Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 88579-63-9, 2,6-Dichloropyridine-4-methylamine, 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: 2,6-Dichloropyridine-4-methylamine, blongs to pyridine-derivatives compound. name: 2,6-Dichloropyridine-4-methylamine

Intermediate 1-2-46solution of intermediate 1 -1 -5 (3.07 g, 12.4 mmol) and 2,6-dichloro-4- (aminomethyl)pyridine (2 g, 1 1.3 mmol) in EtOH:EtOAc (1 :1 , 150 mL) was heated at reflux for 72h under Dean-Stark conditions with 4A molecular sieves. Concentrated and purified by silica chromatography to give the intermediate 1 -2-46 (2460 mg, 54%). 1 H-NMR (400 MHz ,DMSO-d6), Shift [ppm]= 1.81 (2H), 2.44 (2H), 2.69 (2H), 4.83 (2H), 7.20-7.28 (1 H), 7.35-7.44 (2H), 7.47-7.54 (2H), 7.56 (2H), 13.09 (1 H), 14.24 (1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,88579-63-9, 2,6-Dichloropyridine-4-methylamine, and friends who are interested can also refer to it.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; GRAHAM, Keith; KLAR, Ulrich; BRIEM, Hans; HITCHCOCK, Marion; BAeRFACKER, Lars; EIS, Knut; SCHULZE, Volker; SIEMEISTER, Gerhard; BONE, Wilhelm; SCHROeDER, Jens; HOLTON, Simon; LIENAU, Philip; TEMPEL, Rene; SONNENSCHEIN, Helmut; BALINT, Jozsef; GRAUBAUM, Heinz; (577 pag.)WO2015/193339; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 72716-80-4 ,Some common heterocyclic compound, 72716-80-4, molecular formula is C8H8N2O, 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 suspension of 3-cyano-5,6-dimethyl-2-pyridone (1-013-02) (12.0 g) in water (293 mL) was added conc. hydrochloric acid (293 mL), and the reaction mixture was reflux with stirring in oil-bath at 135 DEG C. After 3 days, the reaction mixture was cooled, and evaporated under reduced pressure. To the residue (24.75 g) were added chloroform (300 mL) and methanol (15 mL), and the reaction mixture was heated in a water bath at 65 DEG C, and the dissolble material was filtered off. Furthermore, the dissolble material was treated by chloroform (200 mL) and methanol (10 mL) in a similar manner to described above. The combined filtrates were evaporated under reduced pressure. To the obtained residue (13.26 g) were added methanol (150 mL) and potassium carbonate (10 g). After stirred at room temperature for 30 min, the dissolble material was filtered off. The filtrate was evaporated under reduced pressure. To the obtained residue (14.7 g) was added chloroform (200 mL), and the dissolble material was filtered off again. The filtrate was evaporated under reduced pressure to give 5,6-dimethyl-2-pyridone (1-013-03) (9.41 g, 94.3%, m.p.: 202-207 DEG C)<1>H NMR (300 MHz, CDCl3): delta 2.05 (s, 3H), 2.31 (s, 3H), 6.38 (d, J = 9.0 Hz, 1H), 7.26 (d, J = 9.0 Hz, 1H), 13.17 (br s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,72716-80-4, its application will become more common.

Reference:
Patent; SHIONOGI & CO., LTD.; EP1357111; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 53636-70-7, 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 53636-70-7, name is 6-Methyl-2,3-pyridinedicarboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLES Example 1 N-(2-Amino-6-methylpyridin-3-ylmethel .-N- {2-[2-[(2-amino-6-methyl-pyndin-3- ylmethyl fbrmylammo]-l- (2-hydroxyethyl)-propenyldisulfanyl]-4-hydroxy-l- methylbut-1-enyl} formamide (III-13) [0115] a) 2-Methylfuro[3,4-b]pyridine-5,7-dione. To a solution of 6-methyl-2,3- pyridinedicarboxylic acid (41*5g, 229mmol) and acetic anhydride (70mL) in 250mL of 1,2-dimethoxyethane was added pyridine (37mL). The reaction mixture was stirred at room temperature for 90 min. The solution was diluted with ether (50mL) and hexane (150mL) was added until the solution became cloudy. The solution was stirred in an ice-water bath until a white precipitate formed. The precipitated solid was collected by filtration and dried under vacuum overnight to give 20.7g (55%) of the title compound as a white crystalline solid. 1H NMR (CDCl3) 8 2. 85 (s, 3H), 7. 68 (d, 1H), 8.25 (d, 1H).

According to the analysis of related databases, 53636-70-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARRAY BIOPHARMA INC.; WO2005/95344; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 60753-14-2, 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.60753-14-2, name is 4-(Pyridin-3-yl)butan-1-ol, molecular formula is C9H13NO, molecular weight is 151.21, as common compound, the synthetic route is as follows.

EXAMPLE 122 Preparation of alpha-oxo-4-[4-(3-pyridinyl)butoxy]benzeneacetic acid methyl ester (4:1) molar hydrate A stirred mixture of 4-hydroxy-alpha-oxobenzeneacetic acid methyl ester (1.14 g), 3-pyridinebutanol (1.04 g), triphenylphosphine (2.07 g), and tetrahydrofuran (25 mL) was stirred at 0 C. while adding dropwise a solution of diethyl azodicarboxylate (1.37 g) in tetrahydrofuran (10 mL). The mixture was stirred for 2 hours at 0 C. and evaporated to dryness. The material was purified by HPLC (hexane-acetone; 2:1) to provide 1.4 g of alpha-oxo-4-[4-(3-pyridinyl)butoxy]benzeneacetic acid methyl ester (4:1) molar hydrate as a colorless oil. Analysis Calculated for C18 H19 NO4.4:1H2 O: C, 68.02; H, 6.18; N, 4.41. Found: C, 68.24; H, 6.19; N, 4.68.

The chemical industry reduces the impact on the environment during synthesis 60753-14-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Hoffman-La Roche Inc.; US5344843; (1994); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 66909-38-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 66909-38-4 as follows.

An aqueous solution of sodium, nitrite (0.5M, 50.5 mL) was added to a cold (0- 5C) solution of 6-chloro-4-methylpyridin-3-amine (3 g, 21.04 mmol) in.50% aqueous H2SO4 (75 mL) over 1 h, maintaining a temperature of 0-5C. The reaction mixture was allowed to stir for 20 minutes, then added to acetic acid (60 ml. ) at 1 ()0″C over 30 minutes. Stirring was continued for 2 h, then the reaction mixture was cooled and neutralised with saturated aqueous NaHC03 solution, followed by solid NaHCOa, to pH 7. The residue was extracted with EtOAc (4 x 200 ml.) and dried (Na2S04), then filtered and concentrated. Purification by Biotage (eluent 0-100% EtOAc:heptanes; RF 0.33 in 1 :1 EtOAciheptane) afforded the title compound (1.47 g, 48.8%). deltaEta (500 MHz, DMSO- d6) 10.05 (s, 1H), 7.83 (s, GammaEta), 7.23 (s, 1H), 2.14 (s, 3H). Method B HPLC-MS: MH+ mlz 143.9/145.9, RT 1.48 minutes (100%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,66909-38-4, its application will become more common.

Reference:
Patent; UCB BIOPHARMA SPRL; BRACE, Gareth Neil; CHOVATIA, Prafulkumar Tulshibhai; FOULKES, Gregory; JOHNSON, James Andrew; JONES, Severine Danielle; KROEPLIEN, Boris; LECOMTE, Fabien Claude; LOKE, Pui Leng; LOWE, Martin Alexander; MANDAL, Ajay; NORMAN, Timothy John; PALMER, Christopher Francis; PEREZ-FUERTES, Yolanda; PORTER, John Robert; SMYTH, Donald; TRANI, Giancarlo; UDDIN, Muhammed; ZHU, Zhaoning; (207 pag.)WO2016/198400; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 89809-63-2, Adding some certain compound to certain chemical reactions, such as: 89809-63-2, name is 5-Methoxypicolinonitrile,molecular formula is C7H6N2O, 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 89809-63-2.

To a suspension of 5-(methyloxy)-2-pyridinecarbonitrile (3 g, 22.4 mmol) in dry EtOH (35 mL) was added NaOMe (0.12 g, 2.24 mmol). The resulting mixture was stirred at room temperature for 17 hr. Ammonium chloride (1 .56 g, 29.1 mmol) was added then the resulting mixture refluxed for 1 hr. The mixture was allowed to cool to room temperature then concentrated under reduced pressure to give the crude product as a brown solid. The crude product was triturated with diethyl ether and the resulting suspension filtered under vacuum then dried at 40C under vacuum to give the title compound as an orange solid (4.3g). LCMS (Method B): Rt = 0.49min, MH+ 152.0

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. 89809-63-2, 5-Methoxypicolinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; ATKINSON, Stephen John; BARKER, Michael David; CAMPBELL, Matthew; HUMPHREYS, Philip; LIDDLE, John; SHEPPARD, Robert John; WILSON, David; WO2012/52390; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 13269-19-7, 2-Nitropyridin-3-amine, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

Oxalylchloride (132 muL, 1.5 mmol) was added dropwise to a stirred suspension ofbenzoic acid 124 (355 mg, 1.0 mmol) and DMF (1 drop) in dry THF (20 mL) and thesolution was stirred at 20 C. for 2 h, then at 66 C. for 1 h. The solutionwas cooled to 20 C., then the solvent was evaporated and the residue dissolvedin dry pyridine (10 mL). 2-Nitro-3-pyridinylamine (156 mg, 1.1 mmol) was addedand the solution stirred at 20 C. for 16 h. The solvent was evaporated and theresidue suspended in ice/water (50 mL) for 1 h. The precipitate was filtered,washed with water (5 mL) and dried. The crude solid was purified by columnchromatography, eluting with a gradient (50-100%) of EtOAc/pet. ether, to givebenzamide 134 (64 mg, 13%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13269-19-7, 2-Nitropyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; THEBOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY; AUCKLANDUNISERVICES LIMITED; SUTPHIN, PATRICK; CHAN, DENISE; TURCOTTE, SANDRA; DENNY, WILLIAMALEXANDER; HAY, MICHAELPATRICK; GIDDENS, ANNACLAIRE; BONNET, MURIEL; GIACCIA, AMATO; (181 pag.)JP5789603; (2015); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 71777-70-3, Ethyl 4-ethoxypicolinate, 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, Recommanded Product: 71777-70-3, blongs to pyridine-derivatives compound. Recommanded Product: 71777-70-3

Step-2: 4-Ethoxypicolinohydrazide: To a 0 C cooled solution of ethyl 4-ethoxypicolinate (5.0 g, 25.6 mmol) in ethanol (20 mL) was added hydrazine hydrate (6.0 g, 120 mmol) drop-wise. After stirring for 2 h at RT, the separated out solid was filtered. The solid residue was washed with water (50 mL) and dried to yield 5.80 g (99%) of the title compound as white solid HNMR (400 MHz, DMSO) delta 9.82 (brs, 1H, D20 exchangeable), 8.40 (d, = 5.5 Hz, 1Eta), 7.46 (d, = 2.5 Hz, 1Eta), 7.09(dd, = 5.5 &2.5HZ, 1Eta), 4.54 (brs, 2Eta, D20 exchangeable), 4.11(q, = 7.0Hz, 2Eta), 1.38 (t, = 7.0Hz,3H); GC-MS (m/z) 181(M)+.

The synthetic route of 71777-70-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LUPIN LIMITED; IRLAPATI, Nageswara, Rao; SHAIKH, Zubair, Abdul Wajid; KARCHE, Vijay, Pandurang; DESHMUKH, Gokul, Keruji; SINHA, Neelima; PALLE, Venkata, P.; KAMBOJ, Rajender, Kumar; WO2013/164769; (2013); 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. 88912-24-7, name is 5,6-Dichloropicolinic acid, the common compound, a new synthetic route is introduced below. Safety of 5,6-Dichloropicolinic acid

EXAMPLE 14 5,6-bis(ethylthio)-2-pyridinecarboxylic acid Potassium t-butoxide (111 g) was stirred in 200 ml of DMSO under N2. The reaction vessel was cooled with an ice bath while ethanethiol (43 g) was added, and the mixture was stirred for 30 minutes. The cold bath was removed, and 5,6-dichloro-2-pyridinecarboxylic acid (55 g) in 300 ml of DMSO was added. The mixture was stirred at 75 C. for 20 hours. After cooling, the mixture was added to 2 liters of ice water, then acidified with concentrated HCl. The white solid which formed was collected and dried to give 66.15 g of the crude product. A portion of the crude product was recrystallized from isopropanol which gave purified 5,6-bis(ethylthio)-2-pyridinecarboxylic acid, m.p. 112-113 C. Other bis(R-thio)pyridines were prepared by the decarboxylation of the appropriate bis(R-thio)-2-pyridinecarboxylic acid using the procedures described herein. These compounds are:

The synthetic route of 88912-24-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Dow Chemical Company; US4616087; (1986); 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.75711-01-2, name is 6-Chloro-5-methoxypyridin-3-amine, molecular formula is C6H7ClN2O, molecular weight is 158.59, as common compound, the synthetic route is as follows.SDS of cas: 75711-01-2

a 2-Chloro-3-methoxypyridin-5 -amine (500 mg, 3.15 mmol; Eastman Kodak US patent US4204870, column 38) and triethyl orthoformate (3.04 ml, 18.29 mmol) under a dry atmosphere was stirred at 145 0C for 1 hour. The solution was cooled to room temperature and concentrated. The residue was dried under high vacuum overnight, dissolved in ethanol (5 ml). Sodium borohydride (143 mg, 3.78 mmol) was added to this solution. The resulting mixture was stirred at 800C for 1 hour. The reaction mixture was concentrated and quenched with ice and water (20ml). Concentrated hydrochloric acid (0.5 ml) was added. The pH of solution was adjusted to pH 7 with sodium bicarbonate and the mixture was extracted with ethyl acetate (x3) The combined organic phases were washed with water, dried over sodium sulfate and concentrated. The crude product was purified by flash chromatography on silica gel eluting with 25 to 30% ethyl acetate in petroleum ether. The solvent was evaporated to dryness to afford 6-chloro-5 -me thoxy-N-methylpyridin-3 -amine (357 mg, 65.6%) as a beige solid. NMR Spectrum: (DMSOd) 2.71 (d, 3H), 3.82 (s, 3H), 6.07 (q, IH), 6.65 (d, IH), 7.28 (d, IH); Mass spectrum: MH+ 173.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,75711-01-2, 6-Chloro-5-methoxypyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/10794; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem