Tag: M.W:200-300

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. 851607-27-7, name is 5-Bromo-4-chloro-2-methoxypyridine. A new synthetic method of this compound is introduced below., Quality Control of 5-Bromo-4-chloro-2-methoxypyridine

An eighth exemplary Intermediate D, Intermediate D-8, may be used to synthesize compounds of formula I, wherein R1 is heteroaryl substituted with two R4 substituents. To a solution of //-butyllithium (2.50 M, 1.80 mL, 1.00 equiv) was added dropwise over one min to i- PrMgCl (2.00 M, 1.12 mL, 0.500 equiv) in THF (12 mL) at 0 C under a nitrogen atmosphere. The mixture was stirred at 0 C for 5 min followed by the addition of 5-bromo-4-chloro-2- methoxy-pyridine (1.00 g, 4.50 mmol, 1.00 equiv) after which the mixture was stirred at 0 C for 45 min. To this solution was added 2-isopropoxy-4, 4, 5, 5-tetramethyl-l, 3, 2-dioxaborolane (836 mg, 4.50 mmol, 917 uL, 1.00 equiv) and the mixture stirred for an additional 15 min prior to stirring at 20 C for 3 h. The reaction mixture was quenched by the addition of satd aq ammonium chloride (20.0 mL) at 20 C and was extracted with ethyl acetate (20.0 mL x 3). The combined organic layers were washed with brine (10.0 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford 4-chloro-2-methoxy-5-(4, 4, 5, 5-tetramethyl-l, 3, 2-dioxaborolan-2-yl)pyridine (1.00 g, 3.71 mmol, 82.5% yield) as a gray solid, which used for the next step without further purification. 1H NMR (400 MHz, CDCl3) d = 8.47 (s, 1H), 6.77 (s, 1H), 3.97 (s, 3H), 1.38 (s, 12H).

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, 851607-27-7, 5-Bromo-4-chloro-2-methoxypyridine.

Reference:
Patent; MIRATI THERAPEUTICS, INC; MARX, Matthew, Arnold; LEE, Matthew, Randolph; BOBINSKI, Thomas, P.; BURNS, Aaron, Craig; ARORA, Nidhi; CHRISTENSEN, James, Gail; KETCHAM, John, Nichael; (225 pag.)WO2019/152419; (2019); A1;,
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. 936011-17-5, name is 5-Bromo-2-methoxyisonicotinaldehyde. A new synthetic method of this compound is introduced below., Recommanded Product: 5-Bromo-2-methoxyisonicotinaldehyde

General procedure: In a round-bottom flask, to aldehyde (1.0 mmol) in DMF(1 mL) was added sulfinamide (2 or 2a) (1.5 mmol) followed by DBU (1.5 mmol). The solution was allowed to stirat room temperature for 2-10 h. The progress of the reaction was monitored by TLC. After complete conversion, the reaction mixture was diluted with ethyl acetate and washed with water. The organic layer was dried over anhydrous sodium sulfate, filtered, and evaporated. The crude product was subjected to column chromatography on silica gel (eluent:petroleum ether/ethyl acetate = 80:20) to provide the corresponding N-sulfinyl imines.

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, 936011-17-5, 5-Bromo-2-methoxyisonicotinaldehyde.

Reference:
Article; Ramaiah, Manjunatha M; Shubha, Priya Babu; Prabhala, Pavan Kumar; Shivananju, Nanjunda Swamy; Journal of Chemical Research; vol. 44; 1-2; (2020); p. 72 – 79;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1111637-94-5 ,Some common heterocyclic compound, 1111637-94-5, molecular formula is C8H7BrN2, 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.

A solution of 19 (205.4 mg, 0.909 mmol) and 40 (150 mg, 0.909 mmol) in toluene/ ethanol (4 mL: 1 mL) was added sodium carbonate (190.8 mg, 1.818 mmol). The reaction was degassed and purged with nitrogen for 10 min. Pd(dppf)Cl2 (37.1 mg, 0.0454 mmol) was added to the reaction, which was degassed and purged with nitrogen for another 10 min, heated to 90 C. under sealed condition overnight, then allowed to cool to rt, and diluted with chloroform. The organic layer was filtered through Celite plug and concentrated to get the crude, which was purified through flash chromatography by using 100-200 mesh silica gel. The compound was eluted in 50% ethyl acetate in hexane as off-white solid 88.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1111637-94-5, its application will become more common.

Reference:
Patent; ARRIEN PHARMACEUTICALS LLC; Vankayalapati, Hariprasad; Yerramreddy, Venkatakrishnareddy; Gangireddy, Paramareddy; Appalaneni, Rajendra P.; US2014/315909; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6945-67-1, 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.6945-67-1, name is 2-Bromo-4-nitropyridine, molecular formula is C5H3BrN2O2, molecular weight is 202.99, as common compound, the synthetic route is as follows.

Into a 250-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a mixture of 4-[[4-nitro-3-(trifluoromethyl)phenyl] amino]cyclohexan-l-ol (12 g, 39 mmol, 1.3 eq.) in N-dimethylformamide (100 mL), sodium hydride (1.9 g, 79 mmol, 2 eq.), and 2-bromo-4-nitropyridine (6.2 g, 31 mmol). The resulting solution was stirred for 1.5 hours at room temperature in an oil bath. The reaction was then quenched by the addition of 200 mL of water. The resulting solution was diluted with 200 mL of ethyl acetate. The resulting mixture was washed with water and then brine. The organic layer was dried over anhydrous sodium sulfate. The solids were filtered out and the solution was concentrated under vacuum to provide 10 g (56%) of aniline as a yellow solid.

The chemical industry reduces the impact on the environment during synthesis 6945-67-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERIAL INC.; LONG, Alan; WILKINSON, Douglas, Edward; (224 pag.)WO2016/118638; (2016); 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 84487-15-0, name is 2-Bromo-5-nitropyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-Bromo-5-nitropyridin-4-amine

Synthesis of 323-1. To a mixture of 323-0 (1.00 g, 4.6 mmol), 4-fluorophenylboronic acid (773 mg, 5.5 mmol) and Cs2CO3 (3.00 g, 9.2 mmol) in dioxane/H2O (20 mL/4 mL) was added Pd(PPh3)4 (531 mg, 0.5 mmol) under N2 atmosphere. The mixture was stirred at 95 C for 2 hours and then concentrated in vacuo. The residue was dissolved with EtOAc (60 mL) and the resulting solution was washed with brine (20 mL × 3). The organic layer was dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography on silica gel (DCM : MeOH = 100 : 1 ~ 50 : 1) to give 323-1 (1.00 g, 93 %) as a yellow solid.

With the rapid development of chemical substances, we look forward to future research findings about 84487-15-0.

Reference:
Patent; RODIN THERAPEUTICS, INC; JEFSON, Martin, R.; LOWE, John, A., III; DEY, Fabian; BERGMANN, Andreas; SCHOOP, Andreas; FULLER, Nathan, Oliver; (165 pag.)WO2017/7756; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1256810-26-0 ,Some common heterocyclic compound, 1256810-26-0, molecular formula is C7H6BrNO3, 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.

A mixture of 6-bromo-3-methoxypicolinic acid (1.84 g, 7.93 mmol) and 3- fluorobenzene-l,2-diamine (1.0 g, 7.93 mmol) was stirred in PPA (3 mL) on a pre-heated oil- bath at 120 C for 14 h. The mixture was poured to ice-water and basified to pH = 8 with Na2C03. Then the mixture was filtrated to collect the brown solid as 6-bromo-2-(4-fluoro-lH- benzo[d]imidazol-2-yl)pyridin-3-ol (900 mg, yield: 37%). The filtrated was extracted with ethyl acetate, and the organic layer was washed with brine and dried over Na2S04. After concentrated, the residue was purified by column chromatography to give the product of 2-(6-bromo-3- methoxypyridin-2-yl)-4-fluoro-lH-benzo[d] imidazole (350 mg, yield: 14%). 1H- MR (CDC13, 400 MHz) delta 10.43-10.56 (m, 1H), 7.46 (d, J= 8.8 Hz, 1H), 7.33 (d, J= 8.8 Hz, 1H), 7.21-7.30 (m, 2H), 6.90-6.98 (m, 1H), 4.05 (s, 3H). MS (M+H) : 322 / 324.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1256810-26-0, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; HE, Shuwen; DAI, Xing; PALANI, Anandan; NARGUND, Ravi; LAI, Zhong; ZORN, Nicolas; XIAO, Dong; DANG, Qun; LI, Peng; PENG, Xuanjia; SOLL, Richard; WO2014/121418; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 62674-71-9, 2-Iodo-6-methylpyridine, 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, Safety of 2-Iodo-6-methylpyridine, blongs to pyridine-derivatives compound. Safety of 2-Iodo-6-methylpyridine

The title compound was prepared following the procedure reported above for the compound of Example 1 replacing Compound llOa for Compound la and 2-iodo-6-methylpyridine for 3-chlorobenzoyl chloride. After the usual work-up, the reaction crude was purified by automated flash chromatography (SP1® Biotage, 10 g SNAP column) eluting with PE – EtOAc gradient from 9:1 to 6:4 affording the title product as a dense colourless oil (77.8 percent). E/Z mixture 55:45 (1H-NMR).UPLC-MS [M+H]= 353.16, 353.231H NMR (400 MHz, CHLOROFORM-d) mix of isomers oe ppm 7.57 (br s, 2 H), 7.20 – 7.27 (m, 2 H), 7.10 (br d, 2 H), 5.69 (s, 1 H) and 5.62 (s, 1 H), 3.26 – 3.41 (m, 4 H), 2.82 (s, 2 H), 2.59 (br s, 6 H), 2.51 (s, 2 H) and 2.53 (br s,2 H), 2.23 – 2.34 (m, 4 H), 2.21 (m, 2 H) and 1.94 – 2.12 (m, 4 H), 1.62 – 1.81 (m, 4 H), 1.49 (m, 18 H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62674-71-9, 2-Iodo-6-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; RECORDATI INDUSTRIA CHIMICA E FARMACEUTICA SPA; RIVA, Carlo; GRAZIANI, Davide; LONGHI, Matteo; CALLEGARI, Elisa; FRIGERIO, Fabio; ANGELICO, Patrizia; (197 pag.)WO2019/2571; (2019); 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. 800401-70-1, name is Ethyl 5-bromo-1H-pyrrolo-[2,3-c]-pyridine-2-carboxylate, molecular formula is C10H9BrN2O2, 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: C10H9BrN2O2

Sodium hydroxide solution (L. lmL, 2M, 2.23mmol) was added to a solution of 5-BROMO-LH-PYRROLO [2,3-c] pyridine-2-carboxylic acid ethyl ester (Preparation 26, 500MG, 1. 86MMOL) in ethanol (20mL), and the reaction mixture heated under reflux for 1. 5h and then concentrated in vacuo. The residue was dissolved in water (15ML) and acidified with acetic acid resulting in formation of a brown precipitate. The solid was collected by filtration and dried to give the title compound as a brown SOLID. AH (d6 DMSO): 7.08 (1H, s), 7.97 (1H, s), 8.60 (1H, s); m/z (ES+) = 241 [M+ H] +.

With the rapid development of chemical substances, we look forward to future research findings about 800401-70-1.

Reference:
Patent; OSI PHARMACEUTICALS, INC.; WO2004/104001; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1187322-51-5, 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.1187322-51-5, name is 6-Amino-5-iodonicotinonitrile, molecular formula is C6H4IN3, molecular weight is 245.02, as common compound, the synthetic route is as follows.

b) Synthesis of 6-amino-5-(4-fluorophenylethynyl)nicotinonitrile The iodine compound prepared above (300 mg), copper(I) iodide (20 mg) and caesium carbonate (1.7 g) are combined in a three-necked flask and dried at 100 C. in vacuo for 1 h. THF (50 ml), 1-ethyne-4-fluorobenzene (250 mg) and Pd(dppf)2Cl2*CH2Cl2 (78 mg) are subsequently added under nitrogen. The batch is stirred at 100 C., during which a black suspension forms. For work-up, the cooled reaction mixture is added to water and subsequently extracted with ethyl acetate. The organic phase is dried and evaporated. The residue is purified by chromatography, giving 220 mg of the title compound. HPLC [Rt] 3.31 min; [M+H]+238.

The chemical industry reduces the impact on the environment during synthesis 1187322-51-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK PATENT GMBH; Heinrich, Timo; Rohdich, Felix; Esdar, Christina; Krier, Mireille; Greiner, Hartmut; US2015/218155; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 124236-37-9, Methyl 5-(trifluoromethyl)picolinate, 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, Quality Control of Methyl 5-(trifluoromethyl)picolinate, blongs to pyridine-derivatives compound. Quality Control of Methyl 5-(trifluoromethyl)picolinate

5-trifluoromethyl-2-pyridine carboxylic acid methyl ester (m) (1.03g, 5 . 0mmol) and meta-chloroperoxybenzoic acid (1.2g, 7 . 0mmol) dissolved in dichloromethane (15 ml) stirred at 60 C for 6 hours, to remove the solvent by silica gel column chromatography purification to obtain the product (n) (387 mg, 1 . 8mmol).

The synthetic route of 124236-37-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Jikai Medical Technology Co., Ltd.; Ge, Yu; (54 pag.)CN105218523; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem