mmol, FLUKA) was added dropwise. Reaction was stirred 20 min at – 10C. Mixture was filtered into a previously prepared solution of sodium borohydride (ALDRICH, 214 mg, 5.66 mmol) in 2 mL of water at 0C and was stirred at 0C for 45 min. HCI (1 N, aq) was added slowly until neutral pH. Aqueous mixture was partitioned with DCM (3x15ml). Organic layer was dried over Na2S04 (anh), filtered and concentrated. Residue was purified by silica gel chromatography using a linear gradient of DCM/MeOH to yield title compound (3,5-difluoro-2-pyridinyl)methanol (1 16 mg, 0.799 mmol, 42.4% yield). 1 H NMR (400 MHz, DMSO-cfe) delta ppm: 8.44-8.45 (s, 1 H), 7.88-7.93 (m, 1 H), 5.35 (t, 1 H), 4.56-4.58 (m, 2H). [ES+MS] m/z 146 (MH+).

The synthetic route of 745784-04-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; CASTRO PICHEL, Julia; FERNANDEZ MENENDEZ, Raquel; FERNANDEZ VELANDO, Esther Pilar; GONZALEZ DEL VALLE, Silvia; MALLO-RUBIO, Araceli; WO2012/49161; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 14529-53-4, Adding some certain compound to certain chemical reactions, such as: 14529-53-4, name is 2-Ethoxypyridine,molecular formula is C7H9NO, 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 14529-53-4.

General procedure: Under the N2 atmosphere,2x (0.5 mmol) was added to the reaction tube in turn.3b (0.75mmol) and dissolved in 1.0M in advanceThe mixture obtained from KHMDS (0.75 mmol) of THF was heated to 100 C, and the reaction was stirred for about 16 hours until the conversion of the starting material was completed, and the temperature was lowered to room temperature.Diluted with THF (3 ml) to the reaction mixture.Filter through silica gel or diatomaceous earth, wash with THF,The crude product was concentrated in vacuo and subjected to silica gel column chromatography to give the corresponding product 1xb.As shown in the following equation, where, lists the yield of 1xb isolated using different 2x as raw materials.For example, when using 2f?,The yield of the product 1f’b was 88%.

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. 14529-53-4, 2-Ethoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hunan University; Wang Xueqiang; Tan Weihong; Wang Xia; Long Chengyu; Huang Sijie; (22 pag.)CN109608394; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 71702-01-7, 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. 71702-01-7, name is 5-Bromo-6-chloronicotinonitrile, molecular formula is C6H2BrClN2, 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.

(a) Preparation of 3-bromo-2-chloro-5-formylpyridine 3-Bromo-2-chloro-5-cyanopyridine (8.6 g) in 90% formic acid (40 ml) and water (10 ml) were treated with Raney nickel/aluminum alloy (8.0 g) and the mixture stirred and heated to 55-60 for 6 hours. The mixture was left to stand for two days, and then filtered. The filtrate was diluted to 500 ml with water and extracted with ether (2*250 ml). The ether extract was washed with aqueous sodium carbonate, dried, and evaporated to give an oil. The oil was diluted with toluene which was then removed under reduced pressure. The residue was diluted with a little ether, the solution filtered, and the filtrate evaporated to give an oil identified as the required aldehyde.

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 71702-01-7, 5-Bromo-6-chloronicotinonitrile.

Reference:
Patent; Imperial Chemical Industries Limited; US4317913; (1982); 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.641569-94-0, name is 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid, molecular formula is C17H14N4O2, molecular weight is 306.32, as common compound, the synthetic route is as follows.Safety of 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

[00203] To a 1 liter reactor was fed 40 g of 4-methyl-3-(4-(pyridine-3-yl)pyrimidin- 2-ylamino)benzoic acid (0.13 mol), 200 ml of N-methyl pyrrolidone (NMP) (5V) and 13 ml of thionyl chloride (0.18 mol). The reactor was heated to 60C and maintained at 60C for 1.5 hr. After 1.5 hr of heating, 31.5 g of 3-(trifluoromethyl)-5-(4-methyl-lH-imidazol- 1 -yl)benzenamine (0.13 mol) was fed into the reactor. The reactor was then heated to 90C, and maintained for 30 minutes at this temperature. Then 200 ml (5 V) of water was added. The resulting mixture was maintained for 2 hours at 90C. Then, an additional 240 ml (6V) of N-methyl pyrrolidone was added, followed by 26.5 ml of sodium hydroxide (47% aqueous) to raise the pH to 6.5-7. The reactor was then cooled to 40C and maintained for 3 hours. The mixture was then filtered and the filter cake was washed with ethanol and water. The washed material was then dried in a vacuum tray oven overnight to provide dry Nilotinib base (62.1 g, Yield 90%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,641569-94-0, 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; PIRAN, Maytal; RENDELL, Jacob; WO2011/163222; (2011); 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.67443-38-3, name is 5-Bromo-2-chloro-3-nitropyridine, molecular formula is C5H2BrClN2O2, molecular weight is 237.44, as common compound, the synthetic route is as follows.Computed Properties of C5H2BrClN2O2

5-Bromo-2-(methyloxy)-3-nitropyridine Method A A solution of 25% wt sodium methoxide in methanol (2.1 L) was added to a suspension of 5-bromo-2-chloro-3-nitropyridine (1.70 kg) in methanol (6.6 L), stirred under nitrogen at 0-5 C. The reaction mixture was stirred at 5-10 C. for 2.75 hours and then water (8.5 L) was added. The reaction mixture was cooled to 20-25 C. The mixture was then concentrated under vacuum and the resultant suspension was filtered, washed with water (8.5 L then 2*4.25 L) and the solid dried under vacuum to give the title compound as an off-white solid (1.37 kg). 1H NMR (400 MHz, Chloroform-d) delta (ppm) 8.46 (s, 1H), 8.40 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,67443-38-3, 5-Bromo-2-chloro-3-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Glaxo Group Limited; Hamblin, Julie Nicole; Jones, Paul Spencer; Keeling, Suzanne Elaine; Le, Joelle; Mitchell, Charlotte Jane; Parr, Nigel James; (136 pag.)US9326987; (2016); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 30766-11-1, 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.30766-11-1, name is 5-Bromopicolinic acid, molecular formula is C6H4BrNO2, molecular weight is 202.01, as common compound, the synthetic route is as follows.

General procedure: To the mixture of an appropriate amount of 4-bromo-pyridine-carboxylic acid 1 (0.90mmol) or 5-bromo-pyridine-carboxylic acid 2 (0.90mmol), substituted phenylboronic acid 3a-k (0.18mmol), anhydrous sodium carbonate (0.29g, 2.70mmol), 1,4-dioxane (30mL), H2O(10mL), and bis(triphenylphosphine)palladium(II) dichloride (0.09g, 0.135mmol) were added under an atmosphere of nitrogen at room temperature. The reaction mixture then was stirred at 100C for 5-8h and monitored by thin-layer chromatography (TLC). The reaction mixture was cooled to room temperature and the resulting precipitate was isolated by filtration to furnish the acid intermediate as the sodium salt, and then the solution was acidified to pH 5 to furnish the desired target compounds 4a-k and 5a-k.

Statistics shows that 30766-11-1 is playing an increasingly important role. we look forward to future research findings about 5-Bromopicolinic acid.

Reference:
Article; Zhu, Wufu; Wang, Wenhui; Xu, Shan; Tang, Qidong; Luo, Rong; Wang, Min; Gong, Ping; Zheng, Pengwu; Bioorganic and Medicinal Chemistry; vol. 24; 4; (2016); p. 812 – 819;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 175205-81-9 , The common heterocyclic compound, 175205-81-9, name is 2-Bromo-4-(trifluoromethyl)pyridine, molecular formula is C6H3BrF3N, 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.

2-Bromo-4-(trifl”uoromethyl)pyridine (171 mu, 1.382 mmol) in dry tetrahydrofuran (1 mL) was added to butyllithiuni (2.5 M in Hexanes) (885 mu, 1 .416 mmol) in dry tetrahydrofuran (2 mL) at -78 °C. The reaction mixture was stirred at -78 °C for 45 minutes, then a solution of (R)-methyl 6-(( I -ethyl- 1 H-pyrazol~4~yl)sulfonyl)- 1 -(4-fluorophenyl)-4,4a,5,6,7,8-hexahydro- 1 H-pyrazolo[3,4-g]isoquinoline-4a-carboxylate ( 220 mg, 0.453 mmol) in dry tetrahydrofuran (2 mL) was added dropwise and the reaction mixture stirred for 1 hour at -78 °C. Water ( 10 mL) was added and the reaction mixture was stirred at room temperature for 10 minutes. The aqueous phase was extracted with ethyl acetate (2 x 15 mL), and the combined organic layers were washed with brine (20 mL), dried over magnesium sulfate, filtered and concentrated in vacuo to give an orange oil. The crude product was purified by chromatography on silica gel (gradient: 0- 80percent ethyl acetate in isohexane) and preparative HPLC (Waters, Acidic (0.1percent Formic acid), Waters X-Select Prep-C18, 5 muetaiota, 19×50 mm column, 35-70percent acetonitrile in water) to afford (R)-(6-(( 1 -ethyl- 1 H-pyrazol-4-yl)sulfonyl)- 1 -(4-fluorophenyl)-4,4a,5,6,7,8-hexahydro- 1 H- pyrazolo 3,4-g]isoquinolin-4a-yr)(4-(tofluoromemyl)pyridin-2-yl)methanone (23 mg) as a white solid. LCMS (Method F, ES-API): RT 3.00 min, m FontWeight=”Bold” FontSize=”10″ I = 601 .2; 1 1 1 NMR (400 MHz, CDC13): delta 8.88-8.87 Omicron Pi. m), 8.15 (1H, m), 7.71-7.69 (2H, m), 7.67 (IH, d. j = 0.6 Hz), 7.47-7.42 (2H, m), 7.30 (IH, s), 7.20-7.14 (2H, m), 6.51 (1H, d, J = 2.0 Hz), 5.44 (IH, dd, J = 12.0, 2.0 Hz), 4.22- 4.16 (3H, m), 3.80-3.76 (IH, m), 2.94 (IH, d, J = 16.9 Hz), 2.88-2.79 (IH, m), 2.67 (IH, d, J = 12.3 Hz), 2.52-2.40 (2H, m), 1.51 (3H, t, j = 7.3 Hz).

The synthetic route of 175205-81-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CORCEPT THERAPEUTICS, INC.; HUNT, Hazel; JOHNSON, Tony; RAY, Nicholas; WALTERS, Iain; WO2013/177559; (2013); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem