Day: March 18, 2022

Adding a certain compound to certain chemical reactions, such as: 1000341-55-8, 6-Chloro-3-iodo-1H-pyrrolo[3,2-c]pyridine, 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, SDS of cas: 1000341-55-8, blongs to pyridine-derivatives compound. SDS of cas: 1000341-55-8

Into a 100 mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was added a solution of 6-chloro-3-iodo-lH-pyrrolo[3,2-c]pyridine (1.70 g, 6.10 mmol) in N,N-dimethylformamide (20.0 mL) followed by sodium hydride (600 mg, 25.0 mmol). This was followed by addition of 2-iodopropane (2.20 g, 12.9 mmol) dropwise with stirring at 0 C. The reaction mixture was stirred for 16 h at room temperature. The reaction was then quenched by addition of water (50mL). The resulting solution was extracted with ethyl acetate (3×50 mL) and the organic layers were separated and combined. The combined organic layer was washed with brine (100 mL), dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by silica gel chromatography with ethyl acetate/petroleum ether (1 :7) to afford the title compound (1.40 g, 72.0 %) as a yellow solid. LCMS (ESI): RT (min) = 1.549, [M+H]+ = 321, method = M.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1000341-55-8, 6-Chloro-3-iodo-1H-pyrrolo[3,2-c]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; GENENTECH, INC.; BRYAN, Marian C.; CHAN, Bryan; HANAN, Emily; HEFFRON, Timothy; PURKEY, Hans; ELLIOTT, Richard Leonard; HEALD, Robert; KNIGHT, Jamie; LAINCHBURY, Michael; SEWARD, Eileen M.; WO2014/81718; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 351227-42-4, Adding some certain compound to certain chemical reactions, such as: 351227-42-4, name is 6-Chloro-4-iodopyridin-3-amine,molecular formula is C5H4ClIN2, 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 351227-42-4.

Route B : A mixture of 6-chloro-4-iodopyridin-3-ylamine (Preparation 8, 0.33g, 1.30mmol), pyruvic acid (0.27mL, 3.89mmol), DABCO (0.44g, 3.89mmol) and palladium acetate (0.015g, 0.07mmol) in dry DMF was stirred vigorously and degassed with argon for 15min. The reaction mixture was heated to 1070C for 5h. The reaction mixture was allowed to cool to rt and stirred for 16h. The volatiles were removed under reduced pressure and the residue partitioned between EtOAc (10OmL) and water (5OmL). The layers were separated and the aqueous extracted with EtOAc (2x50mL). The combined organics were extracted with aqueous NaOH (2M, 3x70mL). The combined aqueous extracts were acidified to pH 4 by careful addition of glacial acetic acid, then extracted with EtOAc (3x60mL). The combined organics were washed with brine (5OmL), dried (MgSO4), filtered and concentrated in vacuo to give the title compound as a brown solid. RT=2.72min, m/z (ES+) =197 [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. 351227-42-4, 6-Chloro-4-iodopyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PROSIDION LIMITED; WO2006/59164; (2006); 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. 92138-35-7, name is 6-Chloro-3-nitropyridin-2(1H)-one. A new synthetic method of this compound is introduced below., Recommanded Product: 6-Chloro-3-nitropyridin-2(1H)-one

Intermediate 63-Aminopyridin-2(l//)-one hydrochlorideTo a stirred solution of 6-chloro-3-nitropyridin-2(lH)-one (Intermediate 5, 3.5 g, 20 mmol) in ethyl acetate (50 mL) was added SnCl2.H2O(32 g, 142 mmol) in portions over a period of 15 min at room temperature, then the mixture was re fluxed at 80 0C for 3 h. The reaction mixture was cooled to room temperature, diluted with ethyl acetate (200 mL) and neutralized with solid NaHCO3 (50 g). The mixture was filtered and the solids were washed with ethyl acetate (2 x 50 mL). The filtrate was concentrated to remove ethyl acetate under vacuum and the residue was taken in ice cold dioxane (20 mL). 4N HCl in dioxane (10 mL) was added and the mixture was concentrated to give desired product in 95%yield (3.5 g, 19 mmol).MS (ES): 143.2 (M-I) for C5H5ClN2O1H-NMR (CDCl3, 300 MHz): delta 4.20 (br s, 2H), 6.20 (d, J= 7.6 Hz, IH), 6.59 (d, J= 7.6 Hz,IH).

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, 92138-35-7, 6-Chloro-3-nitropyridin-2(1H)-one.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/27732; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 3678-62-4, 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.3678-62-4, name is 2-Chloro-4-methylpyridine, molecular formula is C6H6ClN, molecular weight is 127.57, as common compound, the synthetic route is as follows.

lOg of 1.-.2-Ghlar6-4-methylpyridine are ”dissolved in 50 ml.’of ‘-CH3CN.’ and- heated to’?? 85C. Then a mixture of 32g -N-“Chlorosuccinimid and l,6g”AIBN is added over a period of 5 minutes. -The resulting- mixture is refluxed . for two?hours,- -then the solvent is removed in vacuo, the residue treated ? with 100ml of CH2C12 ?? and washed with water 2.’times.”The organic phases ‘are collected, dried over Na2S04 and the residue obtained after evaporation of the solvent-is- distilled (80C, 100 mTorr) . Yield 79%

The chemical industry reduces the impact on the environment during synthesis 3678-62-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; AVENTIS PHARMA S.A.; WO2006/10642; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 89488-30-2 ,Some common heterocyclic compound, 89488-30-2, molecular formula is C6H6BrNO, 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.

5-Bromo-1,3-dimethyl-1H-pyridin-2-one B-1 To a suspension of 5-bromo-2-hydroxy-3-methyl pyridine A1 (1.000 g; 5.053 mmol) and potassium carbonate (1.397 g; 10.105 mmol) in DMF (5.000 ml) is carefully added iodomethane (0.346 ml; 5.558 mmol). The reaction mixture is stirred overnight (16 h) at room temperature. The reaction mixture is then quenched with 10% ammonia solution (10 ml) and 30 ml water is added. It is extracted with 3*50 ml EtOAc. The combined organic layer is dried with Na2SO4, filtered and concentrated under reduced pressure to afford the product. Yield: 98% (1.0 g; 4.95 mmol) HPLC-MS: (M+H)+=202/204; tRet=0.65 min; method LCMS BAS1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89488-30-2, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ENGELHARDT, Harald; MARTIN, Laetitia; SMETHURST, Christian; US2015/51208; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 403-45-2, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 403-45-2 as follows.

To a stirred and refluxed solution of 6-fluoro-nicotinic acid (0.092 g, 6.52 mmol) in benzene and 2-methyl-propan-2-ol (2: 1,15 : 7 mL) was added dropwise N, N- [DIMETHYLFORMAMIDE] di-tert-butyl acetal (8.2 mL, 29.6 mmol). The reaction mixture was refluxed for 3 hours, cooled to room temperature and partitioned between aqueous [NAHC03] and dichloromethane. The organic layer was washed with water and brine, dried [(MGS04),] filtered, concentrated under reduced pressure and purified by flash chromatography with 15% to 30% ethyl acetate in hexane to provide the titled compound. MS (CI) m/z 197 (M+1) [+] [; IH] NMR (300 MHz, CDC13) [5] ppm 8.82 (d, 1H), 8.38 (m, 1H), 6.98 (d, [1H),] 1.64 (s, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,403-45-2, its application will become more common.

Reference:
Patent; ABBOTT LABORATORIES; WO2004/26822; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 22620-34-4, 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 22620-34-4, name is (5-Chloro-3-pyridinyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of (5-chloropyridin-3-yl)methanol (292 mg, 2.03 mmol) in dry DCM (10 ml) Mn02 (3.54 g, 40.6 mmol) was added. The mixture was stirred at rt o.n. The solid was filtered (washing with DCM) and the solution was evaporated to dryness to give the title compound (128 mg, 0.9 mmol, purity: 85 % by NIVIR, recovery: 44 %). MS (m/z) 142, 144(M+H).

According to the analysis of related databases, 22620-34-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ANDERSON, Niall Andrew; BANDYOPADHYAY, Deepak; DAUGAN, Alain Claude-Marie; DONCHE, Frederic G.; EIDAM, Patrick M.; FAUCHER, Nicolas Eric; GEORGE, Nicolas S.; HARRIS, Philip Anthony; JEONG, Jae U.; KING, Bryan W.; SEHON, Clark A.; WHITE, Gemma Victoria; WISNOSKI, David Duff; (177 pag.)WO2016/185423; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 880870-13-3, 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. 880870-13-3, name is 5-Bromo-2-chloro-4-methoxypyridine, molecular formula is C6H5BrClNO, 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 solution of 5-bromo-2-chloro-4-methoxypyridine (5.0 g, 22.48 mmol) in DMF (80 mL) was purged with nitrogen for 15 minutes. At this point, Zn(CN)2 (3.96 g, 33.7 mmol) andPd(Ph3P)4 (2.60 g, 2.25 mmol) were added, successively. The resulting suspension was stirred at 95 C for 12 hours under nitrogen atmosphere. The reaction mixture was cooled to ambient temperature, and filtered to remove inorganic solid. The solvent (DMF) was evaporated to provide the crude residue as an oil, which was purified on silica gel and eluted with 0-30% ethyl acetate / hexanes to afford the product.? NMR (500 MHz, DMSO-<¾), delta 8.69 (s, 1H), 7.50 (s, 1H), 4.04 (s, 3H); LC/MS (M+l)+ = 169. According to the analysis of related databases, 880870-13-3, the application of this compound in the production field has become more and more popular. Reference:
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn, P.; PASTERNAK, Alexander; DEJESUS, Reynalda, K.; TANG, Haifeng; PIO, Barbara; SHAHRIPOUR, Aurash; BELYK, Kevin, M.; CHOBANIAN, Harry, R.; GUO, Yan; FRIE, Jessica, L.; SHI, Zhi-Cai; CHEN, Helen; BLIZZARD, Timothy, A.; CATO, Brian; WO2013/66714; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 89466-17-1, 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 89466-17-1, name is 6-Bromo-5-methylpyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of 0.052 g ammonium chloride (1 mmol) in 4 mL water or methanol was added isocyanide (1.2 mmol), aromatic aldehyde (1.1 mmol), and 2-aminopyridine (1 mmol) and sealed in stainless steel autoclave with a Teflon-coated, and then the autoclave was put in the oven at 75oC in 2 h. The autoclave was taken out and cooled to room temperature. The reaction mixture was put into 30 mL cooled water to afford the product as a precipitate. The solid residue was filtered and crystallized from ethyl acetate to give products.

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 89466-17-1, 6-Bromo-5-methylpyridin-2-amine.

Reference:
Article; Yang, Xiaohui; Shang, Qianqian; Bo, Caiying; Hu, Lihong; Zhou, Yonghong; Arkivoc; vol. 2018; 5; (2018); p. 184 – 193;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 89282-03-1, 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.89282-03-1, name is 3-Iodopyridin-4-ol, molecular formula is C5H4INO, molecular weight is 221, as common compound, the synthetic route is as follows.

General procedure: In a pressure tube, a suspension of 5% Pd/C (5 mol%), 2-bromo-3-hydroxypyridine (0.5 mmol), LiCl (0.5 mmol),cesium carbonate (1 mmol), and terminal alkyne (1.0 mmol)in DMF (3 mL) was stirred for designated period at 150 C.The reaction mixture was filtered, and neutralized with saturatedNH4Cl solution, followed by extraction with ethyl acetate.The crude product was purified by columnchromatography with the use of hexane and ethyl acetate aseluents.The following compounds were prepared with abovedescribed general procedure.

Statistics shows that 89282-03-1 is playing an increasingly important role. we look forward to future research findings about 3-Iodopyridin-4-ol.

Reference:
Article; Park, Hee Jung; Kim, Ji-Eun; Yum, Eul Kgun; Kim, Young Hoon; Han, And Chang-Woo; Bulletin of the Korean Chemical Society; vol. 36; 1; (2015); p. 211 – 218;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem