Tag: M.W:100-200

Application of 588720-29-0, 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. 588720-29-0, name is Imidazo[1,5-a]pyridine-7-carboxylic acid, molecular formula is C8H6N2O2, 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.

[1145] A flask is charged with imidazo[1,5-a]pyridine-7-carboxylic acid (4.3 g, 19.9 mmol), (3R)-1-azabicyclo[2.2.2]octan-3-amine dihydrochloride (3.6 g, 18.2 mmol), DIEA (19 ml, 109 mmol), and DMF (200 ml). The reaction mixture is cooled to 0 C. and HATU (6.9 g, 18.2 mmol) is added to it. The mixture is allowed to stir at rt for 3 h. The mixture is diluted with MeOH (20 ml) and DOWEX 50WX2-40 ion exchange resin (2 g) is added; the mixture is adjetated in a water bath (35-40 C.) for 20 min, is filtered, and the resin washed with 3 portions of MeOH. The product is liberated from the resin by treatment with a solution of 20% NH4OH/MeOH. The basic alcohol washes are concentrated in vacuo to give a brown oil, which is purified by silica gel chromatography (10% MeOH/79% CH2Cl2/1% NH3OH) to give a yellow solid. The resulting solid is dissolved in MeOH (2 ml) and a solution of d-tartaric acid (0.151 g, 1.0 mmol) in MeOH (3.0 ml) is added to it. The solvent is removed under vacuum to give a yellow solid (0.49 g, 1.0 mmol). HRMS (FAB) calcd for C15H18N4O+H 271.1559, found 271.1560.

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 588720-29-0, Imidazo[1,5-a]pyridine-7-carboxylic acid.

Reference:
Patent; Rogers, Bruce N.; Piotrowski, David W.; Walker, Daniel Patrick; Jacobsen, Eric Jon; Acker, Brad A.; Wishka, Donn G.; Groppi JR., Vincent E.; US2003/236264; (2003); 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. 920966-03-6, name is 4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid, the common compound, a new synthetic route is introduced below. Quality Control of 4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid

To a stirred solution of 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid (0.8 g, 4.06 mmol) in propan-2-ol (20 mL) was added concentrated sulphuric acid (0.5 mL) at 0 C. and the reaction mixture was stirred at 80 C. for 12 hours. The reaction mixture was cooled to ambient temperature and concentrated in vacuo. The crude product was dissolved in water, basified with saturated bicarbonate and extracted with ethyl acetate. The combined organic layer was dried over anhydrous sodium sulphate, filtered and concentrated in vacuo. The crude material was purified by flash column chromatography (20% ethyl acetate/hexane) to provide isopropyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate as a white solid (0.3 g, 33% yield): MS (ES) m/z 239.1 (M+H).

The synthetic route of 920966-03-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACLARIS THERAPEUTICS, INC.; ANDERSON, David Randolph; HOCKERMAN, Susan Landis; BLINN, James Robert; JACOBSEN, Eric Jon; US2019/135807; (2019); 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.169205-95-2, name is 2-(Methylthio)oxazolo[4,5-b]pyridine, molecular formula is C7H6N2OS, molecular weight is 166.2, as common compound, the synthetic route is as follows.Computed Properties of C7H6N2OS

The following 4-methyl-2-methylthiooxazolopyridinium tosylates are prepared by heating the corresponding 2-methylthiooxazolopyridines (M. Y. Chu-Moyer and R. Berger, J. Org. Chem. 60, 5721-5725 (1995)) with one equivalent of methyl tosylate at 100-110 C. for one hour.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,169205-95-2, 2-(Methylthio)oxazolo[4,5-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Molecular Probes, Inc.; US6664047; (2003); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 22353-40-8, 2,3-Dichloro-5-nitropyridine, 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, 22353-40-8, blongs to pyridine-derivatives compound. Recommanded Product: 22353-40-8

Anhydrous SnCl2 (300 g, 1.58 mol) and concentrated HCl (350 mL) were charged to a 5L flask with mechanical stirrer and thermocouple. The flask was cooled in ice and the product of Example 2B (100 g, 0.518 mol) was added in portions maintaining the temperature below 65 C. After the addition was complete, the cold bath was removed, and the mixture was stirred for 2 hours at ambient temperature. The mixture was cooled in ice as 25% aqueous NaOH (1000 mL) was added to bring the mixture to pH>10. The mixture was extracted with CH2Cl2 (1*600 mL, 2*400 mL) and the combined extracts were washed with brine (200 mL), dried (MgSO4), and concentrated under vacuum. The residual solid was crystallized from a mixture of water (500 mL) and ethanol (100 mL) to provide the title compound as a solid. 1H NMR (CDCl3, 300 MHz) delta 3.80 (br s, 2H), 7.10 (d, J=3 Hz, 1H), 7.77 (d, J=3 Hz, 1H); MS (DCI/NH3) m/z 180/182/184 (M+NH4)+163/165/167 (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,22353-40-8, its application will become more common.

Reference:
Patent; Buckley, Michael J.; Ji, Jianguo; US2004/242644; (2004); 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 167837-43-6, name is (E)-3-(6-Aminopyridin-3-yl)acrylic acid. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 167837-43-6

The following compounds were obtained according to a similar manner to that of Example 2-(4). 2-[(E)-3-(6-Aminopyridin-3-yl)acryloylaminomethyl]-1-[2,4-dichloro-3-(2-methylquinolin-8-yloxymethyl)phenyl]pyrrole. NMR (DMSO6, delta): 2.59 (3H, s), 4.00-4.10 (1H, m), 4.19-4.21 (1H, m), 5.32-5.45 (2H, m), 6.16-6.22 (2H, m), 6.29 (1H, d, J=16 Hz), 6.38-6.45 (2H, m), 6.48 (1H, d, J=8 Hz), 6.83-6.87 (1H, m), 7.11-7.23 (2H, m), 7.37-7.48 (2H, m), 7.48-7.58 (2H, m), 7.61 (1H, d, J=8 Hz), 7.70 (1H, d, J=8 Hz), 7.99-8.09 (2H, m), 8.20 (1H, d, J=8 Hz).

With the rapid development of chemical substances, we look forward to future research findings about 167837-43-6.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US6344462; (2002); B1;,
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.628691-93-0, name is 2-Chloro-3-fluoroisonicotinic acid, molecular formula is C6H3ClFNO2, molecular weight is 175.55, as common compound, the synthetic route is as follows.Product Details of 628691-93-0

Step l :A suspension of 2-chloro-3-fluoropyridine-4-carboxylic acid (CAS 628691-93-0, 2 g, 11.39 mmol) in MeOH (7 mL) and DCM (21 mL) at 0 C was treated with TMS-Diazomethane (5.70 mL, 11.39 mmol) in a drop wise fashion. The reaction was stirred at 0 C for 0.5 h. The reaction was quenched with AcOH (0.5 mL) and concentrated in vacuo. The residue was purified by flash chromatography (0-100% EtOAc in petrol on Si02) to afford methyl 2-chloro-3-fluoropyridine-4-carboxylate. 1H NMR (300 MHz, Methanol-^) delta ppm 3.97 (s, 3 H) 7.76 – 7.86 (m, 1 H) 8.29 – 8.40 (m, 1 H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,628691-93-0, 2-Chloro-3-fluoroisonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; AHMED, Saleh; BARKER, Gregory; CANNING, Hannah; DAVENPORT, Richard; HARRISON, David; JENKINS, Kerry; LIVERMORE, David; WRIGHT, Susanne; KINSELLA, Natasha; (259 pag.)WO2016/148306; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 73406-50-5, Adding some certain compound to certain chemical reactions, such as: 73406-50-5, name is Ethyl 3-hydroxypicolinate,molecular formula is C8H9NO3, 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 73406-50-5.

Intermediate 8. S-Trifluoromethanesulfonyloxy-pyridine^-carboxylic acid ethyl ester.; To a stirred solution of 3-hydroxy-pyridine-2-carboxylic acid ethyl ester (3.06 g, 20.0 mmol) and Et3N (triethylamine) (5.58 ml_, 40.0 mmol) in CH2CI2 (100 mL) at minus150C was added a solution of Tf2O (trifluoromethanesulfonic anhydride) (4.04 mL, 24.0 mmol) in CH2CI2 (10 mL). The reaction was stirred at this temperature for 1 hour and then CH2CI2 (100 mL) was added followed by H2O. The layers were separated and the organic EPO layer was washed three times with 30 ml H2O and twice with 30 ml brine. The organic phase was dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by silica chromatography using a gradient of hexanes:EtOAc (100:0) to hexanes-.EtOAc (75:25) to yield 13.3 g (74.52%) of Intermediate 8 as a yellow oil.

According to the analysis of related databases, 73406-50-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2007/31828; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 4487-56-3 , The common heterocyclic compound, 4487-56-3, name is 2,4-Dichloro-5-nitropyridine, molecular formula is C5H2Cl2N2O2, 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.

2,4-Difluoro-5-nitropyridine.In a 250 mL round-bottom flask was added 2,4- dichloro-5-nitropyridine (0.73 g,3.8 mmol), potassium fluoride (0.659 g, 11.3 mmol), and 18-crown-6 (0.160 g,0.605 mmol) in N-methylpyrrolidinone (3 mL) to give a tan suspension. Themixture was heated at 100C under nitrogen for 3 h. The mixture was thenpartitioned between water and ether/hexane. The organic layer was washed withwater, brine, dried and concentrated to give a tan solid (0.515 g, 85%): 1H NMR(400 MHz, CDC13) delta 9.07 (d, J = 9.7 Hz, 1H), 6.96 (dd, J = 9.5, 2.5 Hz,1H);19F NMR (376 MHz, CDC13) delta -52.20 (d, J = 29.3 Hz), -98.13 (d, J = 28.9 Hz).

The synthetic route of 4487-56-3 has been constantly updated, and we look forward to future research findings.

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;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 51285-26-8, Adding some certain compound to certain chemical reactions, such as: 51285-26-8, name is Picolinimidamide hydrochloride,molecular formula is C6H8ClN3, 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 51285-26-8.

2-Pyridin-2-vl-3H-pyrimidin-4-one; Pyridine-2-carboxamidine hydrochloride (1.0 g, 6.5 mmol), sodium (lE)-3-ethoxy-3-oxoprop-l- en-1-olate (3.5 g, 25 mmol) and sodium ethoxide (0.45 g, 6.5 mmol) were added to ethanol (50 mL, 99.5 %) and the reaction mixture was refluxed under nitrogen atmosphere for 18 h, filtered hot and concentrated. The residue was dissolved in water (20 mL), neutralised with hydrochloric acid (1 M) and purified with reversed phase preparative HPLC This gave 0.68 g (60 %) of the title compound. ‘H NMR (400 MHz, dmso-d6) 8 12.07 (br s, 1 H), 8.73 (m, 1 H), 8.29 (m, 1 H), 8.06-7. 97 (m, 2 H), 7.63 (m, 1 H), 6.34 (d, J=6. 8 Hz, 1 H).

According to the analysis of related databases, 51285-26-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; NPS PHARMACEUTICALS, INC.; WO2005/82884; (2005); A2;,
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. 89466-17-1, name is 6-Bromo-5-methylpyridin-2-amine, molecular formula is C6H7BrN2, 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. Product Details of 89466-17-1

6-bromo 5-methyl pyridin-2-amine (0.1 g) was dissolved in dichloromethane (1 mL) under nitrogen atmosphere. The solution was cooled to 0C and triethyl amine (0.149 mL) was added. 1 -(2,2-difluorobenzo[d][1 ,3]dioxol-5- yl)cyclopropane-1 -carbonyl chloride (0.209 g) in dichloromethane (0.5 mL) was added drop wise into the reaction mixture in 5 minutes. The reaction mixture was warmed to 30C and stirred for 18 hours at the same temperature. Quenched the reaction mixture with saturated potassium hydroxide solution (30 mL) and extracted with dichloromethane (30 mL). The organic solution was dried over sodium sulphate and evaporated under reduced pressure to afford crude product. The crude product was purified by column chromatography using 60-120 mesh and 10-20% ethyl acetate / hexane as eluent to obtain the title compound as brown color solid. Yield: 0.150 g; Purity by HPLC: 96.90%

With the rapid development of chemical substances, we look forward to future research findings about 89466-17-1.

Reference:
Patent; DR. REDDY?S LABORATORIES LIMITED; DAHANUKAR, Vilas Hareshwar; ORUGANTI, Srinivas; RAO, Pallavi; CHAKKA, Ramesh; BAIG, Mohammed Azeezulla; VYALA, Sunitha; SALADI, Venkata Narasayya; PEDDY, Vishweshwar; ELATI, Raviram Chandrasekhar; MOHANARANGAM, Saravanan; RAJ, Gopal; MAMIDIPALLI, Phani; (73 pag.)WO2017/175161; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem