Tag: M.W:100-200

Application of 1122-71-0, 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 1122-71-0, name is 6-Methyl-2-pyridinemethanol. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 11 : 2-(bromomethyl)-6-methylpyridi; (6-methyl-2-pyridinyl)methanol (ALDRICH, 300 mg, 2.436 mmol) were dissolved in 10 mL of anhydrous THF. Phosphorous tribromide (ALDRICH, 0.252 mL, 2.68 mmol) was added. Reaction mixture was stirred at room temperature overnight. Solvent was evaporated andresidue was purified by silica column chromatography using hexane:EtOAc as eluents to give a white solid. This solid was partitioned between EtOAc and distilled water (basified with NH3 (32%, aqueous). Organic layer was dried with MgS04 (anh). Solvent was evaporated to obtain the title compound (152 mg, 0.817 mmol, 33.5% yield). 1 H NMR (300 MHz, DMSO-cfe) delta ppm: 7.68 (t, 1 H), 7.33 (d, 1 H), 7.17 (d, 1 H), 4.62 (s, 2H), 2.44 (s, 3H). [ES+MS] m/z 186 (M).

According to the analysis of related databases, 1122-71-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; CASTRO PICHEL, Julia; FERNANDEZ MENENDEZ, Raquel; FERNANDEZ VELANDO, Esther Pilar; GONZALEZ DEL VALLE, Silvia; MALLO-RUBIO, Araceli; WO2012/49161; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 5467-69-6, Adding some certain compound to certain chemical reactions, such as: 5467-69-6, name is 6-Methoxy-2-methyl-3-nitropyridine,molecular formula is C7H8N2O3, 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 5467-69-6.

Preparation 7 2-Methoxy-5-Nitro-6-(2-Dimethylaminoethen-1-yl)pyridine To 2-methoxy-5-nitro-6-methylpyridine (29.39 g, 175 mmol) dissolved in 300 mL of N,N-dimethylformamide was added dimethylformamide dimethylacetal (120 mL, 896 mmol) and triethylamine (1 mL). The bright red reaction mixture was heated at 120 C. for 2 hours, then concentrated in vacuo to provide 38.90 g of the title compound as a red solid, which was used in Preparation 13 without further purification.

According to the analysis of related databases, 5467-69-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Eli Lilly and Company; US6358972; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 131674-39-0, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 131674-39-0, name is 1-(2-Chloropyridin-3-yl)ethanol. A new synthetic method of this compound is introduced below.

Step 2 To a solution of 1-(2-chloropyridin-3-yl)ethanol (X) in dry acetone at -30 C. under nitrogen was added in portions chromium (VI) oxide (1.80 g, 18 mmol). The solution was further stirred 15 min at -30 C. and allowed to warm to room temperature. The solution was stirred for 3 h at room temperature before adding isopropanol (10 mL). The solution was made alkaline by slowly adding a saturated aqueous NaHCO3 solution. The solution was filtered through a bed of Celite. The solids were washed by DCM. The organic phase of the filtrate was separated and the aqueous phase extracted with DCM (2*50 mL). The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure to yield 1-(2-chloropyridin-3-yl)ethanone (XI) as a brown liquid (0.72 g, 4.63 mmol, 77% yield). 1H NMR (CDCl3) delta ppm 2.71 (s, 3H), 7.35 (dd, J=7.63 Hz, J=4.80 Hz, 1H), 7.91 (dd, J=7.54 Hz, J=1.88 Hz, 1H), 8.55 (dd, J=4.71 Hz, J=1.88 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,131674-39-0, 1-(2-Chloropyridin-3-yl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Wallace, David Mark; Cao, Jianguo; Chiruta, Chandramouli; Hood, John; (264 pag.)US2016/68550; (2016); 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.5470-70-2, name is Methyl 6-methylnicotinate, molecular formula is C8H9NO2, molecular weight is 151.16, as common compound, the synthetic route is as follows.Product Details of 5470-70-2

A solution of methyl 6-methylnicotinate (30 g, 198 mmol) in dry THF (150 mL) was added dropwise into a suspension of LiAlH4 (11 g, 289 mmol) in THF (200 mL) at 0 to – 5 ¡ãC. The grey suspension was stirred at RT for lh. The reaction mixture was cooled to -5 to 0 ¡ãC and water (11 mL) was added dropwise under nitrogen followed by slow addition of 15percent NaOH (11 mL) and water (33 mL). The reaction was warmed to RT and stirred for 30 min. at RT. The resulting suspension was filtered and the filtrate was concentrated under vacuum to give (6-methylpyridin-3-yl)methanol as a yellow oil (23 g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5470-70-2, Methyl 6-methylnicotinate, and friends who are interested can also refer to it.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; CHAKRAVARTY, Sarvajit; HART, Barry, Patrick; JAIN, Rajendra, Parasmal; WO2011/103460; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 63489-58-7, 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.63489-58-7, name is 2,6-Difluoropyridin-4-amine, molecular formula is C5H4F2N2, molecular weight is 130.0955, as common compound, the synthetic route is as follows.

Nitrogen protection conditions, In a dry autoclave, 300 ml of anhydrous sulfolane was added successively, 2,6-difluoro-4-amino pyridine (29.2g, 200mmol), Compound N (N-(5-tert-butyl-1,3,4-thiadiazol-2-yl)-4-methyl-1,2,3-thiadiazole-5-formamide) (56.7 g of , 200mmol), The freshly distilled thionyl chloride (59.5 g, 500 mmol) and DCC (dicyclohexylcarbodiimide) (41.3 g, 200 mmol) were heated under reflux for 4.5 hours, The reaction was changed from reflux to distillation, Distillation of the low boiling point components in the reactor (the main component is unreacted thionyl chloride) Heating to 100 C reaction 2 to 4 hours, Liquid chromatography control detection, Until the reaction of the starting material (compound N) is complete, Stop the reaction. Slightly cold, The reaction solution was poured into a large amount of crushed ice, The pH was adjusted to 7 with 1 M aqueous sodium hydroxide solution, Filter, The product was recrystallized from an aqueous ethanol solution, to give N-(5-tert-butyl-1,3,4-thiadiazol-2-yl)-N’-(2,6-difluoropyridin-4-yl)-4-methyl-1,2,3-thiadiazole-5-carboxamidine (M-10), White solid 69.0 g, Liquid normalized content of 99.0% Yield 87.3%.

The chemical industry reduces the impact on the environment during synthesis 63489-58-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Xihua University; Liu, Ping; Yang, Weiqing; Ma, Menglin; Zhang, Yuanyuan; Zhang, Yan; (11 pag.)CN104530040; (2017); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 38496-18-3, 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.38496-18-3, name is 2,6-Dichloronicotinic acid, molecular formula is C6H3Cl2NO2, molecular weight is 192, as common compound, the synthetic route is as follows.

To a solution of 2,6-dichloronicotinic acid (1 g, 5.2 mmol) in THF (10 mL) was added NaBH4 (591 mg, 15.6 mmol) at 0C. The mixture was stirred for 30 min and then BF3.OEt2 (2.2g, 15.6 mmol) was added drop wise at 0C. After addition was complete, the mixture was stirred at room temperature for 10 hr, until the reaction was completed. The reaction mixture was quenched by the addition of saturated NH4C1 solution (50 mL) and extracted with ethyl acetate (3×30 mL). The combined organic layers were washed with brine (30 mL), dried over Na2S04 and concentrated to give the desired product as a white solid which was used in next step without further purification. (820 mg, Yield 80%).

Statistics shows that 38496-18-3 is playing an increasingly important role. we look forward to future research findings about 2,6-Dichloronicotinic acid.

Reference:
Patent; EPIZYME, INC.; DUNCAN, Kenneth, W.; CHESWORTH, Richard; MUNCHHOF, Michael, John; JIN, Lei; WO2014/100695; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 20173-24-4, 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. 20173-24-4, name is 2-(Pyridin-3-yl)ethanamine, molecular formula is C7H10N2, 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.

Example 157: 3-Fluoro-8-isopropyl-11 -oxo-/V-(2-pyridin-3-ylethyl)-10,11 – dihydrodibenzo[6,/][1 ,4]thiazepine-7-sulfonamide 5,5-dioxide [0487] Triethylamine (0.173 g, 1.71 mmol) and 3-(2-aminoethyl)pyridine (0.114 g, 0.930 mmol) were dissolved in dichloromethane (5 ml_), and 3-fluoro-8-isopropyl-5,5- dioxido-11-oxo-10,11-dihydrodibenzo[6,r][1 ,4]thiazepine-7-sulfonyl chloride (6.25 ml_ of 0.124 M solution, 0.775 mmol) was added as a solution in dichloromethane. The mixture was stirred 16 hours at room temperature, then poured into dilute hydrochloric acid. The aqueous layer was extracted twice with dichloromethane, and the combined organic layers were dried over magnesium sulfate and concentrated to afford a brown oil, which was purified by silica gel column chromatography (hexane/ethyl acetate/methanol, 90/9/1 to 0/90/10) to afford 3-fluoro-8-isopropyl-11- oxo-/V-(2-pyridin-3-ylethyl)-10, 11 -dihydrodibenzo[6, /][1 ,4]thiazepine-7-sulfonamide 5,5-dioxide (0.050 g) as a white solid.MS (ES) m/z 503.8;HPLC purity 95.5% at 210-370 nm, 8.5 minutes.; Xterra RP 18, 3.5u, 150 x 4.6 mm column, 1.2 mL/min, 85/15-5/95 (Ammon. Form. Buff. Ph=3.5/ACN+MeOH) for 10 minutes, hold 4 minutes.HRMS: calculated for C23H22FN3O5S2 + H+, 504.10577; found (ESI1 [M+H]+), 504.1046;

According to the analysis of related databases, 20173-24-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WYETH; WO2008/61029; (2008); A1;,
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. 14254-57-0, name is Isonicotinoyl chloride, molecular formula is C6H4ClNO, 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. Formula: C6H4ClNO

To a solution of N-methyl-4-pyridinamine (334 mg, 3.09 mmol) and isonicotinoyl chloride (550 mg, 3.09 mmol) dissolved in dichloromethane (31 ml), was added triethylamine (1.08 ml, 7.73 mmol) in one portion and the reaction was left stirring overnight at room temperature, until deemed complete by TLC. After 24 hours, NaOH (1M, 30 ml) was added and the layers mixed. The organic layer was further washed with NaOH (1M, 30 ml). The combined aqueous layers were extracted with dichloromethane (30 ml) and the combined organic layers washed with water (30 ml), dried (MgSO4) and the solvent removed in vacuo. The product was purified by flash column chromatography (SiO2; 100% dichloromethane 5% methanol in dichloromethane) to yield the title compound as a colourless solid (750 mg, 90%).

With the rapid development of chemical substances, we look forward to future research findings about 14254-57-0.

Reference:
Article; Fahs, Sara; Rowther, Farjana B.; Dennison, Sarah R.; Patil-Sen, Yogita; Warr, Tracy; Snape, Timothy J.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 15; (2014); p. 3430 – 3433;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 98198-48-2, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 98198-48-2, name is 2-Amino-5-bromo-4-methylpyridine. A new synthetic method of this compound is introduced below.

To a stirred solution of 5-bromo-4-methylpyridin-2-amine (5.0 g, 26.7 mmol), TFA (2.471 mL, 32.1 mmol) in DMF (100 mL) at 0 C was added portion-wise NIS (9.02 g, 40.1 mmol). The reaction mixture was stirred at 55 C for 2 h. The reaction was quenched with ice cold water and sodium thiosulphate solution (3 : 1). The product was precipitated by adding saturated NaHC03 solution (adjust pH-8) and stirring for 10 min at 0 C. The solid compound was collected by filtration to afford 5-bromo-3-iodo-4-methylpyridin-2-amine (8 g, 25.6 mmol, 96 % yield) as a brown solid. MS (E+) /// r: 314.9, Rt: 0.92 min. [M].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,98198-48-2, 2-Amino-5-bromo-4-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DYCKMAN, Alaric J.; DODD, Dharmpal S.; HAQUE, Tasir Shamsul; LOMBARDO, Louis J.; MACOR, John E.; MUSSARI, Christopher P.; PASUNOORI, Laxman; RATNA KUMAR, Sreekantha; SHERWOOD, Trevor C.; POSY, Shoshana L.; SISTLA, Ramesh Kumar; HEGDE, Subramaya; RAMACHANDRA, Anupama; (425 pag.)WO2018/5586; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 109345-94-0, 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. 109345-94-0, name is 5-Methoxypyridin-3-ol, molecular formula is C6H7NO2, 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.

Example 40A 5-Methoxy-2-nitropyridin-3-ol (0698) (0699) 1) Under argon, 1.46 g (4.8 mmol) of tetra-n-butylammonium nitrate were initially charged in 10 ml of dichloromethane, 0.68 ml (4.8 mmol) of trifluoroacetic anhydride was added slowly at 0 C. and the mixture was stirred at 0 C. for 10 min (0700) 2) Under argon, 500 mg (4 mmol) of 5-methoxypyridin-3-ol were dissolved in a separate reaction flask in 10 ml of dichloromethane, and the solution from step 1) was added dropwise at -30 C. The reaction mixture was stirred in the thawing ice bath (not exceeding 0 C.) for 4 h. Kieselguhr was added and the reaction solution was concentrated at low temperature and purified by silica gel chromatography (mobile phase: cyclohexane/ethyl acetate: 9/1). This gave 637 mg of the target compound (94% of theory, purity 100%). (0701) LC-MS (Method 1): Rt=0.58 min (0702) MS (ESpos): m/z=171 (M+H)+ (0703) 1H-NMR (400 MHz, DMSO-d6): delta=3.90 (s, 3H), 7.11 (d, 1H), 7.78 (d, 1H), 11.35 (br. 1H).

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 109345-94-0, 5-Methoxypyridin-3-ol.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; VAKALOPOULOS, Alexandros; VALOT, Gaelle; LINDNER, Niels; FOLLMANN, Markus; WUNDER, Frank; STASCH, Johannes-Peter; MARQUARDT, Tobias; REDLICH, Gorden; DIETZ, Lisa; Ll, Volkhart Min-Jian; (94 pag.)US2017/57954; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem