Tag: M.W:200-300

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. 179687-79-7, name is 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine, molecular formula is C12H9ClN2O3, 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. COA of Formula: C12H9ClN2O3

2-CHLORO-4-NITRO PHENOL 10G (57.6 MMOL, 1EQ), 2-PYCOLYL CHLORIDE hydrogen chloride 9.45g (57.6 mmol, 1 eq) cesium carbonate 41.3 (126.8 mmol, 2.2 eq) and sodium iodide 8. 64G (57.6 mmol, 1 eq) were suspended in 200 mL acetonitrile. The reaction mixture was stirred at 60C for 5h. The resulted suspension was filtered and washed with 400 mL water, YIELDING 2- (2-CHLORO-4-NITRO-PHENOXYMETHYL)-PYRIDINE (8G, 52%) as a red solid. 2- (2-CHLORO-4-NITRO-PHENOXYMETHYL)-PYRIDINE (8 g, 30. 2MMOL, 1 eq) and 8. 44g iron (151.1 mmol, 5 eq) were mixed in 100 mL acetic acid and 50 mL ethyl acetate and were stirred at rt overnight. The reaction mixture was filtered through celite pad. The filtrate was concentrated in vacuo and neutralized with sat. NA2CO3 solution. The solution was extracted with ethyl acetate and the organic layer was washed with brine and concentrated in vacuo. The resulting crude material was purified by flash chromatography eluting with 30% ethyl acetate/hexane yielding 3. 2G of 3-Chloro-4- (pyridin-2-ylmethoxy)-phenylamine as a white solid (52%). 1H-NMR (CDCL3) No. 5.18 (s, 2H), 6.50 (dd, 1H), 6.76 (d, 1H),. 6.80 (d, 1H), 7.22 (m, 1 H), 7.64 (d, 1H), 7.73 (td, 1H), 8.55 (m, 1H) ; LCMS RT = 0.89 min; [M+H]+= 235.1.

With the rapid development of chemical substances, we look forward to future research findings about 179687-79-7.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2005/10008; (2005); 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. 23056-47-5, name is 2-Bromo-4-methyl-5-nitropyridine, molecular formula is C6H5BrN2O2, 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. Recommanded Product: 23056-47-5

A suspension of 2-bromo-4-methyl-5-nitropyridine (XIV) (200 g, 921 mmol, 1.00 eq) and NH4C1 (240 g, 4.49 mol, 4.87 eq) in EtOH (3.50 L) and water (150 mL) was heated with stirring to 50C. To this mixture was added Fe (120 g, 2.15 mol, 2.33 eq) and HC1 (10.2 g, 279 mmol, 0.30 eq). The suspension was then heated to 80C for another 3 h. The reaction was cooled to 25C and filtered through a plug of Celite. The filtrate was concentrated under reduced pressure to yield a residue that was taken up in EtOAc (1 Lx 3) and washed with brine. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to give 6- bromo-4-methylpyridin-3-amine (XV) as brown solid (167.9 g, 898 mmol, 97.4% yield) which was used for the next step without any purification. ?H NMR (CDC13, 400 MHz) ppm 2.15 (s, 3H), 3.44 (br s, 2H), 7.14 (s, 1H), 7.78 (s, 1H); ESIMS found for C6H7BrN2 mlz 186.8 (M+H).

With the rapid development of chemical substances, we look forward to future research findings about 23056-47-5.

Reference:
Patent; SAMUMED, LLC; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (271 pag.)WO2017/24026; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 685115-77-9, Adding some certain compound to certain chemical reactions, such as: 685115-77-9, name is 1-(3,5-Dichloropyridin-4-yl)piperidine-4-carboxamide,molecular formula is C11H13Cl2N3O, 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 685115-77-9.

To a solution of 1-(3,5-dichloropyridin-4-yl)piperidine-4-carboxamide 23 (40 mg, 0.15 mmol) in THF (2 mL) was added Lawesson’s reagent (71 mg, 0.18 mmol) and the mixture was heated at reflux for 2.5 h. After cooling to r.t. the mixture was poured into a saturated solution of sodium hydrogen carbonate (20 mL) and extracted with EtOAc (2 x 20 mL). The combined organic extracts were washed with water (20 mL), brine (20 mL), dried (MgSO4) and concentrated under reduced pressure. The crude product was purified by flash column chromatography on silica gel (CH2Cb, MeOH, 99:1 ) to furnish the title compound as a white solid (21 mg, 40%), m/z (ESI) C11H14CI2N2S requires 290.0280 found [M+H]+ 290.0280.

According to the analysis of related databases, 685115-77-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; McDONALD, Edward; BLAGG, Julian; PICHOWICZ, Mark; CRUMPLER, Simon Ross; WO2010/41054; (2010); 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. 1018505-59-3, name is 5-(4-Ethylpiperazin-1-yl)pyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 1018505-59-3

A solution of 5-(4-ethylpiperazin-1-yl)pyridin-2-amine (185 mg, 0.90 mmol), 4-bromo-6-chloro-2-methylpyridazin-3(2H)-one (200 mg, 0.90 mmol) cesium carbonate (1.02 g, 3.13 mmol) and 4,5-bis(diphenylphosphino)-9,9-dimethlxanthene (77.7 mg, 0.13 mmol) in dioxane (10 ml) was flushed with argon before tris(dibenzylideneacetone)dipalladium(0) (61.5 mg, 0.07 mmol) was added and the resulting solution was heated at 90 C. for 18 h. The mixture was cooled to room temperature and diluted with dichloromethane and water. The layers were separated and the aqueous layer was extracted with dichloromethane (2*25 mL). The organic layers were combined, dried over magnesium sulfate. The resulting mixture was filtered and concentrated in vacuo. The residue was triturated with methanol and dichloromethane and filtered, washed with ether and dried to give 6-chloro-4-[5-(4-ethyl-piperazin-1-yl)-pyridin-2-ylamino]-2-methyl-2H-pyridazin-3-one (138 mg, 44%) as a yellow solid.

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, 1018505-59-3, 5-(4-Ethylpiperazin-1-yl)pyridin-2-amine.

Reference:
Patent; Berthel, Steven Joseph; Billedeau, Roland Joseph; Brotherton-Pleiss, Christine E.; Firooznia, Fariborz; Gabriel, Stephen Deems; Han, Xiaochun; Hilgenkamp, Ramona; Jaime-Figueroa, Saul; Kocer, Buelent; Lopez-Tapia, Francisco Javier; Lou, Yan; Orzechowski, Lucja; Owens, Timothy D.; Tan, Jenny; Wovkulich, Peter Michael; US2012/40949; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 639091-75-1, 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.639091-75-1, name is Methyl 2-(Boc-amino)isonicotinate, molecular formula is C12H16N2O4, molecular weight is 252.27, as common compound, the synthetic route is as follows.

To a solution of C-2 (239.0 g, 0.95 mol) in THF (2400 mL) was added a solution of lithium hydroxide (45.6 g, 1.9 mol) in water (600 mL). The mixture was stirred at rt overnight, and then diluted with water (1500 mL). Most of the THF was removed under reduced pressure. The pH of the mixture was adjusted to 3 with citric acid (saturated). The precipitated product was collected and dried to give C-3 (253.0 g, crude). MS (ESI) calculated for (C11H14N2O4) [M-H] , 237.1; found, 237.0.

The chemical industry reduces the impact on the environment during synthesis 639091-75-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NURIX THERAPEUTICS, INC.; BARSANTI, Paul A.; BENCE, Neil F.; GOSLING, Jennifa; SAHA, Anjanabha; TAHERBHOY, Asad M.; ZAPF, Christoph W.; BOYLE, Kathleen; CARDOZO, Mario; MIHALIC, Jeffrey; LAWRENZ, Morgan; GALLOP, Mark; BRUFFEY, Jilliane; CUMMINS, Thomas; ROBBINS, Daniel; TANAKA, Hiroko; WANG, Chenbo; COHEN, Frederick; PALMER, Wylie; SANDS, Arthur T.; SHUNATONA, Hunter; (968 pag.)WO2019/148005; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1026201-52-4, 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. 1026201-52-4, name is 5-Bromoimidazo[1,2-a]pyridine-2-carboxylic acid. A new synthetic method of this compound is introduced below.

Step1:tert-Butyl5-bromoimidazo[1,2-a]pyridin-2-ylcarbamate.Toastirredsolutionof5-bromoimidazo[1,2-a]pyridine-2-carboxylicacid(1.00g,4.15mmol,1.0eq.)int-BuOH(20mL)andtoluene(20mL)wasaddedDPPA(1.37g,5.00mmol,1.2eq.)atanice-waterbathtemperature.Et3N(0.70mL,5.00mmol,1.2eq.)wasthenaddeddropwise.Theresultantmixturewasheatedtorefluxfor14hrs.TLCindicatedthedisappearanceof5-bromoimidazo[1,2-a]pyridine-2-carboxylicacid.Thecrudereactionmixturewasconcentratedtodryness.Theresiduewaspurifiedbyacolumnchromatography(200-300meshsilicagel,PE/EA5/1)toaffordtert-butyl5-bromoimidazo[1,2-a]pyridin-2-ylcarbamate.1HNMR(400MHz,DMSO-d6)delta(ppm)10.14(br,1H),7.82(s,1H),7.47(d,J8.7Hz,1H),7.24(d,J6.8Hz,1H),7.16-7.20(m,1H),1.49(s,9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1026201-52-4, 5-Bromoimidazo[1,2-a]pyridine-2-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; JN THERAPEUTICS; LI, Jin; WU, Shung; YANG, Minmin; CHEN, Sean; HAO, Wenshan; (148 pag.)WO2016/119700; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 188057-20-7, 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. 188057-20-7, name is 4-Iodopyridin-3-ol. A new synthetic method of this compound is introduced below.

Step 35-4.; To a solution of 3-hydroxy-4-iodopyridine (5.09 g, 23.0 mmol) in DMF (95 mL) were added (R)-propylene carbonate (T95-A, 2.35 g, 23.0 mmol)) and potassium carbonate (3.18 g, 23.0 mmol). The solution was stirred at 85 C. for 72 h. Water was added and the aqueous phase extracted with EtOAc (3×). The combined organic phases were washed with brine (1×) and water (1×), dried over MgSO4, filtered and concentrated under reduced pressure. The resulting residue was purified by flash chromatography (100% EtOAc) to give 1.4 g (24%) of T95-4(R).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,188057-20-7, 4-Iodopyridin-3-ol, and friends who are interested can also refer to it.

Reference:
Patent; Marsault, Eric; Fraser, Graeme L.; Benakli, Kamel; St-Louis, Carl; Rouillard, Alain; Thomas, Helmut; US2010/93720; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1190319-62-0, 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. 1190319-62-0, name is 6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one, molecular formula is C7H5BrN2O, 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.

Pottasium tert-butoxide (0.03 g, 0.27 mmol) was added to a suspension of 6-bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one (preparation 30c, 0.87 g, 4.1 mmol) in dimethylsulphoxide (4 mL) and, after stirring for 10 minutes at room temperature, the mixture was heated to 40-45 C and methyl acrylate (1.14 mL, 12.71 mmol) was added dropwise over 60 minutes. After the addition, the mixture was stirred for 2 hours and then further potassium tert-butoxide (1.4 g, 12.21 mmol) was added portionwise over 30 minutes keeping the temperature below 50 C. The mixture was then heated to 100 C and stirred for 2 hours. Water (20 mL) was added and heating was continued at 85 C for 2 hours and then the mixture was left to cool overnight. Ethyl acetate was added and the mixture was washed with water, brine, dried (MgSO4) and evaporated to give the title compound (0.60 g, 50%) as a white solid. LRMS (m/z): 293/295 (M-1)+. 1H-NMR delta (CDCl3): 2.14 (m, 2H), 2.27 (m, 2H), 2.73 (m, 2H), 3.01 (m, 2H), 7.40 (d, J=1.5 Hz, 1H), 8.29 (d, J=1.5 Hz, 1H), 8.44 (brs, 1H).

According to the analysis of related databases, 1190319-62-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Laboratorios Almirall, S.A.; EP2108641; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 136117-71-0, 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. 136117-71-0, name is (6-Bromoimidazo[1,2-a]pyridin-2-yl)methanol, molecular formula is C8H7BrN2O, 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.

Intermediate 38 (66.1 mg, 0.44 mmol) and (6-bromoimidazo[1 ,2-a]pyridin-2-yl)- methanol (100 mg, 0.44 mmol) were dissolved in acetonitrile (10 mL) and pyridiniumptoluenesulfonate (443 mg, 1.76 mmol) was added. The resulting mixture was heated at 80C overnight. The resulting mixture was cooled and evaporated onto silica. Purification by column chromatography (0-15% MeOH in DCM) gave a clear oil, whichwas freeze-dried to give the title compound (50 mg, 32%), 7:3 mixture of diastereomers, as a white solid.Major diastereomer (trans): H (400 MHz, DMSO-d6) 7.80 (dd, 1H, J0.6, 1.9 Hz), 7.57 (dd, 1H,J0.6, 8.8 Hz), 7.48 (m, 1H), 7.42 (m, 1H), 7.36 (dd, 1H,J9.5, 1.9 Hz), 7.29 (t, 1H,J7.3 Hz), 7.04 (d, 1H,J7.4 Hz), 6.97 (d, 1H,J2.5 Hz), 5.63 (qd, 1H,J6.3, 2.6 Hz), 5.22 (t, 1H, J5.7 Hz), 4.54 (m, 2H), 1.52 (d, 3H, J6.3 Hz.Minor diastereomer (cis): H (400 MHz, DMSO-d6) 7.78 (m, 1H), 7.57 (m, 1H), 7.48 (m, 1H), 7.42 (m, 1H), 7.36 (dd, 1H, J9.5, 1.9 Hz), 7.30 (t, 1H, J7.3 Hz), 6.92 (m,1H), 6.82 (d, 1H, J2.8 Hz), 5.40 (m, 1H), 5.28 (t, 1H, J5.7 Hz), 4.66 (d, 2H, J5.6 Hz),1.66 (d, 3H, J6.4 Hz). LCMS MH m/z 359.60.

According to the analysis of related databases, 136117-71-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UCB BIOPHARMA SPRL; BROWN, Julien Alistair; CALMIANO, Mark Daniel; JONES, Elizabeth Pearl; KROEPLIEN, Boris; REUBERSON, James Thomas; SELBY, Matthew Duncan; SHAW, Michael Alan; ZHU, Zhaoning; WO2015/86512; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 717843-51-1, 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 717843-51-1, name is 3-Bromo-2-methoxy-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a mixture of intermediate C-3 (1 eq), halo-(hetero)arene BB-16 (1.1 to 2 eq) and sodium ferf-butoxide (2 to 2.3 eq) in toluene (3 to 7.8 mL/mmol) under N2, was added BINAP (0.2 to 0.3 eq) and Pd2(dba)3 (0.1 to 0.15 eq). The rxn mixture was flushed with N2, heated under stirring at a given temperature for a given time (see Table ). It was partitioned between water and EtOAc or DCM and the org. phase was washed with brine, dried over MgS04 and concentrated in vacuo. The crude was purified by CC using Hept/EtOAc or DCM/MeOH. When necessary, an additional purification by prep. LC-MS using methods 1, 3, 4, 5, 6 or 10 was performed.

According to the analysis of related databases, 717843-51-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IDORSIA PHARMACEUTICALS LTD; FROIDEVAUX, Sylvie; HUBLER, Francis; MURPHY, Mark; RENNEBERG, Dorte; STAMM, Simon; (266 pag.)WO2019/137927; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem