Day: May 14, 2021

Adding a certain compound to certain chemical reactions, such as: 624-28-2, 2,5-Dibromopyridine, 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, 624-28-2, blongs to pyridine-derivatives compound. Computed Properties of C5H3Br2N

To a stirred solution of 2,5-dibromopyridine (1.0 g, 4.2 mmol) in tert-butanol (5 ml) was added (S)-3-hydroxypyrrolidine (0.74 g, 8.44 mmol; Aldrich) and sodium carbonate (1.34 g, 12.70 mmol). The mixture was heated at 140 C. for 3 hours in a reacti-vial. After cooling to room temperature the mixture was diluted with water (20 ml) and extracted with ethyl acetate (20 ml). The aqueous component was separated and extracted with ethyl acetate (20 ml). The combined organic components were dried (Na2SO4), filtered and concentrated to give a brown oil. The crude product mixture was purified by column chromatography (eluding with 100% DCM?90:10:1 DCM:MeOH:NH3) to give the desired product as a white solid (1.0 g, 97%). 1H NMR (400 MHz, CDCl3) delta ppm 2.01-2.20 (m, 3H), 3.41-3.60 (m, 4H), 4.58-4.61 (m, 1H), 6.23 (d, 1H), 7.45 (dd, 1H), 8.11 (d, 1H). LRMS m/z (APCI) 377 [MH+].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,624-28-2, its application will become more common.

Reference:
Patent; Pfizer Inc; US2008/85884; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 101066-61-9, 2-Chloroisonicotinaldehyde, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

A slurry of 2-chloro-4-formylpyridine (1.49 Kg, 10.5 mole, 1.05 equiv), 2-aminothiazole (1.27 Kg, 10.0 mole, 1.0 equiv), K3PO4 (2.34 Kg, 11.0 mole, 1.1 equiv) in toluene (20 L) is degassed by two vacuum/nitrogen cycles. Pd2(dba)3 (114.5 g, 0.125 mmol, 2.5mol % Pd) and Xantphos (159 g, 0.275 mole, 2.75mol %) are then added and the mixture is degassed by one vacuum/nitrogen cycle followed by bubbling nitrogen through the slurry for 10 minutes. The mixture is heated to 60 C. and degassed water (90 mL, 5.0 mole, 0.5 equiv) was added over 5 minutes. The mixture is then heated to 90 C. and aged for 8 h. [0227] It is cooled to rt and filtered. The filter cake is washed with toluene (20 L) until very little DBA is observed in the wash. DMAc (24 L) is added to the filter cake to dissolve the product. The insoluble is filtered off and washed with more DMAc (6 L). The filtrate is acidified with concentrate HCl (110 mL) to pH 2.7. Water (3 L) is added and the mixture is concentrated at 40-50 C. under vacuum to remove most of the residual toluene by azeotropic distillation. More water (3 X 1L) is added as the distillation progress. [0228] The mixture is seeded and then water (13 L) is added at a rate of about 1.3 L/h. The product is filtered and washed with 5/4 DMAc/water (4.0 L X 2), water (4.0 L), acetone (4 L X 2), and then oven dried at 40 C. under vacuum (100 mmHg) with nitrogen sweep to give the product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,101066-61-9, 2-Chloroisonicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Zhao, Matthew M.; Bilodeau, Mark T.; US2004/23980; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 98027-84-0, 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. 98027-84-0, name is 2,6-Dichloro-4-iodopyridine, molecular formula is C5H2Cl2IN, 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 mixture of 2,6-dichloro-4-iodopyridine (40 g, 146 mmol), benzenethiol (16.4 mL, 160 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (8.45 g, 14.6 mmol), and diisopropylethylamine (48.3 mL, 292 mmol) in dioxane (600 mL) was flushed with N2 for 5 min before tris(dibenzylideneacetone)dipalladium (0) (6.69 g, 7.30 mmol) was added and the resulting mixture stirred at 110C for 90 min. The resulting suspension was concentrated in vacuo and purified by flash chromatography, eluting with DCM (0 – 40 %) in heptane to yield the title compound as a white solid (28.8 g, 77 ). 1H NMR (500 MHz, DMSO-d6) delta 8.01- 7.39 (m, 5 H), 7.06 (s, 2 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 98027-84-0, 2,6-Dichloro-4-iodopyridine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BROMIDGE, Steven; BURCH, Jason; HEIFETZ, Alexander; KRULLE, Thomas; MONTALBETTI, Christian A.G.N.; PEI, Zhonghua; PEREZ-FUERTES, Yolanda; TRANI, Giancarlo; (223 pag.)WO2016/1341; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 138116-34-4, 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 138116-34-4 as follows.

Step 5: To a stirred solution of (4-aminopyridin-3-yl)methanol (200 mg, 1.61 mmol) in dimethylformamide were added imidazole (219 mg, 3.22 mmol, 2 eq) and tert-butyldimethylchlorosilane (267 mg, 1.77 mmol, 1.1 eq). The reaction mixture was stirred at room temperature for 5 h. The mixture was dissolved in ethylacetate and washed with water several times. The organic layer was dried over MgSO4 and filtered. The filtrate was removed in vacuo. The crude was purified by column chromatography get 3-((tert-butyldimethylsilyloxy)methyl)pyridin-4-amine (325 mg, 85%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,138116-34-4, its application will become more common.

Reference:
Patent; Gruenenthal GmbH; FRANK, Robert; Christoph, Thomas; Lesch, Bernhard; Lee, Jeewoo; US2013/29961; (2013); A1;,
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. 174610-12-9, name is 1H-Pyrrolo[2,3-c]pyridin-5-amine, the common compound, a new synthetic route is introduced below. Product Details of 174610-12-9

General procedure: To a solution of the corresponding amine (4 or 5, 1.2 equiv), dihalo-substituted benzoic acid (2c, 2d, 2e or 2f, 1.0 equiv), and 1-hydroxybenzotriazole hydrate (HOBt, 1.2 equiv) in DMF (8.0-10.0mL/mmol; extra dry over molecular sieves, 99.8%, Acros) were added EDC-HCl (1.2 eqiv) and DIPEA (2.5 equiv). The mixture was stirred at room temperature until completed conversion (TLC control: CH2Cl2/MeOH 9/1 v/v). Then, the solvent was removed in vacuo and the residue washed with water (20mL/mmol) and dried at 70C. The crude product was purified by column chromatography on silica gel (eluent: CH2Cl2/MeOH 9/1 v/v) following by reversed phase HPLC (for purification methods, see Supporting Information, TableS2) and/or recrystallization as described below.

The synthetic route of 174610-12-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tzvetkov, Nikolay T.; Stammler, Hans-Georg; Hristova, Silvia; Atanasov, Atanas G.; Antonov, Liudmil; European Journal of Medicinal Chemistry; vol. 162; (2019); p. 793 – 809;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 909720-21-4, 2,3-Dibromo-6-methoxypyridine, 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: 909720-21-4, blongs to pyridine-derivatives compound. SDS of cas: 909720-21-4

1,4-Dioxane (450 mL) and water (150 mL) were added to a mixture of 2,3- dibromo-6-methoxypyridine (12 g, 45 mmol), C2 (31.8 g, 135 mmol), di(l -adamantyl)- ?- butylphosphine (cataCXium A; 3.22 g, 8.98 mmol), palladium(ll) acetate (3.03 g, 13.5 mmol), and cesium carbonate (87.9 g, 270 mmol), and the reaction vessel was evacuated and charged with nitrogen. This evacuation cycle was repeated twice, and the reaction mixture was then stirred at reflux for 20 hours. After the reaction mixture had been partitioned between ethyl acetate (300 mL) and saturated aqueous sodium chloride solution (200 mL), the aqueous layer was extracted with ethyl acetate (2 x 200 mL); the combined organic layers were washed with saturated aqueous sodium chloride solution (200 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was treated with triethylamine (3 mL), dissolved in dichloromethane and treated with silica gel; this mixture was concentrated to dryness and used for silica gel chromatography (Gradient: 0% to 6% ethyl acetate in petroleum ether) to afford the product as a brown oil. Yield: 10 g, 27 mmol, 60%. LCMS m/z 388.0 [M+Na+]. 1H NMR (400 MHz, CDCI3) delta 7.39 (d, J=8.3 Hz, 1H), 6.52 (d, J=8.3 Hz, 1H), 4.63 (dd, J=4.0, 2.8 Hz, 1H), 4.58 (dd, J=4.0, 2.8 Hz, 1H), 4.19-4.1 1 (m, 1H), 3.94-3.71 (m, 4H), 3.89 (s, 3H), 3.58-3.42 (m, 3H), 3.05 (t, J=7.2 Hz, 2H), 2.89 (t, J=7.2 Hz, 2H), 1.86-1.74 (m, 2H), 1.74-1.64 (m, 2H), 1.62-1.44 (m, 8H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,909720-21-4, 2,3-Dibromo-6-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; CHAPPIE, Thomas Allen; HENDERSON, Jaclyn Louise; YOUNG, Joseph Michael; WAGER, Travis T.; KORMOS, Bethany Lyn; PATEL, Nandini Chaturbhai; SCIABOLA, Simone; TUTTLE, Jamison Bryce; VERHOEST, Patrick Robert; TUCKER, Joseph Walter; (181 pag.)WO2017/122116; (2017); 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. 19230-57-0, name is 2-Bromo-3-methylpyridine 1-oxide, molecular formula is C6H6BrNO, 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: C6H6BrNO

To a stirred solution of 2-bromo-3-methyl pyridine-1-oxide (25g) and pyridine (42g) in acetonitrile (250mL) at about 70C, was added a solution of trifluoromethanesulfonic anhydride (55g) in acetonitrile (5OmL). The reaction mixture was stirred for about lh atabout the same temperature. The mixture was cooled to about 10C to about 15C and ethanolamine (80.52g) was added to it. The reaction mixture was stirred for about 3h at about room temperature and water and ethyl acetate were added to it. The two layers were separated and the organic layer was washed with saturated brine solution, dried and concentrated under reduced pressure at about 40C. The residue was purified by columnchromatography (15-20% ethyl acetate in hexane). Yield: 4g (16%)?H NIVIR (300IVIHz, CDC13): oe 7.26-7.24 (d,J8.lOHz,1H), 6.42-6.39 (d,J8.4Hz,1H), 4.28 (brs,2H), 2.22 (s,3H)?3CNMR(400MHz, CDC13): 156.52, 141.56, 140.50, 122.99, 107.26, 20.58 IR: 3364, 3199, 2913, 1635, 1601, 1373, 1058, 819 cm4-Amino-2-bromo-3-methyl pyridine (3g) was obtained which was eluted at 25-30% ethyl acetate in hexane.?H NIVIR (300IVIHz, CDC13): oe 7.82-7.80 (d,J5.4Hz,1H), 6.48-6.46 (d,J 5.4Hz,1H), 4.35 (brs,2H), 2.21 (s,3H)?3CNMR(400MHz, CDC13): 152.70, 146.94, 145.05, 116.88, 109.25, 15.73

With the rapid development of chemical substances, we look forward to future research findings about 19230-57-0.

Reference:
Patent; GLENMARK PHARMACEUTICALS LIMITED; BHIRUD, Shekhar Bhaskar; KADAM, Suresh Mahadev; KANSAGRA, Bipin Parsottam; BHADANE, Shailendra Nilkanth; KALE, Shrikrishna Kantilal; PATIL, Ulhas Digambar; (57 pag.)WO2017/56031; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 769-28-8, 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile, 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, 769-28-8, blongs to pyridine-derivatives compound. Application In Synthesis of 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

To the suspension of 3-cyano-4,6,-dimethyl-2-pyridone (3 g, 0.02 mol) and powdered NaOH (0.80 g, 0.02 mol) in dry DMF (10 ml) stirred at r.t. for 15 min was added 1,3-dibromopropane (2.02 g, 0.01 mol) slowly with constant stirring [41]. The reaction mixture was stirred at room temperature for 12 h. Completion of reaction was confirmed via TLC. There were 3 spots visualized on TLC indicating the formation of region isomers. DMF was removed under reduced pressure using rotavapour and the product was treated with 1:1 CHCl3:H2O system (300 ml). The organic layer was collected and the aqueous layer was washed three times with 300 ml of CHCl3 (100 ml each). The organic layers were combined and washed with water (100 ml) and dried over anhydrous Na2SO4. Column chromatography was done for separation of regioisomers. The first fraction collected at 20% ethyl acetate:hexane was characterized as title compound. This was crystallized with 5% ethyl acetate:hexane and ethyl acetate solution, respectively.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,769-28-8, its application will become more common.

Reference:
Article; Tewari, Ashish Kumar; Singh, Ved Prakash; Dubey, Rashmi; Puerta, Carmen; Valerga, Pedro; Verma, Rajnikant; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 79; 5; (2011); p. 1267 – 1275;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1017793-20-2 , The common heterocyclic compound, 1017793-20-2, name is 2,5-Difluoro-4-iodopyridine, molecular formula is C5H2F2IN, 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.

To a solution of Example 5A (100 mg, 0.234 mmol) and 2,5-difluoro-4-iodopyridine (200 mg, 0.830 mmol) in 3.5 mL of 1 ,2-dimethoxyethane was added 1.5 mL saturated sodium bicarbonate solution and the mixture was degassed with nitrogen. 1 , 1 ‘-Bis(diphenylphosphino)ferrocene- palladium(II)dichloride dichloromethane complex (33.9 mg, 0.041 mmol) was added and the mixture was heated at 100C for 2 hours. The mixture was cooled to room temperature, diluted with ethyl acetate and filtered through diatomaceous earth. The combined organic layers were washed with water and brine (25 mL each) and dried over sodium sulfate. Filtration, concentration and purification by column chromatography (silica gel, 50% ethyl acetate-hexane) afforded the title compound. LCMS: 415.4 (M+H)+.

The synthetic route of 1017793-20-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; TONG, Yunsong; BRUNCKO, Milan; CLARK, Richard F.; CURTIN, Michael L.; FLORJANCIC, Alan S.; FREY, Robin R.; GONG, Jianchun; HANSEN, Todd M.; JI, Zhiqin; LAI, Chunqiu; MASTRACCHIO, Anthony; MICHAELIDES, Michael; MIYASHIRO, Juliem; RISI, Roberto M.; SONG, Xiaohong; TAO, Zhi-fu; WOODS, Keith W.; ZHU, Guidong; PENNING, Thomas; SOUERS, Andrew; GOSWAMI, Rajeev; IQUTURI, Omprakash Reddy; DABBEERU, Madhu Babu; WO2014/139328; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 57266-69-0 ,Some common heterocyclic compound, 57266-69-0, molecular formula is C6H4ClNO2, 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.

3-Chloro-2-picolinic acid (47.3 mg, 0.3 mmol), styrene (33 muL, 0.3 mmol), tert-butyl hypochlorite (68 muL, 0.6 mmol) was weighed into a 25 mL Schlenk reaction flask.Then THF (1 mL) was added and placed in a 25 C oil bath for 6 h. After the reaction,The solvent was removed under reduced pressure, using petroleum ether / ethyl acetate as eluent,The yield of the product was 63%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,57266-69-0, its application will become more common.

Reference:
Patent; Dalian University of Technology; Feng Xiujuan; Zhang Xitao; Bao Ming; Yu Xiaoqiang; Zhang Sheng; (24 pag.)CN110105270; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem