Day: November 19, 2020

13472-85-0, 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. 13472-85-0, name is 5-Bromo-2-methoxypyridine, 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.

5-Bromo-2-methoxypyridine (28.8 g, 150 mmol, 1 eq.) Was dissolved in 300 ml of anhydrous tetrahydrofuran and set aside.Diisopropylamine (17g, 165mmol, 1.1eq.) Was dissolved in 150ml of anhydrous tetrahydrofuran, cooled to -5C , under nitrogen,N-Butyllithium (66 ml, 165 mmol, 1.1 eq.) Was added dropwise to the above solution.After the dropwise addition, the mixture was stirred for 30 minutes.Reduce the temperature of the above reaction system to -78C ,A solution of 5-bromo-2-methoxypyridine in tetrahydrofuran was added dropwise.After the dropwise addition, the mixture was stirred for 1 hour.Then, N, N-dimethylformamide (16.8 g, 225 mmol, 1.5 eq.) Was added dropwise to the above reaction system, and reacted for 2 hours.After the reaction was completed, 150 ml of ammonium chloride solution was slowly added to the reaction solution.After extraction with n-hexane, the organic phase was dried over anhydrous sodium sulfate and concentrated.The resulting concentrate was slurried with n-hexane and filtered with suction,The filter cake was dried to obtain 25 g of white solid 5-bromo-2-methoxypyridine-4-carbaldehyde,The yield is 77%.

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. 13472-85-0, 5-Bromo-2-methoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ali Biological New Materials (Changzhou) Co., Ltd.; Shi Jianyun; Xu Yibo; Dai Hongsheng; Zhou Chao; (8 pag.)CN110734397; (2020); A;,
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. 109-04-6, name is 2-Bromopyridine. This compound has unique chemical properties. The synthetic route is as follows. 109-04-6

A solution of the Grignard reagent of 4-bromobenzaldehyde dimethyl acetal (63 g of solution, containing 0.074 mol), prepared analogously to Example 9, is added dropwise over a total of 6 hours to a solution of 2-bromopyridine (7.95 g, 0.050 mol), ZnCl2 (0.0071 g, 0.052 mmol) and palladium tetrakistriphenylphosphine (0.032 g, 0.028 mmol) in tetrahydrofuran (23.6 g) maintained at 50 C. with agitation under an inert atmosphere. The reaction mixture is maintained at 50 C. for 30 minutes and then cooled to 25 C. [00079] A solution constituted by water (28 g) and 30% hydrochloric acid (9 g) is added to the reaction mixture and the mixture is maintained under agitation for 2 hours at 25 C. 30 g of solvent are evaporated under vacuum and replaced by an equal amount of toluene and then the phases are separated. Toluene (30 g) and 30% ammonia (12 g) are added to the aqueous phase. After filtering over a panel of Celite the solid at the interphase and washing the panel with toluene, the phases are separated to give a solution of 4-(2′-pyridyl)benzaldehyde (73.53 g, HPLC strength 11.1%, equal to 8.16 g, 0.0446 mol; yield in moles relative to the 2-bromopyridine added 89%; turnover of catalyst (Pd): 1620; turnover of Zn: 890).

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, 109-04-6, 2-Bromopyridine.

Reference:
Patent; Euticals Prime European Therapeutical SpA; US6765097; (2004); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

1604-14-4, 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. 1604-14-4, name is 2,6-Dichloro-isonicotinic acid ethyl ester, molecular formula is C8H7Cl2NO2, 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 phenylboronic acid (915 mg, 7.50 mmol) in methanol (15 mL) was added to a stirred solution of ethyl-2,6-dichloro-isonicotinate (750 mg, 3.41 mmol) and tetrakis-(triphenylphosphine)-palladium(0) (197 mg, 5 mol %) in toluene (60 mL). 2N sodium carbonate (3.41 mL, 6.82 mmol) was added and the reaction was heated to 90 C. (oil bath temp.) for 2-3 hrs until complete (TLC control). The reaction mixture was cooled to room temperature and partitioned between water and diethyl ether. The phases were separated, the aqueous phase being further extracted with diethyl ether (3¡Á30 mL). The combined extract was washed with water and brine. The ethereal solution was dried over anhydrous MgSO4, filtered and concentrated in vacuo to yield the title compound as a white solid (941 mg, 91%); Rf: 0.5 (30% ethyl acetate in heptane); 1H NMR (CDCl3, 300 MHz) delta 8.18 (2H, s, ArH), 8.12 (4H, m, ArH), 7.42 (6H, m, ArH), 4.38 (2H, q, J=7 Hz, CH2O), 1.39 (2H, t, J=7 Hz, CH3).

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. 1604-14-4, 2,6-Dichloro-isonicotinic acid ethyl ester, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The Institutes for Pharmaceutical Discovery, LLC; US2006/122222; (2006); 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 97483-77-7, name is 5-Bromopicolinonitrile. This compound has unique chemical properties. The synthetic route is as follows. 97483-77-7

5-Bromo-2-tetrazol-5-ylpyridine. A mixture OF 3-bromo-6-cyano-pyridine (2 g, 10.9 mmol), sodium azide (0.85 g, 13 mmol), and ammonium chloride (0.59 g, 11 mmol) in N,N-dimethylformamide (20 mL) was heated for 1 h at 120 C. The reaction mixture was diluted with ethyl acetate (~ 100 mL) and the product was isolated by filtration and then washed with ethyl acetate to give the title compound, an off-white amorphous solid which was used in the next step without further purification.

Statistics shows that 97483-77-7 is playing an increasingly important role. we look forward to future research findings about 5-Bromopicolinonitrile.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/48350; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

624-28-2, 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. 624-28-2, name is 2,5-Dibromopyridine. A new synthetic method of this compound is introduced below.

Step 1 5-Bromo-2-methoxypyridine To a solution of 2,5-dibromopyridine (1.4 g, 5.9 mmol) in DMF (10 mL) was added MeOH (4 mL), and 8N aqueous KOH (1 mL). The solution was heated to 100 C. for 2 h, then cooled and partitioned between Et2 O and H2 O. The organic layer was washed with brine, dried over MgSO4 and concentrated to provide 840 mg of the title compound, which was used in the next step without further purification.

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. 624-28-2, 2,5-Dibromopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck Frosst Canada; US5922742; (1999); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

585-48-8, 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. 585-48-8, name is 2,6-Di-tert-butylpyridine, molecular formula is C13H21N, 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.

EXAMPLE 16 1-(1-Naphthoyl)-3-(RS)-(4-(4-fluorophenyl)piperidinylmethyl)-4-(S,R)-(ethoxymethyl)pyrrolidine To a solution of 0.033 g (0.074 mmol) of 1-(1-naphthoyl)-3-(RS)-(4-(4-fluorophenyl)piperidinylmethyl)-4-(SR)-hydroxymethylpyrrolidine and 0.057 g (0.22 mmol) of AgOTf in 2 mL of CH2Cl2 was added 0.058 mL (0.26 mmol) of 2,6-di-t-butylpyridine and 0.019 mL (0.24 mmol) of ethyl iodide and the reaction mixture was stirred at rt for 1.5 h. The reaction mixture was diluted with CH2Cl2 and filtered through a thin pad of Celite eluding with acetone:hexanes (1:2). The filtrate was concentrated and the residue was purified by chromatography (silica, acetone:hexanes, 1:3 to 1:2) to give the title compound. 1H NMR (CDCl3) delta (key peaks) 7.88-7.91 (M, 3H), 7.47-7.57 (M, 4H), 7.09-7.12 and 7.18-7.21 (M, 2H, 7.01 and 6.96 (t, 2H, J=8.5 Hz), 1.25 and 1.09 (t, 3H, J=7.0 Hz); Mass Spectrum (ESI) m/e=475 (M+1).

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. 585-48-8, 2,6-Di-tert-butylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck & Co., Inc.; US6372764; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

108-48-5, Adding a certain compound to certain chemical reactions, such as: 108-48-5, 2,6-Dimethylpyridine, 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, 108-48-5, blongs to pyridine-derivatives compound.

General procedure: To a stirred solution of substituted indoline-2,3-diones (1.0 mmol) in dioxane (1 mL) was added lutidines/picolines (2.5 mmol) and Iodine (20 mol %). The resulting mixture was heated at reflux for 8 h. After completion of the reaction, poured EtOAc and then washed with an ice cold saturated aqueous Na2S2O3 solution (10 mL¡Á2). Organic layer washed sequentially with brine, ice water and dried over anhydrous MgSO4. Evaporation of the organic solvent afforded the crude products, which was purified by silica gel column chromatography using n-hexane/ethyl acetate (4:1-1:1) as eluent to give desired products.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,108-48-5, its application will become more common.

Reference:
Article; Vuppalapati, Srinivasu V.N.; Lee, Yong Rok; Tetrahedron; vol. 68; 39; (2012); p. 8286 – 8292;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

69045-84-7, 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 69045-84-7, name is 2,3-Dichloro-5-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a suspension of NaH (0.043 g, 1.8 mmol, 4 equiv) in anhyd THF (2mL) at 0 C was added dropwise a solution of ethyl 6-methyl-7-oxo-2,3-dihydro-1H-pyrazolo[1,5-a]pyrimidin-1-ium-5-carboxylate 2,2,2-trifluoroacetate (38; 0.15 g, 0.44 mmol) in DMF (0.5 mL). After stirring the reaction mixture for 10 min, 2,3-dichloro-5-(trifluoromethyl)pyridine (0.115 g, 0.53 mmol, 1.2 equiv) was added dropwise, followed by the addition of THF (6 mL) and DMF (1.5 mL). The reaction mass was stirred for 1 h at r.t., then acidified with aq 2 N HCl, and extracted with EtOAc (3 ¡Á 50 mL). The combined organic layers were washed with brine, dried (Na2SO4), and concentrated under reduced pressure to obtain a crude mass. Trituration with Et2O and cooling to0 C afforded the desired product 39 as an off-white solid; yield: 0.135g (81%); mp 185-187 C.IR (KBr): 2922, 1734, 1672, 1554, 1323, 1136, 1051 cm-1.1H NMR (400 MHz, DMSO-d6): delta = 2.04 (s, 3 H), 3.20-3.44 (m, 8 H),4.16 (br t, J = 7.40 Hz, 2 H), 8.58-8.61 (m, 1 H), 8.65 (s, 1 H), 13.39-13.88 (m, 1 H).13C NMR (100 MHz, DMSO-d6): delta = 166.5, 157.7, 156.9, 156.2, 149.7,142.5, 136.5, 123.8, 123.0, 122.7, 121.4, 121.1, 119.9, 51.3, 30.3, 11.1. HRMS-ESI: m/z calcd for C14H10ClF3N4O3 (M + H): 375.0472; found:375.0465.

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 69045-84-7, 2,3-Dichloro-5-(trifluoromethyl)pyridine.

Reference:
Article; Shirsale, Ashwini; Patil, Yogesh; Rawal, Girish K.; Pabba, Jagadish; Berthon, Guillaume; Sonawane, Ravindra P.; Sikervar, Vikas; Synthesis; vol. 50; 10; (2018); p. 2087 – 2093;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

108-99-6, 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. 108-99-6, name is 3-Methylpyridine, molecular formula is C6H7N, 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 1000 mL four-neck bottle was placed in an ice water bath.Add 500g (content 99.5%,After the moisture content of 0.02%) 3-methylpyridine,Turn on the agitation,The dry hydrogen chloride gas (85g/h) is introduced under normal pressure.Water bath temperature control 0 C,Reacting in a dry anhydrous state,After all the white solid hydrochloride is formed,Stop stirring and continue to pass hydrogen chloride gas.The solid begins to dissolve,After introducing hydrogen chloride gas for 9 hours, 1265 g of liquid 3-methylpyridine hydrochloride was obtained (quantitative 3-methylpyridine content was39.53%).Transfer the above hydrochloride to a 2000 mL four-necked flask and place in an oil bath.After the stirring is started and the temperature is raised to 125 C, the chlorine gas after drying is started.Ventilation speed 50g/h,After 8h, the gas phase detection result was 3-methylpyridine: 3-chloromethylpyridine = 45:52 (gas phase qualitative ratio),Stop the chlorine and cool down to 110 C, at this temperature,Distilled under reduced pressure at a pressure of -0.08 MPa,A total of 236 g of distillate was obtained.Is unreacted 3-methylpyridine,The quantitative 3-methylpyridine content is 98.2%;The remaining bottom material is a light yellow solid.3-chloromethylpyridine hydrochloride,A total of 459.9g,The quantitative 3-chloromethylpyridine content is 73.88%,The yield was calculated to be 93.26%.

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. 108-99-6, 3-Methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing Hong Sun Biochemical Co., Ltd.; Nanjing Hong Sun Co., Ltd.; Zhan Xinhua; Zhong Jingsong; Wang Fujun; Chen Honglong; Mu Dengyou; Yang Cheng; (5 pag.)CN108409641; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some common heterocyclic compound, 504-29-0, molecular formula is C5H6N2, 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.504-29-0

To a solution of 2-aminopyridine (50.0 g, 531 mmol) in methylene chloride (500 mL) were added triethylamine (81.4 mL, 584 mmol) and pivaloyl chloride (71.9 mL, 584 mmol) at 0 C., which was stirred for 4 hours and 30 minutes at room temperature. The reaction solution was partitioned into water and methylene chloride. The organic layer was washed with water and saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure. To a solution of the resulting residue in methanol (300 mL) was added potassium carbonate (73.4 g, 531 mmol) at 0 C., which was stirred for 90 minutes at room temperature. The reaction solution was partitioned into water and ethyl acetate at room temperature. The organic layer was washed with saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure. Heptane (300 mL) was added to the residue, and the precipitated solids were filtered to obtain the title compound (80.2 g, 85%). The filtrate was then concentrated under a reduced pressure, and the residue was purified by silica gel column chromatography (heptane:ethyl acetate=2:1) to obtain the title compound (12.2 g, 13%). 1H-NMR Spectrum (DMSO-d6) delta (ppm): 1.22 (9H, s), 7.06-7.09 (1H, m), 7.72-7.77 (1H, m), 8.01-8.03 (1H, m), 8.29-8.31 (1H, m), 9.71 (1H, s).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 504-29-0.

Reference:
Patent; Eisai R&D Management Co., Ltd.; US2007/105904; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem