Tag: M.W:200-300

Synthetic Route of 886373-28-0, 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. 886373-28-0, name is 5-Bromo-3-fluoropicolinonitrile, molecular formula is C6H2BrFN2, 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.

A mixture of 5-bromo-3-fluoro-pyridine-2-carbonitrile (21.0 g, 100 mmol) in concentrated HCI (200 ml)was refluxed at 140C for 4 hours. After cooling to room temperature, the reaction mixture was pouredinto ice-water. The precipitated solid was filtered under vaccum and dried to give the desired compound(18.3 g). 1H NMR (d6-DMSO, 400MHz): 13.76 (s, 1H), 8.64 (s, 1H), 8.33-8.36 (dd, 1H). 19F NMR (d6-DMSO, 300MHz): -113.70 (d, iF).

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 886373-28-0, 5-Bromo-3-fluoropicolinonitrile.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; JUNG, Pierre, Joseph, Marcel; MUEHLEBACH, Michel; EDMUNDS, Andrew; RAWAL, Girish; SIKERVAR, Vikas; PABBA, Jagadish; (144 pag.)WO2017/174449; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 195044-14-5, 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 195044-14-5, name is 2-Bromo-6-tert-butylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

Step-3: Synthesis of 2-tert-butyl-1-(6-tert-butylpyridin-2-yl)-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one To a stirred solution of 2-tert-butyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one (180 mg, 0.756 mmol, 1.0 eq) and 2-bromo-6-tert-butylpyridine (194.3 mg, 0.907 mmol, 1.2 eq) in 1,4 dioxane (5 mL) was added potassium carbonate (208.9 mg, 1.512 mmol, 2.0 eq) and the resulting mixture was purged with nitrogen for 30 min followed by addition of copper iodide (28.7 mg, 0.151 mmol, 0.2 eq), and N,N’-dimethylethylenediamine (DMEDA) (26.05 mg, 0.302 mmol, 0.4 eq) and again purged with nitrogen for 10 min. The resultant mixture was heated at 100 C. for 5 h. The reaction was monitored by TLC. After completion of reaction, the reaction mixture was diluted with water and extracted with EtOAc (50 mL*2). Combined organic layer was washed with water (50 mL) brine solution (50 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford crude which was purified by flash chromatography (Teledyne Isco Rf+); compound eluting 30% EtOAc/Hexane to afford 2-tert-butyl-1-(6-tert-butylpyridin-2-yl)-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one (100 mg, 35.71%) as off white solid.

According to the analysis of related databases, 195044-14-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; Gupta, Ashu; KUMAR, Varun; (498 pag.)US2019/106427; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 65147-89-9, 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.65147-89-9, name is 6-Bromo-2-phenyl-1H-imidazo[4,5-b]pyridine, molecular formula is C12H8BrN3, molecular weight is 274.12, as common compound, the synthetic route is as follows.

Example 223 Under an argon stream, a mixture of 6-bromo-2-phenyl-1H-imidazo[4,5-b]pyridine (Compound of Reference Example 3) (90 mg), phenylboric acid (104 mg), tetrakis(triphenylphosphine)palladium(0) (38 mg), 2 M sodium carbonate (0.82 ml) and tetrahydrofuran (3.3 ml) was stirred at 85C for 24 hours.. The mixture was distributed into ethyl acetate – tetrahydrofuran (3: 1, v/v) and water.. The organic layer was washed with water and dried over MgSO4, and the solvent was distilled off under reduced pressure.. The residue was subjected to silica gel column chromatography, and the fraction eluted with ethyl acetate – chloroform – hexane (1: 1: 4, v/v) was concentrated under reduced pressure.. The resulting crystals were collected by filtration to obtain 2,6-diphenyl-1H-imidazo[4,5-b]pyridine (20 mg, 22 %).. The crystals were recrystallized from chloroform – methanol. HPLC (220 nm) Purity 97 % (Retention time 2.78 minutes) MS (ESI+, m/e) 272 (M+1)

Statistics shows that 65147-89-9 is playing an increasingly important role. we look forward to future research findings about 6-Bromo-2-phenyl-1H-imidazo[4,5-b]pyridine.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1460067; (2004); A1;,
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. 178876-83-0, name is Methyl 6-amino-3-bromopicolinate. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 178876-83-0

Example 158D methyl 3-bromo-6-fluoropicolinate To a solution of nitrosonium terafluoroborate (17.8 g) in dichloromethane (100 mL) at 5 C. was added EXAMPLE 158C (26.1 g) in dichloromethane (250 mL) over 1 hour. The reaction mixture was stirred an for additional 30 minutes at 5 C., and then allowed to warm to room temperature overnight. The reaction mixture was quenched with pH 7 buffer (100 mL), and then neutralized with solid potassium carbonate. The resulting mixture was extracted with ether (twice), and the combined extracts were washed with brine, dried over sodium sulfate, filtered and concentrated. The residue was purified by flash chromatography on silica gel eluting with 1 to 10% ethyl acetate in hexanes to provide the title compound.

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, 178876-83-0, Methyl 6-amino-3-bromopicolinate.

Reference:
Patent; AbbVie Inc.; Wang, Le; Doherty, George; Wang, Xilu; Tao, Zhi-Fu; Bruncko, Milan; Kunzer, Aaron R.; Wendt, Michael D.; Song, Xiaohong; Frey, Robin; Hansen, Todd M.; Sullivan, Gerard M.; Judd, Andrew; Souers, Andrew; US2013/96121; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 98197-72-9, 4-Iodo-2-methoxypyridine, 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: C6H6INO, blongs to pyridine-derivatives compound. Formula: C6H6INO

(d) 50.6 mL of isopropyl magnesium chloride (2 mol/L tetrahydrofuran solution) was cooled with ice, and a solution having 19.8 g (84.3 mmol) of the crude product of 4-iodo-2-methoxypyridine obtained in step (c) dissolved in 80 mL of tetrahydrofuran, was added, followed by stirring at 0C for 1 hour and at room temperature for 1 hour. Then, 16.9 g (127 mmol) of N-chlorosuccinimide was gradually added, followed by stirring at room temperature for 1 hour. 100 mL of water was added to terminate the reaction, and tetrahydrofuran was distilled off under reduced pressure. Extraction with ethyl ether was carried out, then the organic layer was dried over sodium sulfate and subjected to filtration, and the solvent was distilled off under reduced pressure to obtain 11.0 g (crude yield 91%) of a crude product of 4-chloro-2-methoxypyridine.1H-NMR(CDCl3, 400 MHz) : delta (ppm) = 3.91(s, 3H), 6.70(d, 1H, J = 2.0 Hz), 6.81(dd, 1H, J = 6.0 Hz, 2.0 Hz), 7.99(d,1H, J = 6.0 Hz)

The synthetic route of 98197-72-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ISHIHARA SANGYO KAISHA, LTD.; EP1559320; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 811801-40-8, 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.811801-40-8, name is (3-((Pyridin-4-ylthio)methyl)phenyl)methanol, molecular formula is C13H13NOS, molecular weight is 231.31, as common compound, the synthetic route is as follows.

EXAMPLE 8 6,7-dichloro-2-cyclopentyl-2-methyl-5-({3-[(pyridin-4-ylthio)methyl]benzyl}oxy)indan-l-oneDitertbutylazodicarboxylate (129 mg, 0.56 mmol) was added to a stirred solution of 6,7- Dichloro^-cyclopentyl-S-hydroxy^-methylindan-l-one (500 mg, 1 mmol), {3-[(pyridin-4- ylthio)methyl]phenyl}methanol (65 mg, 0.28 mmol) and triphenylphosphine (147 mg, 0.56 mmol) in tetrahydrofuran (5 mL) at rt. The reaction mixture was stirred for 16 hr, then the solvent was removed in vacuo. The residue was purified via column chromatography on silica gel (eluting 0-80% ethyl acetate/hexanes) to give 6,7-dichloro-2-cyclopentyl-2-methyl-5-({3-[(pyridin-4- ylthio)methyl]benzyl}oxy)indan-l-one as a colorless oil. 1H NMR(CDCl3, 500MHz), ? 8.39 (d, 2H), 7.56-7.40 (m, 4H), 7.13 (d, 2H), 6.91 (s, IH), 5.23 (s, 2H), 4.26 (s, 2H), 2.97 (d, IH), 2.67 (d, IH), 2.26- 2.22 (m, IH), 1.88-1.83 (m, IH), 1.56-1.48 (m, 5H), 1.28-1.20 (m, 4H), 0.94-0.92 (m, IH). MS (ESI): 513 (M + H)+.

The chemical industry reduces the impact on the environment during synthesis 811801-40-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK & CO., INC.; WO2006/47237; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1211518-35-2, 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. 1211518-35-2, name is Methyl 6-chloro-5-(trifluoromethyl)picolinate, molecular formula is C8H5ClF3NO2, 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.

Sodium hydride (1.1 g, 31.4 mmol) was added in portions to cyclopropylmethanol (20 mL) and the mixture was stirred at room temperature for 0.5 hours. 6-Chloro-5- (trifluoromethyl)-pyridine-2-carboxylic acid methyl ester (1.5 g, 6.3 mmol) was added and the resulting solution was stirred at 80C for 1 h. Water (20 mL) was added; the solution was acidified with 6 N hydrochloric acid and then concentrated to give a residue which was partitioned between water (30 mL) and ethyl acetate (20 mL). The aqueous solution was extracted with ethyl acetate (2 x 20 mL) and the combined organic phase was washed with brine (20 mL), dried over anhydrous sodium sulfate, filtered and concentrated to give the crude target compound. The crude target compound was purified by column chromatography (silica gel, 10 g, 15% ethyl acetate in petroleum ether) to give the title compound (1.4 g, 85%) as white solid; MS (EI): m/e = 262.0 [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 1211518-35-2, Methyl 6-chloro-5-(trifluoromethyl)picolinate.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BISSANTZ, Caterina; GRETHER, Uwe; HEBEISEN, Paul; KIMBARA, Atsushi; LIU, Qingping; NETTEKOVEN, Matthias; PRUNOTTO, Marco; ROEVER, Stephan; ROGERS-EVANS, Mark; SCHULZ-GASCH, Tanja; ULLMER, Christoph; WANG, Zhiwei; YANG, Wulun; WO2012/168350; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1190319-62-0, 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 1190319-62-0, name is 6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one. This compound has unique chemical properties. The synthetic route is as follows.

Add the compound 1E (10 g, 46 mmol) obtained in the previous step to DMF (100 ml), and then add potassium carbonate (12.8 g, 93 mmol) and(R) -cyclohexyl (phenyl) methyl methanesulfonate (25g, 93mmol) (synthesized according to the method described in patent WO2015100282A1), heating the obtained reaction solution to 60 degrees Celsius, and stirring the reaction overnight,TLC showed that the reaction was completed. The reaction solution was poured into 500 ml of water and extracted with ethyl acetate (2 × 500 mL).The combined organic phases were washed with a saturated sodium chloride solution (3 × 500 mL), the organic phases were dried over anhydrous sodium sulfate,The desiccant was removed by filtration, and the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether / ethyl acetate = 3: 1 to 1: 1 (volume ratio V: V)) to obtain the target compound 1F (8.2 g , White solid), yield 46%.

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 1190319-62-0, 6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one.

Reference:
Patent; Wuhan Yukeyuan Pharmaceutical Biological Technology Co., Ltd.; Fang Huaxiang; Yu Bin; Li Fangfang; Zhang Xiaolin; Che Peng; Xu Yong; (18 pag.)CN110357878; (2019); A;,
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 166266-19-9, name is 5-Iodo-3-methylpyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H7IN2

Example 2 Preparation of 2-chloro-3-methyl-5-iodopyridine At -10 C., 21.3 g of chlorine gas were introduced into a suspension of 146 g of 10% strength by weight hydrochloric acid and 23.4 g of 2-amino-3-methyl-5-iodopyridine [J. Org. Chem. (1995), p. 5356]. At about -50 C., a solution of 48.3 g of sodium nitrite in 120 ml of water was subsequently added dropwise. After about 2 hours of stirring at 0 C., the mixture was diluted with 1 l of water and extracted with methyl tert-butyl ether (MtBE). The organic phases were washed with NaHCO3 solution and water and then dried. Distillative removal of the solvent under reduced pressure and silica gel chromatography (cyclohexane/MtBE=1:10) gave 3.6 g of the product in the form of dark crystals. 1H-NMR (CDCl3, ppm): delta=8.4 (1H); 7.9 (1H); 2.3 (3H).

With the rapid development of chemical substances, we look forward to future research findings about 166266-19-9.

Reference:
Patent; BASF Aktiengesellschaft; US6372766; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 6318-51-0, 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. 6318-51-0, name is (4-Chlorophenyl)(pyridin-2-yl)methanone, molecular formula is C12H8ClNO, 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.

General procedure: Bioconversion was conducted with 20 mM 1a-10a,20 U·mL-1KpADH variants, 40 mM isopropanol in PBS buffer (pH 7.0,100 mM) in total volume of 2 mL at 30 C and 180 rpm overnight. Then,1 mL of the reaction mixture was withdrawn and extracted with ethylacetate. The organic phase was isolated by centrifugation and driedover anhydrous MgSO4. The conversion rate and enantioselectivity ofthe products were analyzed as described in supporting information.

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 6318-51-0, (4-Chlorophenyl)(pyridin-2-yl)methanone.

Reference:
Article; Wang, Yue; Dai, Wei; Liu, Yongmei; Zhang, Zhongwei; Zhou, Jieyu; Xu, Guochao; Ni, Ye; Catalysis Communications; vol. 108; (2018); p. 1 – 6;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem