Day: April 19, 2022

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

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

Synthetic Route of 77199-09-8, 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 77199-09-8, name is Ethyl 5-bromopicolinate. This compound has unique chemical properties. The synthetic route is as follows.

Reference Example 256 Production of ethyl 5-ethenylpyridine-2-carboxylate A mixture of the compound of Reference Example 255 (20.0 g, 86.9 mmol), tributylvinyltin (28.1 mL, 95.6 mmol), Pd(PPh3)4 (2.01 g, 1.74 mmol) and DMF (100 mL) was stirred at 100C for 2 hr under an argon atmosphere. To the reaction mixture was added water (200 mL), and the mixture was extracted with ethyl acetate (400 mL). The extract was washed with brine (200 mL), and dried over anhydrous sodium sulfate. The insoluble material was removed by filtration, and the solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent, hexane:ethyl acetate=98:2?20:80) to give the title compound (16.5 g, 100%) as a pale-yellow oil. 1H NMR (300 MHz, DMSO-d6) delta:1.33 (3 H, t, J = 7.1 Hz), 4.34 (2 H, q, J = 7.1 Hz), 5.56 (1 H, d, J = 11.1 Hz), 6.14 (1 H, d, J = 17.8 Hz), 6.87 (1 H, dd, J = 11.1, 17.8 Hz), 8.00-8.06 (1 H, m), 8.07-8.16 (1 H, m), 8.80 (1 H, d, J = 1.9 Hz).

According to the analysis of related databases, 77199-09-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2471789; (2012); A1;,
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

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

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

Application of 112006-57-2, 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 112006-57-2, name is 2-(Benzylthio)-N,N-dimethylnicotinamide. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 2 N,N-Dimethyl-2-aminosulfonyl-3-pyridinecarboxamide A mixture of 4.4 ml of concentrated hydrochloric acid, 66 ml of methylene chloride, 34 ml of water and 4.0 g (14.7 mmol) of the N,N-dimethyl-2-(phenylmethylthio)-3-pyridinecarboxamide was cooled to 0 C. Maintaining a temperature of -5 to 3 C., 60 ml (40.5 mmol) of 5% sodium hypochlorite was added dropwise over 15 minutes. The resulting yellow emulsion was stirred at 0 C. an additional 20 minutes. The reaction mixture was then poured into water and extracted with methylene chloride. The combined organic extracts were kept at 0 C. and washed with a saturated sodium bisulfite solution and dried over sodium sulfate. After 30 minutes, the yellow solution was filtered into a reaction flask and cooled to -78 C. and 5 ml (431 mmol) of dry ammonia added. The reaction mixture was allowed to warm to room temperature and the solvent removed under reduced pressure. The resulting solid was slurried with 5 ml of water and the insoluble white solid collected by filtration to provide 2.0 g of the subject compound, m.p. 198-209 C.(d). NMR (DMSO): delta 2.70 (s, 3H, NCH3); 2.93 (s, 3H, NCH3); 7.60-7.75 (m, 1H); 7.90 (m, 1H); and 8.75 (m, 1H).

According to the analysis of related databases, 112006-57-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; E. I. Du Pont de Nemours and Company; US4789393; (1988); A;,
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. 936342-91-5, name is 5-Bromo-2-(chloromethyl)pyridine hydrochloride, the common compound, a new synthetic route is introduced below. Recommanded Product: 5-Bromo-2-(chloromethyl)pyridine hydrochloride

To an N,N-dimethylformamide (40.0 mL) solution of 4-fluorophenol (3.00 g, 26.8 mmol) was added sodium hydride (1.00 g, 25.0 mmol, 60percent in oil) on an ice bath (0° C.) under nitrogen atmosphere, which was stirred for 20 minutes at room temperature. To the reaction solution was then added a mixture of 5-bromo-2-chloromethyl-pyridine hydrochloride (4.6 g, 22.3 mmol) described in Manufacturing Example 54-1-2 and triethylamine (30.6 mL, 20.4 mmol), which was stirred for 10 minutes at room temperature. Water and ethyl acetate were added to the reaction mixture, and the organic layer was extracted with ethyl acetate. This organic layer was washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The solvent was evaporated from the filtrate under a reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate_heptane=1:4) to obtain the title compound (4.0 g, 63.6percent). 1H-NMR Spectrum (CDCl3) delta (ppm): 5.10 (2H, s), 6.88-6.91 (2H, m), 6.95-6.99 (2H, m), 7.40-7.42 (1H, m), 7.81-7.84 (1H, m), 8.64-8.65 (1H, m).

The synthetic route of 936342-91-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai R&D Management Co., Ltd.; US2007/105904; (2007); A1;,
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

Synthetic Route of 914942-88-4 ,Some common heterocyclic compound, 914942-88-4, molecular formula is C13H18IN5O2, 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.

Copper iodide (5.0mg, 0.025mmol) and dichlorobis(triphenylphosphine) palladium (4.0mg, 0.050mmol) were each added in one portion to a mixture of Al.12 (lOOmg, 0.25mmol), phenylacetylene (28mg, 0.28mmol) and triethylamine (0.11ml, 0.75mmol) in dichloromethane (0.5ml) at room temperature under a nitrogen atmosphere. The resulting mixture was heated to 40 0C for 24hrs before cooling to room temperature and evaporating in vacuo. The residue was purified by column chromatography using ethyl acetate as eluent to give 62mg of A1.13. LC/MS Phenomenex S5 4.6x30mm (2min gradient) Found: M+H = 378.27 at 1.51 min

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. 914942-88-4, tert-Butyl (6-amino-7-iodo-1-methyl-1H-imidazo[4,5-c]pyridin-4-yl)(methyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2006/122137; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem