Tag: M.W=300-400

Synthetic Route of 145100-50-1 ,Some common heterocyclic compound, 145100-50-1, molecular formula is C7H4F6N2O4S2, 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.

Step C: Preparation of (1S)-1-(4-fluorophenyl)-3-[(3R,4S)-1-(4-{3-[methyl(methylsulfonyl)-amino]propyl}phenyl)-2-oxo-4-(4-{[(trifluoromethyl)sulfonyl]oxy}phenyl)azetidin-3-yl]propyl acetate (i-10b wherein R10=CH3) Guanidine (13 mg, 0.13 mmol) was added to a mixture of the intermediate from Step B (82 mg, 0.13 mmol) and triethylamine (18 muL, 0.13 mmol) in methanol (2 mL). After 3 h, the reaction mixture was quenched with saturated aqueous ammonium chloride and extracted three times with EtOAc. The combined organic extracts were washed with water, brine, dried (Na2SO4) and concentrated in vacuo to afford a clear oil which was dissolved in CH2Cl2 (1.5 mL). Triethylamine (24 mL, 0.17 mmol), DMAP (2.0 mg, 0.016 mmol) and (bis(trifluoromethylsulfonyl)amino)pyridine (77 mg, 0.13 mmol) were added successively to the above solution. After 3 h, the reaction was quenched with 0.5N aq. HCl and extracted three times with EtOAc. The combined organic extracts were washed with water, brine, dried (Na2SO4) and concentrated in vacuo. Purification of the crude residue by flash chromatography on silica gel (gradient elution; 35%-40% EtOAc/hexanes as eluent) afforded the title compound. m/z (ES) 655 (M-OAc)+. 1H-NMR (500 MHz, CDCl3) delta: 7.43 (d, J=8.6 Hz, 1H), 7.32-7.28 (m, 2H), 7.15 (d, J=6.4 Hz, 1H), 7.10 (d, J=8.4 Hz, 1H), 7.04 (t, J=6.5 Hz, 1H), 5.72 (t, 6.6 Hz, 1H), 4.66 (d, J=2.3 Hz, 1H), 3.14 (dt, J=2.6, 6.6 Hz, 2H), 3.08 (dt, J=2.5, 8.2 Hz, 1H), 2.84 (s, 3H), 2.79 (s, 3H), 2.61 (t, 7.7 Hz, 2H), 2.08 (overlapped s, 3H), 2.09-2.04 (m, 2H), 1.93-1.84 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,145100-50-1, its application will become more common.

Reference:
Patent; DeVita, Robert J.; Morriello, Gregori J.; Lin, Peter; US2007/78098; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 154048-89-2 ,Some common heterocyclic compound, 154048-89-2, molecular formula is C10H13IN2O2, 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.

tert-Butyl [2,4′-bipyridin]-3′-ylcarbamate. To a pressure vessel was added tert- butyl (4-iodopyridin-3-yl)carbamate (0.25g, 0.781 mmol), 2-(4,4,5,5-tetramethyl- l,3,2-dioxaborolan-2-yl)pyridine (0.176 g, 0.859 mmol) and PdC12(dppf)- CH2C12Adduct (0.032 g, 0.039 mmol). The reaction mixture was degassed and flushed with N2 (3x). Then Dioxane (5) was added and the system was degassed and flushed with N2(3x). SODIUM CARBONATE (0.781 ml, 1.562 mmol) was added and the system was degassed and flushed with N2(3x). The reaction mixture was heated to 85 C for 3h. The reaction was diluted with ethyl acetate and satd ammonium chloride. The org layer was washed with water, brine and dried over sodium sulfate. The crude product was dissolved in a small amount of dichloromethane and charged to 1 lOg silica gel cartridge which was eluted with 0- 100% ethyl acetate / hexanes over a period of 60 mins. The desired fractions were combined and dried under vacuo to give tert-butyl [2,4′-bipyridin]-3′-ylcarbamate (0.02 g, 0.074 mmol, 9.44 % yield). MS (ESI) (m/z): 272.1(M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,154048-89-2, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LUO, Guanglin; CHEN, Ling; DUBOWCHIK, Gene M.; JACUTIN-PORTE, Swanee E.; VRUDHULA, Vivekananda M.; PAN, Senliang; SIVAPRAKASAM, Prasanna; MACOR, John E.; WO2015/69594; (2015); A1;,
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Related Products of 144750-42-5, 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. 144750-42-5, name is (S)-2-(2-Chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetic acid hydrochloride, molecular formula is C15H15Cl2NO2S, 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.

Example 10: Preparation of methyl (S)-(+)-alpha -(2-chlorophenylV6,7- dihydrothieno[3,2-a]pyridine-5(4H)-acetate (formula (I): 41.8 g of (S)-(+)-alpha -(2-chlorophenyl)-6,7-dihydro-4Eta-thieno[3,2- c]pyridine-5(4H)-acetic acid hydrochloride obtained in Example 6 was suspended in 252 ml of dichloromethane, 0.94 ml of dimethylformamide was added thereto and cooled to -20 C . A mixture of 12.8 ml of oxalyl chloride and 84 ml of dichloromethane was slowly added thereto at below – 10 C over a period of 30 min, and then stirred at a temperature in the range of -10 to 0C for 2 hrs. A mixture of 24.6 ml of methanol and 84 ml of dichloromethane was added thereto over a period of 30 min, the resulting mixture was heated to room temperature and then stirred at the same temperature for 2 hrs. 170 ml of water was slowly added to the resulting solution, the pH was adjusted to 7.5 using saturated sodium bicarbonate to induce phase separation. The resulting organic layer was separated, washed with 150 ml of saturated sodium chloride, dried over anhydrous magnesium sulfate and concentrated under a reduced pressure, to obtain 37.1 g of the title compound as a yellow oil (yield: 95%), which was identical to that obtained in Example 7. optical purity : 98.5 % ee (HPLC)

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 144750-42-5, (S)-2-(2-Chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetic acid hydrochloride.

Reference:
Patent; HANMI PHARM. CO., LTD.; WO2006/137628; (2006); 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. 189089-90-5, name is 1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid. A new synthetic method of this compound is introduced below., COA of Formula: C14H10N2O4S

General procedure: A mixture of substituted pyridine N-oxide 1 (1 eq),heteroaryl carboxylic acid 2 (2 eq), Pd(OAc)2 (10 mol %), pyridine (3 eq) and Ag2O (2.5 eq) in DMF: CH3CN (1:2, 6 mL) was stirredat 110 C for 12 h. The reaction mixture was filtered through celite pad, washed with ethyl acetate. The organic layer was washed withwater and brine, dried over sodium sulfate, and concentrated in vacuum. Crude product was purified by either CombiFlash Rf orGrace Instrument using Teledyne Isco RediSep Rf columns (Normal-phase-12 g) 2-4% methanol in dichloromethane mixture as thesolvent to get 3.

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, 189089-90-5, 1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid.

Reference:
Article; Suresh, Rajendran; Muthusubramanian, Shanmugam; Senthilkumaran, Rajendran; Synlett; vol. 25; 14; (2014); p. 2064 – 2066;,
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Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 571189-16-7, tert-Butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate, 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 571189-16-7, blongs to pyridine-derivatives compound. Product Details of 571189-16-7

Example 2: Preparation of 4-(6-Nitro-pyridin-3yl)-piperazine-1-carboxylic acid tert-butyl ester (2); 60.0 g of 20% Pd(OH)2/C, 1213.1 g (3.9 moles) of intermediate 2a, and isopropanol were charged and stirred in a Parr reactor, then purged under gas, followed by removal of the catalyst under pressure. The filtrates were concentrated in vacuo at -20 0C leaving 917 g of dry brown powder (crude yield -84%).

The synthetic route of 571189-16-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/32157; (2008); A2;,
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. 76093-33-9, name is (R)-5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. name: (R)-5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid

EXAMPLE 11 Production of 3-(1-methyl-2-pyridinium)methyl (4S)-1,4-dihydro-2,6-dimethyl-5-methoxycarbonyl-4-(3-nitrophenyl)-pyridine-3-carboxylate iodide STR21 To a solution of 1 g (3.01 mmol) of (4R)-1,4-dihydro-2,6-dimethyl-5-methoxycarbonyl-4-(3-nitrophenyl)-pyridine-3-carboxylic acid in 4 ml of THF were added 1.23 g (7.50 mmol) of 2-(chloromethyl)pyridine and 460 mg (3.35 mmol) of potassium carbonate and the mixture was stirred at room temperature for 5 hours. The mixture was diluted with 50 ml of ethyl acetate, washed with water, and hydrated and dried over salt cake. Thereafter, the solvent was distilled off under reduced pressure to obtain 1.13 g of the residue. The residue was passed through a silica gel column for purification to obtain 673 mg of 3-(2-pyridyl)methyl (4S)-1,4-dihydro-2,6-dimethyl-5-methoxycarbonyl-4-(3-nitrophenyl)-pyridine-3-carboxylate.

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, 76093-33-9, (R)-5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid.

Reference:
Patent; Mercian Corporation; US6133443; (2000); A;,
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Application of 17997-47-6, Adding some certain compound to certain chemical reactions, such as: 17997-47-6, name is 2-(Tributylstannyl)pyridine,molecular formula is C17H31NSn, 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 17997-47-6.

A high-pressure vial was filled with the (S)-1-(4-bromobenzyl)-N-(1-(4-nitrophenyl)ethyl)- 1H-indole-5-carboxamide (37 mg, 0,08 mmol, 1 equiv), 2-(tributylstannyl)pyridine (28 muL, 0.09 mmol, 1.1 equiv), LiCl (10 mg, 0.24 mmol, 3 equiv), Pd(PPh3)4(9 mg, 0.008 mmol, 0.1 equiv), and anhydrous DMF (1 mL). The mixture was degassed for 5 min under argon atmosphere and the vial was sealed. The reaction mixture was heated at 120C for 1 h under microwaves. The solution was then concentrated in vacuo, filtered and purified by preparative HPLC to afford a beige powder (18 mg, 0.4 mmol, 50%). ESI-MS (m/z): 477 [M+H]+.

According to the analysis of related databases, 17997-47-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; UNIVERSITY OF TOLEDO; GRIFFIN, Patrick R.; KAMENECKA, Theodore Mark; LECKA-CZERNIK, Beata; WO2015/161108; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 17997-47-6, 2-(Tributylstannyl)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, Application In Synthesis of 2-(Tributylstannyl)pyridine, blongs to pyridine-derivatives compound. Application In Synthesis of 2-(Tributylstannyl)pyridine

A mixture of (S)-2-( 1 -(2-chloro-7-fluoroquinolin-3 -yl)ethyl)isoindoline- 1,3 -dione (85.6 g, 241 mmol), Pd(PPh3)4 (14 g, 12.1 mmol, 0.O5eq) and 2-(tributylstannyl)pyridine (107 g, 289 mmol, 1.2 eq) in dioxane (3.0 L) was heated to 90 C under N2 overnight, then heated to 101 C for additional 2 days. The reaction mixture was cooled to room temperature, decanted and the final 200 mL solution was filtered. The combined solvents were concentrated to 300 mL and filtered to give a tan solid, which was washed with EtOAc/hexane (1/1) and dried (82.1 g). The mother liquor was concentrated to 100 mL and treated with EtOAc/hexane, 1/1 (200 mL) to give additional 2.2 g tan solid, overall 84.3 g.

The synthetic route of 17997-47-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; KELLY, Ron, C.; WORTMAN, Sarah; WO2015/171725; (2015); 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. 152460-09-8, name is N-(2-Methyl-5-nitrophenyl)-4-(pyridin-3-yl)pyrimidin-2-amine. A new synthetic method of this compound is introduced below., HPLC of Formula: C16H13N5O2

Example 4: Preparation of 4-methyl-N-3-(4-pyridin-3-ylpyriinidin-2-vI)benzene-l,3-dianiineTo a solution of (2-methyl-5-nitrophenyl)-(4-pyridin-3-ylpyrimidin-2-yl)amine ( lOOg, 0.32mol) in methanol (600 ml), 10% palladium on carbon (5g, 50% wet) and aqueous hydrazine hydrate (81.45g, 80 %) were added at 25-30 C and reaction mixture was refluxed for 8 hours under inert atmosphere. After completion of reaction, the catalyst was removed by filtration and the solvent was distilled out completely under vacuum. The resulting residue was diluted with demineralized water (400 ml). The precipitated solid was filtered, washed with demineralized water and dried to give 88g (98%) of the title compound having purity 99.8% by HPLC.

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, 152460-09-8, N-(2-Methyl-5-nitrophenyl)-4-(pyridin-3-yl)pyrimidin-2-amine.

Reference:
Patent; IND-SWIFT LABORATORIES LIMITED; AGGARWAL, Ashvin, Kumar; JAIN, Anshul, Kumar; BHIRUD, Shekhar, Bhaskar; WADHWA, Lalit; WO2011/39782; (2011); A1;,
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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. 145100-50-1, name is 1,1,1-Trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methanesulfonamide, the common compound, a new synthetic route is introduced below. Formula: C7H4F6N2O4S2

To a solution of the obtained compound (34 mg, 0.08 mmol) in CH2Cl2 (0.8 mL) were added pyridine (15 mg, 0.19 mmol), 2-[N,N-bis(trifluoromethane-sulfonyl) amino]pyridine (34 mg, 0.096 mmol), and DMAP (1 mg) at 0 C. The reaction mixture was stirred at rt for 30 min, and the reaction was stopped by addition of water. The mixture was extracted with CH2Cl2 and the organic layer was washed with water and dried over anhydrous MgSO4. The solvent was concentrated, and the obtained residue was purified by PTLC (AcOEt/hexane = 1:4) to obtain the title compound (37 mg, 83%). 1H NMR (CDCl3) delta: 1.11-1.24 (1H, m), 1.42 (6H, s), 1.43 (3H, s), 1.53 (3H, s), 1.74 (1H, dt, J = 13.7, 3.9 Hz), 1.80-1.93 (1H, m), 2.96 (1H, dt, J = 11.1, 3.6 Hz), 3.59-3.92 (5H, m), 3.98 (2H, s), 7.00-7.03 (2H, m), 7.10-7.35 (6H, m).

The synthetic route of 145100-50-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ohtake, Yoshihito; Sato, Tsutomu; Matsuoka, Hiroharu; Kobayashi, Takamitsu; Nishimoto, Masahiro; Taka, Naoki; Takano, Koji; Yamamoto, Keisuke; Ohmori, Masayuki; Higuchi, Takashi; Murakata, Masatoshi; Morikawa, Kazumi; Shimma, Nobuo; Suzuki, Masayuki; Hagita, Hitoshi; Ozawa, Kazuharu; Yamaguchi, Koji; Kato, Motohiro; Ikeda, Sachiya; Bioorganic and Medicinal Chemistry; vol. 20; 13; (2012); p. 4117 – 4127;,
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Pyridine | C5H5N – PubChem