Pyridine-derivatives

Adding a certain compound to certain chemical reactions, such as: 942189-65-3, 2-(6-Bromopyridin-3-yl)pyrimidine, 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, 942189-65-3, blongs to pyridine-derivatives compound. SDS of cas: 942189-65-3

Example 31 To a stirred solution of 10 (3.05g, 12.9 mmol) in DMF (30 mL) 1 (5.97 mL, 38.7 mmol) and DIPEA (8.5 mL, 51.7 mmol) was added. The clear mixture was heated at 80 C overnight before concentrated to a small volume and partitioned between ethyl acetate and brine. The separated organic layer was dried and concentrated to dryness. The resulting crude was purified on silica gel column (eluting with 15% to 30% ethyl acetate in hexanes) to yield 11 as a brown solid (4.5 g, 84%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,942189-65-3, its application will become more common.

Reference:
Patent; SCHERING CORPORATION; ZHU, Hugh, Y.; DESAI, Jagdish, A.; COOPER, Alan, B.; DOLL, Ronald, J.; WO2011/41152; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 144584-32-7 , The common heterocyclic compound, 144584-32-7, name is 3-Bromo-2,4-dichloropyridine, molecular formula is C5H2BrCl2N, 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.

Example 96 2-Chloro-3-bromo-4-(cis-4-phenylcyclohexylamino)-pyridine 2.27 g (10 mmol) of 2,4-dichloro-3-bromopyridine, 2.6 g (15 mmol) of cis-4-phenylcyclohexylamine and 0.1 g of ammonium chloride are heated at 120 C. for 10 hours in 10 ml of N-methylpyrrolidone. After cooling, saturated sodium hydrogencarbonate solution is added and the reaction product is extracted with ethyl acetate. Purification is carried out by column chromatography. Yield: 1.9 g (52%); m.p. 105 C. 1 H-NMR (CDCl3): delta: 7.96 (d, 1H), 7.18 to 7.36 (m, 5H), 6.42 (d, 1H), 5.36 (d, 1H), 3.85 (m, 1H), 2.65 (m, 1H), 1.5 to 2.2 (m, 8H) ppm.

The synthetic route of 144584-32-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoechst Schering AgrEvo GmbH; US5723450; (1998); A;,
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Pyridine | C5H5N – PubChem

Electric Literature of 832735-60-1, 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 832735-60-1 as follows.

Example 444 (1538) N-tert-Butyl-3?-fluoro-4?[1,2,4]triazolo[4,3-a]pyridin-7-ylbiphenyl-2-sulfonamide (1539) To a 20 mL vial were added N-(tert-butyl)-3?-fluoro-4?-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1?-biphenyl]-2-sulfonamide (45 mg, 0.10 mmol), 7-bromo-[1,2,4]triazolo[4,3-a]pyridine (21 mg, 0.10 mmol) K2CO3 (29 mg, 0.21 mmol), Pd(dppf)Cl2.CH2Cl2 (4 mg, 0.005 mmol), and a stir bar. The vial was sealed with a teflon lined cap and the vial sparged with N2. The vial was then charged with freshly sparged DMSO (2 mL) and stirred for 16 hours at 80 Celsius. The reaction mixture was then cooled to rt, filtered, and purified by HPLC to give the title compound (30 mg, 53%). MS (ESI): mass calcd. for C22H21FN4O2S, 424.14; m/z found, 425.1 [M+H]+. 1H NMR (400 MHz, CD3OD) delta 9.40 (s, 1H), 8.79 (s, 1H), 8.20-8.11 (m, 2H), 7.77 (m, 1H), 7.70-7.57 (m, 3H), 7.47-7.38 (m, 3H), 1.10 (5, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,832735-60-1, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; Bacani, Genesis M.; Eccles, Wendy; Fitzgerald, Anne E.; Goldberg, Steven D.; Hack, Michael D.; Hawryluk, Natalie A.; Jones, William M.; Keith, John M.; Krawczuk, Paul; Lebsack, Alec D.; Lee-Dutra, Alice; Liu, Jing; McClure, Kelly J.; Meduna, Steven P.; Pippel, Daniel J.; Rosen, Mark D.; Sales, Zachary S.; US2015/259357; (2015); 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. 582303-10-4, name is (2,6-Dimethylpyridin-3-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

To a mixture of tri-n-butylphosphine (0.240 mL) , (2,6- dimethylpyridin-3-yl) methanol (92 mg) , methyl ( 6-hydroxy-4 , 7- dimethyl-l-benzofuran-3-yl) acetate (150 mg) and THF (6.0 mL) was added ADDP (242 mg) at room temperature. The mixture was stirred at room temperature overnight under nitrogen atmosphere. The mixture was concentrated. To the residue was added IPE and the precipitate was filtered off and the filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (163.9 mg) . XK NMR (300 MHz, CDC13) delta 2.33 (3H, s) , 2.54 (3H, s) , 2.55 (3H, s), 2.58 (3H, s), 3.73 (3H, s) , 3.80 (2H, d, J = 1.1 Hz), 5.04 (2H, s), 6.68 (1H, s) , 7.02 (1H, d, J = 7.6 Hz), 7.51 (1H, s) , 1.63 (1H, d, J = 7.9 Hz)

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, 582303-10-4, (2,6-Dimethylpyridin-3-yl)methanol.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; TAKAKURA, Nobuyuki; BANNO, Yoshihiro; TERAO, Yoshito; OCHIDA, Atsuko; MORIMOTO, Sachie; KITAMURA, Shuji; TOMATA, Yoshihide; YASUMA, Tsuneo; IKOMA, Minoru; MASUDA, Kei; WO2013/125732; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 39998-25-9, 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. 39998-25-9, name is Methyl 2-(pyridin-3-yl)acetate, molecular formula is C8H9NO2, 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.

Into a 500-mL flask to which a nitrogen gas introduction tube, thermometer, and Dimroth condenser had been attached were introduced 21.29 g (0.141 mol) of the methyl 3-pyridylacetate obtained above and 250 mL of anhydrous methanol. The contents were stirred at room temperature. The atmosphere in the flask was replaced with nitrogen, and 15.62 g (0.372 mol) of sodium borohydride was added to the contents little by little. The resultant mixture was heated and reacted for further 3.5 hours with refluxing. Thereafter, the liquid reaction mixture was cooled to room temperature, and 100 mL of water was added thereto to hydrolyze the excess sodium borohydride remaining unreacted. The methanol was distilled away under vacuum. Thereafter, an extraction operation using 100 mL of chloroform was conducted twice, and the resultant organic phase was washed with 100 mL of saturated aqueous sodium chloride solution and dried by adding anhydrous sodium sulfate thereto. The anhydrous sodium sulfate was removed by decantation. Thereafter, vacuum distillation was conducted to obtain 12.59 g (0.102 mol) of 3-pyridylethanol.

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 39998-25-9, Methyl 2-(pyridin-3-yl)acetate.

Reference:
Patent; Mitsubishi Chemical Corporation; EP2390243; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 4021-07-2, 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 4021-07-2 as follows.

Weighing 3-methylpyridine-2-carboxylic acid (56.7 mg, 0.3 mmol), sodium hydroxide (16.0 mg, 0.15 mmol), TBAC (26.3 mg, 0.45 mmol), DTBP (165 muL, 0.9 mmol) into 25 mL of Schlenk 25 mL of Schlenk, Then CH3CN (0.5 mL) was added and placed in a 50 °C oil bath for 20 h. After completion of the reaction, the solvent was removed under reduced pressure and eluted with petroleum ether / ethyl acetate.The solvent was separated on a silica gel column, The yield of 2-chloro-3-methylpyridine was 70percent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4021-07-2, its application will become more common.

Reference:
Patent; Dalian University of Technology; Feng Xiujuan; Zhang Xitao; Zhang Haixia; Bao Ming; (27 pag.)CN108586334; (2018); A;,
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. 1155847-42-9, name is 2-Bromo-4-chloro-3-fluoropyridine. A new synthetic method of this compound is introduced below., SDS of cas: 1155847-42-9

Step-1: Preparation of tert-butyl (4-chloro-3-fluoropyridin-2-yl)carbamate To a solution of 2-bromo-4-chloro-3-fluoropyridine (825mg, 3.92mmol) in 1-4 Dioxane in a sealed tube (10ml) tert-butyl carbamate (505mg, 4.32mmol) and caesium carbonate (2.30g, 7.85mmol) and Pd(dba) (3350mg, 0.392mmol) and xanthphos (230mg, 0.392mmol) were added under argon and the reaction mixture was stirred at lOO C for 4h. The compound was extracted with ethyl acetate, dried over Na2S04 and concentrated to get crude compound which was purified by column chromatography using 20% EtOAC in hexane to obtain the title compound (450mg, 46.5%). LCMS: 63.4%, m/z = 247.0 (M+1)

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, 1155847-42-9, 2-Bromo-4-chloro-3-fluoropyridine.

Reference:
Patent; GUMMADI Venkateshwar Rao; SAMAJDAR Susanta; WO2015/193846; A1; (2015);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 709652-82-4, 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 709652-82-4 as follows.

Example 2; 5-bromo-2-chloropyridine-3-carbonitrile (3) ; [00141] Compound 2 was dissolved in cone. HCl at O2C, to which 1.1 equivalent of NaNO2 in H2O was added dropwise. Precipitation was formed. The white solid was filtered off, which gave the title compound 3. Overall yield was 70%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,709652-82-4, its application will become more common.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2007/59219; (2007); 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. 135124-71-9, name is 5-(Hydroxymethyl)nicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Safety of 5-(Hydroxymethyl)nicotinonitrile

Preparation 68; 5-Chloromethyl-nicotinonitrile; Add thionyl chloride (1mL) to a solution of 5-hydroxymethyl-nicotinonitrile (45mg, 0. 34mmol, lequiv) in anhydr CH2C12 (1mL). After 20min, basify the reaction with satd aq NaHC03 (12 mL). Extract this mixture with Et2O (2x 5mL). Dry the combined organic layers (anhydr MgS04) and rotary evaporate (40C) to yield 4.9mg (9.6%) of 5-chloromethyl-nicotinonitrile as a yellow film. MS (m/z): 152.

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, 135124-71-9, 5-(Hydroxymethyl)nicotinonitrile.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/66126; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 98139-15-2, 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. 98139-15-2, name is 4-Aminopicolinonitrile. A new synthetic method of this compound is introduced below.

Ethyl 4-chlorosulfonyl-3-fluoro-l-methyl-pyrrole-2-carboxylate (1200 mg, 4.45 mmol) was dissolved in dry pyridine (21 mL, 0.98 g/mL, 260.17 mmol). l,l,l-trifluoro-2-methylpropan-2- amine (1131.2 mg, 8.9 mmol) was added and the mixture was stirred at room temperature for 3 hours. The mixture was concentrated in vacuo. The residue was purified by silica gel column chromatography using gradient elution from heptane to EtOAc (100:0 to 0: 100) yielding ethyl 3- fluoro-l-methyl-4-[(2,2,2-trifluoro-l,l-dimethyl-ethyl)sulfamoyl]pyrrole-2-carboxylate (1.15 g) as a beige powder which was used as such in the next step. Ethyl 3-fluoro-l-methyl-4-[(2,2,2- trifluoro- l,l-dimethyl-ethyl)sulfamoyl]pyrrole-2-carboxylate (0.15 g, 0.42 mmol) and (0863) 4-aminopyridine-2-carbonitrile (54.55 mg, 0.46 mmol) were dissolved in THF (4.1 mL) in a tube. The tube was flushed with nitrogen, capped with a septum and stirred at room temperature. To this was added lithium bis(trimethylsilyl)amide (1.04 mL, 1 M, 1.04 mmol) at once using a syringe. The obtained solution was stirred for 3 hours. Then ammonium chloride (aq. / sat. / 10 mL) was added and the layers where separated. Then it was extracted once using ethyl acetate (10 mL). The combined extracts were concentrated in vacuo and purified by silica gel column chromatography using gradient elution from heptane to EtOAc. (100:0 to 0:100). The obtained fractions were concentrated in vacuo and repurified by Prep HPLC (RP SunFire Prep CI 8 OmicronBeta-10muiotaeta,30chi150 mm), mobile phase (0.25% NH4HCO3 solution in water, MeOH). The desired fractions were concentrated under reduced pressure and co-evaporated twice with methanol (2 X 20 mL) and dried in a vacuum oven at 55C for 18 hours yielding compound 188 (45 mg) as a white powder. Method B: Rt: 0.94 min. m/z: 432.1 (M-H)” Exact mass: 433.1. 1H NMR (400 MHz, DMSO-d6) delta ppm 1.39 (s, 6 H), 3.83 (s, 3 H), 7.58 (d, J=4.4 Hz, 1 H), 7.91 (dd, J=5.6, 1.9 Hz, 1 H), 8.21 (d, J=1.8 Hz, 1 H), 8.47 (br. s., 1 H), 8.63 (d, J=5.7 Hz, 1 H), 10.67 (br. s., 1 H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,98139-15-2, 4-Aminopicolinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; VANDYCK, Koen; HACHE, Geerwin Yvonne Paul; LAST, Stefaan Julien; ROMBOUTS, Geert; VERSCHUEREN, Wim Gaston; RABOISSON, Pierre Jean-Marie Bernard; WO2015/118057; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem