Category: 73583-37-6

Adding a certain compound to certain chemical reactions, such as: 73583-37-6, 4-Bromo-2-chloropyridine, 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, Product Details of 73583-37-6, blongs to pyridine-derivatives compound. Product Details of 73583-37-6

A mixture of 4-bromo-2-chloropyridine (1 .92 g, 10 mmol), (4-fluoro-2- methoxyphenyl)boronic acid (1 .70 g, 10 mmol) and K3P04 (4.24 g, 20 mmol) in dioxane/water 10: 1 (20 mL) was degassed with a stream of nitrogen for 10 min. After addition of Pd(dppf)Cl2 (816 mg, 1 mmol) the reaction mixture was heated at 145C for 90 minutes in a microwave oven. It was diluted with EtOAc and washed twice with sat. aq. NaHC03 solution and once with brine. The organic layer was dried over MgS04 and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (cHex/EtOAc 100:0 to 60:40) to yield the desired product A2 as a white solid (1 .07 g, 45%). 1 H NMR (400MHz, d6-DMSO, 300K) delta 3.81 (s, 3H), 6.87 (dt, J = 8.5 Hz, J = 3.5 Hz, 1 H), 7.05 (dd, J = 1 1 .4 Hz, J = 2.5 Hz, 1 H), 7.44 (dd, J = 8.5 Hz, J = 6.8 Hz, 1 H), 7.48 (dd, J = 5.3 Hz, J = 1 .5 Hz, 1 H), 7.55 (m, 1 H), 8.38 (d, J = 5.3 Hz, 1 H). MS (ES) C12H9CIFNO requires: 237, found: 238 (M+H)+.

The synthetic route of 73583-37-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LEAD DISCOVERY CENTER GMBH; BAYER INTELLECTUAL PROPERTY GMBH; RUeHTER, Gerd; NUSSBAUMER, Peter; CHOIDAS, Axel; SCHULTZ-FADEMRECHT, Carsten; KLEBL, Bert; EICKHOFF, Jan; WO2012/117059; (2012); A1;,
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. 73583-37-6, name is 4-Bromo-2-chloropyridine. A new synthetic method of this compound is introduced below., SDS of cas: 73583-37-6

The compound obtained in Step 1 670 mg (2.03 mmol) to 10 ml of 1,4-dioxane was dissolved in then PdCl2 (dppf) 2.CH2Cl2 163 mg (0.20 mmol) and 4-bromo-2-chloropyridine 1.16 g (6.09 mmol), 2M- sodium carbonate (Na2CO3) aqueous solution was added to 3.05 ml (6.09 mmol) was stirred under reflux at 110 for 4 hours. Celite (celite), filtered and concentrated under reduced pressure the filtrate was purified by silica gel column chromatography (dichloromethane: methanol = 3: 1, v / v) 380 to yield a target compound as a yellow solid in a yield of 60% mg (1.20 gained mmol)

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, 73583-37-6, 4-Bromo-2-chloropyridine.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; LEE, KYU YANG; IM, JAE CHO; LEE, BYUNG HO; OH, KWANG SEOK; KIM, JEONG YEONG; OH, SEUNG AE; LEE, JEONG HYUN; (38 pag.)KR2015/117319; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 73583-37-6, 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. 73583-37-6, name is 4-Bromo-2-chloropyridine, molecular formula is C5H3BrClN, 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.

tert-butyl (4-(2-chloropyridin-4-yl)phenyl)carbamateTo a mixture of (4-boc-aminophenyl)boronic acid (200mg, 0.84mmol) and 2-chloro-4- bromopyridine (162mg, 0.84mmol) in 10ml of 1,4-dioxane, was added PdCl2(PPh3)2 (10mg, 0.014mmol) and 1M Na2CO3 aqueous solution (0.5ml, 1.0mmol). The mixture was heated at 70 C under N2 for 2 hours, cooled to room temperature and poured into 100ml of water. The brown precipitates were filtered, washed with water and dried to give tert-butyl (4-(2- chloropyridin-4-yl)phenyl)carbamate as the crude product.

According to the analysis of related databases, 73583-37-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALLERGAN, INC.; GUO, Xialing; ZHU, Zhen; WO2015/69287; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 73583-37-6 ,Some common heterocyclic compound, 73583-37-6, molecular formula is C5H3BrClN, 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 stirring solution of 4-bromo-2-chloropyridine (2.0 g, 10.39 mmol) in diethyl ether (30 mL) at -70 C under nitrogen was added n- butyllithium, 2.5 M solution in hexanes (4.57 mL, 11.43 mmol) at a rate not to exceed -65 C. A white precipitate had formed. After 5 min a solution of cyclopropyl methyl ketone (Lancaster Synthesis, Ltd., 1.030 mL, 10.39 mmol) in diethyl ether (5 mL) was added to the suspension. After 5 min the cooling bath was removed and warmed to -15 C. The suspension was then quenched with saturated NH4C1 (15 mL) and EtOAc (20 mL) added. The separated organic was then dried over MgSC^, concentrated under reduced pressure, then purified by silica gel chromatography (80 g) eluting products with 10 to 30% gradient of EtO Ac/Hex to afford l-(2-chloro-4-pyridinyl)-l-cyclopropylethanol (1.35 g, 6.83 mmol, 65.7 % yield) as amber oil (mixture of 2 enantiomers).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,73583-37-6, its application will become more common.

Reference:
Patent; AMGEN INC.; ASHTON, Kate; BARTBERGER, Michael D.; BOURBEAU, Matthew Paul; CROGHAN, Michael D.; FOTSCH, Christopher H.; HUNGATE, Randall W.; KONG, Ke; NISHIMURA, Nobuko; NORMAN, Mark H.; PENNINGTON, Lewis D.; REICHELT, Andreas; SIEGMUND, Aaron C.; TADESSE, Seifu; ST. JEAN, David Jr; YANG, Kevin C.; YAO, Guomin; WO2013/173382; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 73583-37-6 ,Some common heterocyclic compound, 73583-37-6, molecular formula is C5H3BrClN, 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.

Cyclopropylmethanol (0.247 mL, 3.12 mmol) was dissolved in dry THF (10 mL) and sodium hydride (60% w/w) (125 mg, 3.12 mmol) was added portion-wise, under nitrogen, at rt. After -30 min, 4- bromo-2-chloropyridine (0.173 mL, 1.559 mmol) was added slowly and the reaction was stirred at rt for 5 days. The reaction was diluted with Et20 (30 mL) and washed with water (20 mL). The organic layer was washed with brine, dried using a hydrophobic frit and evaporated to give a yellow oil (0.432g). The residue was loaded in DCM and purified on the Biotage SP4 silica (Si) SNAP 25g column using a 0-20% EtOAc/cyclohexane gradient. Appropriate fractions were combined and evaporated to give a colourless oil (295 mg) This was loaded in cyclohexane and purified by Biotage SP4 SNAP 25g silica using a gradient of 0-10% EtOAc/cyclohexane gradient. Fractions containing product were combined and evaporated under vacuum to give a colourless oil which was dissolved in 1 :1 MeOH:DMSO 1 mL (x3) and purified by MDAP. The solvent was evaporated under vacuum to give a the title compound as a colourless oil (97 mg). LCMS (2 min, Formic Acid): Rt = 1.21 min, MH+ = 228/230.

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. 73583-37-6, 4-Bromo-2-chloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE LLC; AMANS, Dominique; BAMBOROUGH, Paul; BIT, Rino, Antonio; BROWN, John, Alexander; CAMPBELL, Matthew; LINDON, Matthew, John; SHIPLEY, Tracy, Jane; THEODOULOU, Natalie, Hope; WELLAWAY, Christopher, Roland; WESTAWAY, Susan, Marie; WO2014/78257; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 73583-37-6, Adding some certain compound to certain chemical reactions, such as: 73583-37-6, name is 4-Bromo-2-chloropyridine,molecular formula is C5H3BrClN, 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 73583-37-6.

(1) Tert-butyl 4-(2-chloropyridin-4-yl)piperazine-1-carboxylate A mixture of 4-bromo-2-chloropyridine (3.87 ml, 34.9 mmol), tert-butyl piperazine-1-carboxylate (5.0 g, 26.9 mmol), trisdibenzylideneacetone dipalladium (492 mg, 0.537 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethyxanthene (932 mg, 1.61 mmol), sodium tert-butoxide (3.87 g, 40.3 mmol) and toluene (270 ml) was stirred at 100 C. for 6 hours. The reaction was poured into water and extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate_hexane=1:1) to obtain the title compound (5.62 g, 70%) as a solid. 1H NMR (CDCl3) delta: 1.49 (9H, s), 3.30-3.37 (4H, m), 3.52-3.60 (4H, m), 6.57 (1H, dd, J=6.1, 2.4 Hz), 6.65 (1H, d, J=2.4 Hz), 8.04 (1H, d, J=6.1 Hz). (1) Tert-butyl 4-(2-chloropyridin-4-yl)piperazine-1-carboxylate; To a solution of 4-bromo-2-chloropyridine (15.0 g, 77.3 mmol) and tert-butyl piperazine-1-carboxylate (18.0 g, 77.3 mmol) in anhydrous toluene (400 ml) was added sodium tert-butoxide (11.0 g, 116 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethyxanthene (1.34 g, 2.32 mmol) and trisdibenzylideneacetone dipalladium (445 mg, 0.77 mmol) under nitrogen atmosphere, and the reaction was deaerated and heated under reflux for 14 hours. The reaction was distilled off under reduced pressure and to the residue was added ethyl acetate and water followed by extracted. The extract was washed with saturated brine and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether:ethyl acetate=5:1) to obtain the title compound (16.0 g, 70%) as a solid.1H NMR (CDCl3) delta: 1.45 (9H, s), 3.30-3.32 (4H, m), 3.52-3.54 (4H, m), 6.52-6.55 (1H, m), 6.01 (1H, s), 7.97-8.04 (1H, m).

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. 73583-37-6, 4-Bromo-2-chloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2009/163508; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 73583-37-6, Adding some certain compound to certain chemical reactions, such as: 73583-37-6, name is 4-Bromo-2-chloropyridine,molecular formula is C5H3BrClN, 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 73583-37-6.

(1) 2-chloro-4-(2,3-difluorophenyl)pyridine To a solution of 4-bromo-2-chloropyridine (10.0 g, 52.0 mmol), 2,3-difluorophenylboronic acid (8.21 g, 52.0 mmol), and sodium carbonate (14.4 g, 104 mmol) in methanol (104 ml) was added tetrakisphenylphosphine palladium (3.00 g, 2.60 mmol) at room temperature under nitrogen atmosphere, and the mixture was stirred at 50 C. for 17 hours. The reaction was cooled to room temperature and the resulting solid was filtered. The filtrate was dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate_hecane=1:8) to obtain the title compound (11.2 g, 96%) as a solid. 1H-NMR (CDCl3) delta: 7.21-7.24 (2H, m), 7.26-7.31 (1H, m), 7.41-7.43 (1H, m), 7.52 (1H, s), 8.48 (1H, d, J=5.2 Hz).

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. 73583-37-6, 4-Bromo-2-chloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2009/163508; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 73583-37-6, 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.73583-37-6, name is 4-Bromo-2-chloropyridine, molecular formula is C5H3BrClN, molecular weight is 192.44, as common compound, the synthetic route is as follows.

To a solution of 4-bromo-2-chloropyridine (1.91 g, 10 mmol) in THF (25 mL) was added isopropyl magnesium chloride (1.3 M in THF, 9 ml, 12 mmol) dropwise at 0 C. The mixture stirred at rt for 1 hour then a solution of 3-methylcyclohexanone (1.68 g, 15 mmol) in THF (5 mL) was added dropwise. The reaction was stirred overnight then quenched with saturated ammonium chloride. The mixture was partitioned between EtOAc and water. The organic layer was washed with brine, dried ( a2S04) and concentrated under reduced pressure. The residue was purified via column chromatography on silica gel (petroleum ether/EtOAc= 10: 1) to give l-(2-chloropyridin-4-yl)-3-methylcyclohexanol (0.8 g, 36 %) as light yellow oil. MS ESI calc’d. For Ci2H16ClNO [M + H]+ 226 found 226.

The chemical industry reduces the impact on the environment during synthesis 73583-37-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ANDRESEN, Brian, M.; ANTHONY, Neville, J.; MILLER, Thomas, A.; WO2014/74422; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 73583-37-6 , The common heterocyclic compound, 73583-37-6, name is 4-Bromo-2-chloropyridine, molecular formula is C5H3BrClN, 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.

n-Butyllithium (7.8 mL of a 1.6 M solution with hexanes, 12 mmol) was added to a stirring solution of 4-bromo-2-chloropyridine (1.2 mL, 10 mmol, Alfa Aesar, Ward Hill, MA) and diethyl ether (52 mL) at -78 C. After 30 min, cyclobutanone (3.9 mL, 52 mmol) and water (50 mL) were added sequentially, and then the reaction mixture was warmed to room temperature, partitioned between ethyl acetate and more water, and the layers were separated. The organic material was dried (magnesium sulfate), silica gel (2.0 g) was added, and the volatiles were removed under a vacuum. The residue was subjected to flash chromatography on silica gel (40 g RediSep normal phase column, gradient elution of 0% to 30% ethyl acetate-hexane, Teledyne Isco, Lincoln, NE) to afford l-(2-chloro-4-pyridinyl)cyclobutanol (1.6 g).

The synthetic route of 73583-37-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; ASHTON, Kate; BARTBERGER, Michael D.; BOURBEAU, Matthew Paul; CROGHAN, Michael D.; FOTSCH, Christopher H.; HUNGATE, Randall W.; KONG, Ke; NISHIMURA, Nobuko; NORMAN, Mark H.; PENNINGTON, Lewis D.; REICHELT, Andreas; SIEGMUND, Aaron C.; TADESSE, Seifu; ST. JEAN, David Jr; YANG, Kevin C.; YAO, Guomin; WO2013/173382; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 73583-37-6, 4-Bromo-2-chloropyridine, 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, Recommanded Product: 4-Bromo-2-chloropyridine, blongs to pyridine-derivatives compound. Recommanded Product: 4-Bromo-2-chloropyridine

General procedure: Under Ar atmosphere, DMSO (2 mL), ArBr 1 (1.0 mmol), diethyl malonate 2 (1.5 mmol), CuI (0.1mmol), benzoxazole (0.2 mmol) and K3PO4 (3 mmol) were successively added into a sealed tube.The mixture was stirred at 50C for about 3-9 h. When the reaction completed indicated by TLC,the reaction mixture was poured into saturated ammonium chloride aqueous solution (20 mL)and extracted with ethyl acetate (3¡Á20 mL).The combined organic phase was washed with saturated ammonium chloride aqueous solution(2¡Á20 mL) and water (2¡Á20 mL). Then the separated organic layer was dried over anhydroussodium sulfate, filtered and concentrated under reduced pressure. The residue waschromatographed on silica gel using hexane/ethyl acetate to afford the desired product.

The synthetic route of 73583-37-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zeng, Yu; Zheng, Hao-Liang; Yang, Zhao; Liu, Cheng-Kou; Fang, Zheng; Guo, Kai; Synlett; vol. 29; 1; (2018); p. 79 – 84;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem