Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 1060814-91-6, Ethyl 2-(4-bromopyridin-2-yl)acetate, 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, 1060814-91-6, blongs to pyridine-derivatives compound. Computed Properties of C9H10BrNO2

Step 2: 1 -(4-bromo-pyridin-2-yl)-cyclopropanecarboxylic acid ethyl ester; NaH (55% in mineral oil, 0.72 g) was added to a solution of (4-bromo-pyridin-2-yl)-acetic acid ethyl ester (1 .80 g) in N,N-dimethylformamide (20 mL) chilled in an ice bath. The resulting mixture was stirred for 10 min at room temperature and then cooled again in an ice bath. 1 ,2- Dibromoethane (0.70 mL) was added dropwise and the cooling bath was removed. The mixture was stirred at room temperature overnight. Brine was added and the resulting mixture was extracted with ethyl acetate. The combined extracts were washed with brine and dried (MgS04). The solvent was evaporated and the residue was chromatographed on silica gel (cyclohexane/ethyl acetate 95:5?1 :1 ) to give the title compound as an oil. Yield: 1 .28 g (64% of theory); Mass spectrum (ESI+): m/z = 270/272 (Br) [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,1060814-91-6, its application will become more common.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LEFTHERIS, Katerina; ZHUANG, Linghang; TICE, Colin, M.; SINGH, Suresh, B.; YE, Yuanjie; XU, Zhenrong; HIMMELSBACH, Frank; ECKHARDT, Matthias; WO2011/159760; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 945954-94-9, 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 945954-94-9, name is Methyl 6-bromo-3-methoxypicolinate. This compound has unique chemical properties. The synthetic route is as follows.

A solution of methyl 6-bromo-3 -methoxypicolinate (3.0 g, 12.19 mmol) and LiOH-H20 (1.4 g, 33.36 mmol) in 1,4-dioxane / H20 (15 mL / 15 mL) was stirred at RT overnight. The mixture was filtered and the filtrate was adjusted to pH = 3 by aqueous HC1 (2 M) and extracted with EtOAc. The combined organic phase was washed with brine, dried over Na2S04 and concentrated to give the crude product of 6-bromo-3-methoxypicolinic acid (2.1 g, yield: 73 %) without further purification. XH-NMR (CDC13, 400 MHz) delta 10.05 (br s, 1H), 7.70 (d, J = 8.8 Hz, 1H), 7.40 (d, J = 8.8 Hz, 1H), 4.01 (s, 3H). MS (M+H)+: 232 / 234.

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 945954-94-9, Methyl 6-bromo-3-methoxypicolinate.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; NARGUND, Ravi; XIAO, Dong; ZORN, Nicolas; DANG, Qun; MCCOMAS, Casey, C.; PENG, Xuanjia; LI, Peng; SOLL, Richard; WO2014/209727; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 185017-72-5, 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.185017-72-5, name is 3-Bromo-2-chloro-6-picoline, molecular formula is C6H5BrClN, molecular weight is 206.4676, as common compound, the synthetic route is as follows.

To a vial containing 3-amino-S -(3,5 -dimethylisoxazol-4-yl)benzonitrile (80 mg,0.375 mmol) was added toluene (2 mL), 3-bromo-2-chloro-6-methylpyridine (85 mg,0.413 mmol), cesium carbonate (244 mg, 0.750 mmol) and chloro(2-dicyclohexylphosphino-2? ,4? ,6 ? -triisopropyl- 1,1? -biphenyl) [2-(2? -amino- 1,1? -biphenyl)jpalladium(II) (CAS1310584-14-5, 7.4 mg, 9.38 imol). The reaction mixture was degassed by bubbling argon through the reaction mixture. The vial was capped with a pressure safe septum screw-cap and heated at 100 C. After 5 h, the reaction mixture was cooled, diluted with dichloromethane, and filtered through celite. The filtrate was concentrated and purified by silica gel chromatography to give 3-((2-chloro-6-methylpyridin-3-yl)amino)-5 -(3,5 -dimethylisoxazol-4-yl)benzonitrile (29 mg, 23%):HPLC: RT=0.93 mm (Waters Acquity UPLC BEH C18 1.7 um 2.0 x 50 mm, CH3CN/H20/0.05%TFA, 1 mm gradient, wavelength=254nm); MS (ES): m/z 339.1/340.9 35C1/37C1 [M+ljt

Statistics shows that 185017-72-5 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-2-chloro-6-picoline.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; QUESNELLE, Claude A.; HARIKRISHNAN, Lalgudi S.; HILL, Matthew D.; (180 pag.)WO2016/183114; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 103058-87-3, Adding some certain compound to certain chemical reactions, such as: 103058-87-3, name is 5-Bromo-2-methoxynicotinaldehyde,molecular formula is C7H6BrNO2, 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 103058-87-3.

To 5-bromo~2-methoxypyridine-3-carbaldehyde {1.5 g, 6.95 mmol) and diethyl (4- (4- ( fcert-butoxycarbonyl)piperazin- 1-yl) phenyl )methylphosphonate (2.39 g, 5.79 mmol) in anhydrous THF (50 mL) under nitrogen was added potassium tert-butoxide (1.30 g, 11.6 mmol) at rt over 5 min. After 3 h a further portion of the aldehyde (160 ialphag, 0.74 mmol) was added. After a further 30 min the reaction was concentrated and the residue purified by column chromatography (30% EtOAc in PE) to give the title compound (2.27 g, 83%) as a yellow oil. 1H NMR (CDCl3) 1.51 (9H, s), 3.24 (4H, t) , 3.68 (4H, t), 4.00 (3H, s), 7.02 (2H, d) , 7.11 (2H, m) , 7.49 (2H, d) , 7.89 (IH, s) , 8.07 (IH, s) .

According to the analysis of related databases, 103058-87-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2007/27528; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 58236-70-7, name is 5-Bromo-3-chloropyridin-2(1H)-one. A new synthetic method of this compound is introduced below., Quality Control of 5-Bromo-3-chloropyridin-2(1H)-one

36.0 g (172.7 mmol) of 5-bromo-3-chloro-2-hydroxypyridine are stirred at 160 C. for 6 hours in 320 ml of phosphorus tribromide. The reaction mixture is cooled to room temperature and poured carefully into ice water. After 2 hours, the mixture is extracted three times with 500 ml of dichloromethane in each case. The combined organic phases are washed with sodium bicarbonate solution until neutral, dried over Na2 SO4 and filtered, and the filtrate is evaporated to dryness. Chromatographic purification (silica gel/dichloromethane) gives 20.53 g of 3-chloro-2,5-dibromopyridine. STR14 m.p.: 40-41 C.

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, 58236-70-7, 5-Bromo-3-chloropyridin-2(1H)-one.

Reference:
Patent; Hoechst Aktiengesellschaft; US5629428; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 867279-13-8, 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 867279-13-8, name is 4-Bromo-2-chloro-5-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

4-Bromo-2-chloro-5-methylpyridine (600 mg, 2.9 mmol) was added to a mixture of4-(tert-butyl)-1H-imidazole (431 mg, 3.48 mmol) and C52CO3 (2.83 g, 8.7 mmol) in DMF (2 mL). The resulting solution was stirred at 100C overnight. The mixture was cooled to rt, diluted with EtOAc (100 mL), and washed with water (3OmLx2) and brine (3OmL). The organic layer was dried over Na2504, filtered, and concentrated in vacuo. Purification of theresidue on a silica gel column with 30% EtOAc/PE provided 400 mg (55%) of 4-(4-(tert- butyl)- 1H-imidazol- 1 -yl)-2-chloro-5 -methyl pyridine as a light yellow solid.

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 867279-13-8, 4-Bromo-2-chloro-5-methylpyridine.

Reference:
Patent; ENANTA PHARMACEUTICALS, INC.; WANG, Guoqiang; SHEN, Ruichao; LONG, Jiang; MA, Jun; XING, Xuechao; HE, Yong; GRANGER, Brett; HE, Jing; WANG, Bin; OR, Yat, Sun; (125 pag.)WO2018/209354; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 86847-84-9, 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. 86847-84-9, name is N-(6-Chloropyridin-2-yl)pivalamide, molecular formula is C10H13ClN2O, 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.

Preparation 10 : N-(6-Chloro-3 propionamide; To a dry solution of N-(6-chloropyridin-2-yl)-2,2-dimethyl propionamide (Preparation 9, 8.0g, 37.6mmol) in THF (12OmL), cooled to -780C, was added dropwise, a solution of tert- butyllithium in pentane (1.7M, 48.7mL, 82.8mmol) over 40min. The reaction was stirred at -780C for 3h before adding a solution of iodine (11.46g, 45.1mmol) in THF (4OmL) dropwise. The mixture was EPO brought up to rt and stirred for 16h. 2M HCl (3OmL) was added to the reaction, and after 20min the solvent was removed in vacuo. Crude material was partitioned between EtOAc (20OmL) and water (15OmL). Organics were separated and washed with 10% sodium thiosulfate solution (4xl00mL) then NaHCO3 solution (2xl00mL), dried (MgSO4) and the solvent removed in vacuo. The residue was purified by column chromatography (SiO2, CH2Cl2) to give the title compound, m/z (ES+) = 338.93 [M+ H]+.

According to the analysis of related databases, 86847-84-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PROSIDION LIMITED; WO2006/59164; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 717843-56-6, 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. 717843-56-6, name is 3-Bromo-2-methoxy-5-methylpyridine, molecular formula is C7H8BrNO, 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 172 (7bR,11aS)-N-(2-Methoxy-5-methyl-3-pyridinyl)-1,2,7b,8,9,10,11,11a-octahydro-4H-[1,4]oxazepino[6,5,4-hi]pyrido[4,3-b]indole-6-amine A solution of tert-butyl (7bR,11aS)-6-amino-1,2,7b,10,11,11a-hexahydro-4H-[1,4] oxazepino[6,5,4-hi]pyrido[4,3-b]indole-9(8H)Carboxylate from Example 56, Part B (968 mg, 2.81 mmol), 3-bromo-2-methoxy-5-methylpyridine (515 mg, 2.55 mmol), and NaOt-Bu (404 mg, 4.20 mmol) in anhydrous toluene (40 mL) was stirred under an argon atmosphere in a sealable test tube. The mixture was degassed with argon at 85 C. for 30 min then cooled to 50 C. Tris(dibenzylideneacetone)dipalladium(0) (62 mg, 67 mumol) and 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (84.0 mg, 135 mumol) were added; the reaction was sealed and heated at 85 C. for 16 h. The reaction was cooled to room temperature, diluted with EtOAc, filtered through a bilayer pad of diatomaceous earth and silica gel, and concentrated. Purification of the residue by flash column chromatography (silica gel, 10-50% EtOAc/hexanes) provided tert-butyl (7bR,11aS)-6-(2-methoxy-5-methyl-3-pyridinyl)amino-1,2,7b, 10,11,11 a-hexahydro-4H-[1,4]oxazepino[6,5,4-hi]pyrido[4,3-b]indole-9(8H)-carboxylate (1.16 g, 89%). A solution of the intermediate in CH2Cl2 (20 mL) at -10 C. was treated with TFA (6 mL) and stirred for 1 h. Upon concentration in vacuo, the residue was partitioned between a 1:1 solution of CH2Cl2/satd NaHCO3 (100 mL). The aqueous phase was extracted with CH2Cl2 (4*75 mL). The combined organic phases were dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by flash column chromatography [silica gel, 5-50% (80:18:2 CHCl3/MeOH/concd NH4OH)/CH2Cl2]and trituration with CH2Cl2/Et2O/hexanes provided the title compound of Example 172 (590 mg, 65%) as a tan solid: mp 122-124 C.; 1H NMR (300 MHz, CDCl3) delta 7.40 (s, 1H), 6.99 (s, 1H), 6.88 (s, 1H), 6.77 (s, 1H), 5.84 (br s, 1H), 4.75 (d, J=14.1 Hz, 1H), 4.58 (d, J=14.1 Hz, 1H), 4.3414.16 (m, 1H), 4.01 (s, 3H), 3.89-3.69 (m, 1H), 3.58-3.39 (m, 1H), 3.38-3.13 (m, 2H), 3.11-2.99 (m, 1H), 2.98-2.85 (m, 2H), 2.81-2.68 (m, 1H), 2.61-2.42 (m, 1H), 2.19 (s, 3H), 2.01-1.77 (m, 3H); ESI MS m/z 367 [C21H26N4O2+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 717843-56-6, 3-Bromo-2-methoxy-5-methylpyridine.

Reference:
Patent; Bristol-Myers Squibb Company; US6849619; (2005); B2;,
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. 56149-30-5, name is 2-Chloro-N-(4-methoxyphenyl)nicotinamide, the common compound, a new synthetic route is introduced below. Formula: C13H11ClN2O2

B. N-(4-Methoxyphenyl)-2-[1-(4-pyridyl)piperidin-4-yl-methyl]aminopyridine-3-carboxamide. A pressure tube (Aldrich) was charged with 2-chloro-N-(4-methoxyphenyl)pyridine-3-carboxamide (139 mg, 0.524 mmol), 1-(4-pyridyl)piperidine-4-methylamine (100 mg, 0.524 mmol), triethylamine (0.22 mL), and ethanol (3 mL). The mixture was placed in a 110 C. bath for 5 days. The mixture was concentrated and the residue purified by RPHPLC, yielding 52 mg (24%) of the title compound as a hydrochloride salt. 1NMR, IR; IS-MS, m/e 418 (m+1); Analysis for C25H26N5O2.2HCl: Calcd: C, 58.78; H, 5.96; N, 14.28; Found: C, 58.74; H, 5.90; N, 13.91.

The synthetic route of 56149-30-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eli Lilly and Company; US6610704; (2003); B1;,
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. 55404-31-4, name is 3-Bromo-2-chloro-4-methylpyridine, molecular formula is C6H5BrClN, 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. Quality Control of 3-Bromo-2-chloro-4-methylpyridine

(2) Synthesis of 3-bromo-2-methoxy-4-methylpyridine 3-bromo-2-chloro-4-methylpyridine (1 g) was added to DMF (5.6 mL). Sodium methoxide (28% solution in methanol, 4.6 mL) was added to the solution, and the mixture was stirred at 100 C. for 12 hours. The reaction mixture was partitioned by adding ethyl acetate and water. The organic layer was dried over anhydrous magnesium sulfate. The desiccant was removed by filtration, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 5% to 30%) to give the title compound (1.1 g). 1H-NMR (400 MHz, CDCl3) delta (ppm): 2.40 (s, 3H), 4.00 (s, 3H), 6.77 (d, J=5.1 Hz, 1H), 7.94 (d, Hz, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 55404-31-4.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; Norimine, Yoshihiko; Takeda, Kunitoshi; Hagiwara, Koji; Suzuki, Yuichi; Ishihara, Yuki; Sato, Nobuaki; US2013/143907; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem