Month: April 2022

Application of 20970-75-6, 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 20970-75-6, name is 2-Cyano-3-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a 500 mL single-neck round bottom flash fitted with a reflux condenser and a nitrogen outlet was added 10.1 g (86 mmol) 3-methylpicolinonitrile, 200 mL dimethyl carbonate, 18.2 g (103 mmol) N-bromosuccinimide and 2.1 g (8.5 mmol) benzoyl peroxide. The resulting reaction mixture was heated to 87 C and stirred for 5 h. Following this duration, the reaction mixture was cooled to ambient temperature and filtered, and the solid was rinsed with Et20. DCM was subsequently added to the filtrate and the resulting mixture was filtered. The combined organics were concentrated and the resulting semi-solid was purified by silica gel chromatography (2 x 330 g column, 5-35% EtOAc/Hexane) followed by reverse-phase HPLC (Waters Xbridge Prep C18 10 muetatauiota OBD, 50 x 250 mm column) to afford the title compound as a yellow solid (6.3 g, 32.0 mmol, 37% yield). LC-MS m/z 196.8 (M+H)+, 0.60 min (ret. time).

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 20970-75-6, 2-Cyano-3-methylpyridine.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ASTEX THERAPEUTICS LIMITED; COOPER, Anthony William James; GOODWIN, Nicole Cathleen; GRIFFITHS-JONES, Charlotte Mary; HEIGHTMAN, Thomas Daniel; KERNS, Jeffrey K.; WILLEMS, Hendrika Maria Gerarda; YAN, Hongxing; (215 pag.)WO2018/109649; (2018); 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.903129-78-2, name is 6-Bromoimidazo[1,2-a]pyridine-8-carboxylic acid, molecular formula is C8H5BrN2O2, molecular weight is 241.04, as common compound, the synthetic route is as follows.HPLC of Formula: C8H5BrN2O2

The compound of example 23 (1 .0 g, 4.15 mmol) was treated with pyridin-3-ylboronic acid (0.510 g, 4.15 mmol) in the presence of [1 ,1 ‘-bis(diphenylphosphino)- ferrocene]dichloropalladium(ll) complex with dichloromethane (0.102 g, 0.124 mmol) and sodium carbonate(0.829 g, 8.30 mmol) according to the procedure for the preparation of the compound of example 2 to afford the title compound. Yield: 0.4 g (40.3 %); 1H NMR (DMSO-d6, 300 MHz): delta 7.54 (q, 1 H, J=4.8 Hz, Ar), 7.68-7.72 (m, 2H, Ar), 8.04 (s, 1H, Ar), 8.53-8.65 (m, 2H, Ar), 8.99 (d, 1H, J=1.8 Hz, Ar); 9.29 (d, 1H, J=1.8 Hz, Ar); MS (ES+): m/e 240 (M+1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,903129-78-2, 6-Bromoimidazo[1,2-a]pyridine-8-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; PIRAMAL ENTERPRISES LIMITED; SHARMA, Rajiv; GHOSH, Usha; MORE, Tulsidas; KULKARNI, Mahesh; BAJAJ, Komal; BURUDKAR, Sandeep; RIZVI, Zejah; WO2014/80241; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 197376-47-9, 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. 197376-47-9, name is Ethyl 6-Chloropyridine-3-acetate, molecular formula is C9H10ClNO2, 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.

Step 3. Synthesis of (beta-tert-butoxycarbonylamino-pyrjdin-S-yO-acetic acid ethyl ester. A 500 ml round-bottom-flask was charged with 2-chloropyndiotan- 3-yl) acetic acid ethyl ester (6 8 g, 34 0 mmol), tert-butyl carbamate (12 4 g, 105 mmol), 9,9-diotamethyl-4,5-biotas(diotaphenylphosphiotano)xanthene (4 2 g, 7 25 mmol), triotas(diotabenzyliotadeneacetone)diotapal.adiotaum (3 29 g, 3 59 mmol) cesium carbonate (16 9 g 51 87 mmol) and THF (165 mL) The mixture was heated and refluxed under argon for 20 hours Upon cooling, the reaction was quenched with 10% ammonium acetate solution and extracted with ethyl acetate The combined organic extracts were washed with water, brine dried and concentrated The residue was purified by silica gel chromatography eluted using a gradient of 2/98(v/v) EtOAc/hexanes to 10/90 (v/v) EtOAc/hexanes to afford 14 g of crude product ESI-MS m/z 225 (MH-C4He)+

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 197376-47-9, Ethyl 6-Chloropyridine-3-acetate.

Reference:
Patent; NOVARTIS INTERNATIONAL PHARMACEUTICAL LTD.; BURNS, Christopher, J.; GOSWAMI, Rajesh; JACKSON, Randy, W.; LESSEN, Thomas; LI, Weiping; PEVEAR, Daniel; TIRUNAHARI, Pavan, Kumar; XU, Hongyu; WO2010/130708; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 824-51-1, 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.824-51-1, name is 6-Methyl-1H-pyrrolo[2,3-b]pyridine, molecular formula is C8H8N2, molecular weight is 132.16, as common compound, the synthetic route is as follows.

PREPARATION 135 3-Bromo-6-methyl-1 H-pyrrolo[2,3-b]pyridine The title compound of Preparation 58 (6.0 g, 45.4 mmol) was dissolved in 400 ml tetrahydrofuran. /V-Bromosuccinimide (8.1 g, 45.5 mmol) was added portion-wise, followed by the addition of concentrated sulfuric acid until the solution became turbid. The mixture was stirred at room temperature for 2 d. The solvent was evaporated under reduced pressure and the residue was resuspended in 2 N hydrochloric acid. The aqueous was washed twice with ether and was then carefully neutralised to pH 7- 8 with 32% sodium hydroxide solution, forming a precipitate. The solid was collected by filtration and was dried in a vacuum oven at 45 C overnight to give 8.21 g (38.9 mmol, 86%) of the title compound. Purity 100%. 1 H N MR (400 MHz, CH LOROFORM-d) delta ppm 2.66 (s, 3 H), 7.05 (d, J=8.21 Hz, 1 H), 7.27 (s, 1 H), 7.80 (d, J=8.21 Hz, 1 H), 9.58 – 9.62 (m, 1 H). UPLC/MS (3 min) retention time 1 .53 min. LRMS: m/z 21 1 , 213 (M+1 ).

The chemical industry reduces the impact on the environment during synthesis 824-51-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ALMIRALL, S.A.; VIDAL JUAN, Bernat; ALONSO DIEZ, Juan Antonio; BUIL ALBERO, Maria Antonia; EASTWOOD, Paul Robert; ESTEVE TRIAS, Cristina; LOZOYA TORIBIO, Maria Estrella; ROBERTS, Richard Spurring; VIDAL GISPERT, Laura; GONZALEZ RODRIGUEZ, Jacob; MIR CEPEDA, Marta; WO2013/10880; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 84487-15-0, 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 84487-15-0, name is 2-Bromo-5-nitropyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

4-Amino-5-nitropicolinonitrile (Compound 64) A solution of 2-bromo-5-nitropyridin-4-amine (135 mg, 0.619 mmol) and copper cyanide (67 mg, 0.743 mmol) in DMA was heated to 200 C. for 1 h using a microwave reactor. The reaction mixture was partitioned between water and EtOAc and filtered over celite. The aqueous layer was extracted with EtOAc. The combined organic layers were washed with water, brine, dried over Na2SO4 and concentrated under reduced pressure. The crude was purified by combiflash SiO2 chromatography using (0-50% EtOAc-hexanes) to give 4-amino-5-nitropicolinonitrile (70 mg, 69%) as a pale brown solid. 1H-NMR (400 MHz, CD3OD) delta ppm 9.07 (s, 1H), 7.37 (s, 1H); ESI-MS: m/z 164.77 (M+H)+.

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 84487-15-0, 2-Bromo-5-nitropyridin-4-amine.

Reference:
Patent; Stingray Therapeutics, Inc.; Vankayalapati, Hariprasad; Sharma, Sunil; Kaadige, Mohan Rao; Weston, Alexis; Thode, Trason; (117 pag.)US2020/39979; (2020); 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, Formula: C5H5N3O2, blongs to pyridine-derivatives compound. Formula: C5H5N3O2

General procedure: A magnetically stirred solution of pyrazole 4 (500 mg, 3.46 mmol) in DMF (7 mL)was treated with KOH (387 mg, 6.90 mmol) and nitroaniline 7a-e, 10 or 13a-b (3equiv., 10.38 mmol) then heated at 100 C for 1 h. The resulting mixture was cooledto room temperature then treated with NH4Cl (100 mL of a saturated aqueoussolution) and extracted with ethyl acetate (3 × 25 mL). The combined organic phaseswere washed with brine (1 × 50 mL) before being dried (MgSO4), filtered andconcentrated under reduced pressure to afford a yellow oil. Subjection of this residueto flash column chromatography (silica, 1:4 ? 1:1 v/v ethyl acetate/n-hexane gradientelution) and concentration of the relevant fractions afforded the target pyrazole 8a-e,11 or 14a-b.

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:
Article; Reekie, Tristan A.; McGregor, Iain S.; Kassiou, Michael; Tetrahedron Letters; vol. 55; 33; (2014); p. 4568 – 4571;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 116855-03-9, Adding some certain compound to certain chemical reactions, such as: 116855-03-9, name is 3-Bromo-1-methyl-1H-pyrazolo[3,4-b]pyridine,molecular formula is C7H6BrN3, 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 116855-03-9.

3-bromo-1-methyl-pyrazolo[3,4-b]pyridine (100 mg, 0.472 mmol) is dissolved in toluene (5 mL) and tributyl(1-ethoxyvinyl)tin (187 mg, 0.519 mmol) and tetrakis(triphenylphosphine) palladium(0) (54 mg, 0.047 mmol) are added to the solution and the reaction is refluxed for 2 h. Volatiles are evaporated under reduced pressure and the resulting residue is suspended in THE/aqueous 2M HCI 1:1 andstirring is continued for lh. The reaction mixture is basified with Na2CO3 saturated solution, and extracted with ethyl acetate. The organic layer is dried, evaporated and the resulting residue is purified by flash chromatography (eluent 0-100% EtOAc/Cyclohexane) to give the title compound (70 mg, 85 %)UPLC-MS (Method 2): R = 0.78 mmMS (ESI pos): m/z = 176 (M+H)+

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. 116855-03-9, 3-Bromo-1-methyl-1H-pyrazolo[3,4-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GIOVANNINI, Riccardo; CUI, Yunhai; DOODS, Henri; FERRARA, Marco; JUST, Stefan; KUELZER, Raimund; LINGARD, Iain; MAZZAFERRO, Rocco; RUDOLF, Klaus; WO2014/184275; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 6515-09-9, 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. 6515-09-9, name is 2,3,6-Trichloropyridine, molecular formula is C5H2Cl3N, 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.

2, 3, 6-Trichloropyridine (62 mmol, 11.27 g) was dissolved in a mixture of fuming nitric acid (62 mL) and concentrated sulphuric acid (50 mL) and heated at 100C for 12 hours. The mixture was cooled, carefully poured into ice/water then extracted with dichloromethane. The organic extract was dried (MgS04) then concentrated under reduced pressure to give the title compound as pale green oil which solidified on standing (9.65 g, 68%).

According to the analysis of related databases, 6515-09-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ONO PHARMACEUTICAL CO., LTD.; SAITO, Tetsuji; HIGASHINO, Masato; KAWAHARADA, Soichi; LEWIS, Arwel; CHAMBERS, Mark Stuart; RAE, Alastair; HIRST, Kim Louise; HARTLEY, Charles David; WO2015/115673; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1403899-44-4 ,Some common heterocyclic compound, 1403899-44-4, molecular formula is C9H11ClN2, 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.

Preparation 13: 6-Chloro-3,3-di methyl-2,3-di hydro-pyrrolo[3,2-c] pyridi ne-I -carboxyl ic acid tert-butyl ester Alternative procedure: Potassium tert-butoxide (600 mg, 5.36 mmol) was added to a stirredsolution of 6-chloro-3,3-dimethyl-2,3-dihydro-1 H-pyrrolo[3,2-c]pyridine (800 mg, 4.38 mmol) in anhydrous THF (15 mL) and the mixture was stirred at room temperature for 10 minutes. Asolution of di-teit-butyl dicarbonate (1.07 g, 4.89 mmol) in anhydrous THF (15 mL)was addedand the mixture was stirred at room temperature overnight. The organic solvent was removed in vacuo, the aqueous residues were diluted with water (100 mL) and extracted with EtOAc (2 x200 mL). The organic layers were combined and the solvent was removed in vacuo to afford the title compound (1.19g, 96%), NMR data consistent with those previously obtained.

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. 1403899-44-4, 6-Chloro-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; CHESSARI, Gianni; JOHNSON, Christopher Norbert; PAGE, Lee William; BUCK, Ildiko Maria; DAY, James Edward Harvey; HOWARD, Steven; SAXTY, Gordon; MURRAY, Christopher William; HOPKINS, Anna; WO2014/60767; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 7477-10-3, 6-Chloro-5-nitronicotinic acid, 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, Formula: C6H3ClN2O4, blongs to pyridine-derivatives compound. Formula: C6H3ClN2O4

General procedure: A solution of compound 4 and different primary and secondary amines were stirred at rt for 1h, followed by extraction with EtOAc. The extract was then washed with 1N HCl, water, and brine, dried over Na2SO4, and evaporated in vacuo. The residue was purified by column chromatography (hexane/EtOAc=2:1) to give product 6 as a solid.4.2.4.4 6-[4-(2-Methoxyphenyl)piperazin-1-yl]-5-nitronicotinic acid (6d) Procedure A was used with compound 5 (100 mg, 0.5 mmol) and 1-(2-methoxyphenyl)piperazine (193 mg, 1.0 mmol) to afford product 6d as a yellow solid (138 mg, 77%). 1H NMR (300 MHz, CDCl3) delta: 8.92 (d, J = 1.8 Hz, 1H), 8.74 (d, J = 1.8 Hz, 1H). 7.08-7.03 (m, 1H), 6.94-6.89 (m, 3H), 3.90 (s, 3H), 3.82 (t, J = 4.8 Hz, 4H), 3.18 (t, J = 4.8 Hz, 4H). ESI-MS: m/z (357, MH-).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7477-10-3, 6-Chloro-5-nitronicotinic acid, and friends who are interested can also refer to it.

Reference:
Article; Zhao, Chao; Yang, Su Hui; Khadka, Daulat Bikram; Jin, Yifeng; Lee, Kyung-Tae; Cho, Won-Jea; Bioorganic and Medicinal Chemistry; vol. 23; 5; (2015); p. 985 – 995;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem