Category: 84199-61-1

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. 84199-61-1, name is 3-Acetyl-2-bromopyridine. A new synthetic method of this compound is introduced below., Quality Control of 3-Acetyl-2-bromopyridine

Step 1: To a solution of 4-chloro-2-nitroaniline (474mg, 2.75mmol), 1-(2-bromopyridin-3- yl)ethanone (500mg, 2.500mmol), Pd2(dba)2 (114mg, 0.125mmol), (9,9-dimethyl-9H-xanthene- 4,5-diyl)bis(diphenylphosphine) (Xantphos) (217mg, 0.375mmol), cesium carbonate (3.2g, 10.00mmol) in 1,4-dioxane (10mL) was degassed by bubbling nitrogen through the reaction mixture. The mixture was heated to reflux and left overnight and then cooled to RT. Boc2O (818mg, 3.75mmol) and DMAP (458mg, 3.75mmol) were added and stirred for 3-4 h. When the reaction was complete it was diluted with dichloromethane and filtered through a pad of celite washed three times with dichloromethane, and the solvent removed to afford crude tert-butyl (3- acetylpyridin-2-yl)(4-chloro-2-nitrophenyl)carbamate as a solid which was used in the next step without further purification. MS: 392 (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, 84199-61-1, 3-Acetyl-2-bromopyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WITTER, David, J.; BIFTU, Tesfaye; BIJU, Purakkattle; BOGEN, Stephane, L.; HONG, Qingmei; HUANG, Chunhui; HUANG, Xianhai; LI, Bing; PARK, Min, K.; SLOMAN, David, L.; (104 pag.)WO2017/74914; (2017); 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. 84199-61-1, name is 3-Acetyl-2-bromopyridine. A new synthetic method of this compound is introduced below., Quality Control of 3-Acetyl-2-bromopyridine

Step 1: To a solution of 4-chloro-2-nitroaniline (474mg, 2.75mmol), 1-(2-bromopyridin-3- yl)ethanone (500mg, 2.500mmol), Pd2(dba)2 (114mg, 0.125mmol), (9,9-dimethyl-9H-xanthene- 4,5-diyl)bis(diphenylphosphine) (Xantphos) (217mg, 0.375mmol), cesium carbonate (3.2g, 10.00mmol) in 1,4-dioxane (10mL) was degassed by bubbling nitrogen through the reaction mixture. The mixture was heated to reflux and left overnight and then cooled to RT. Boc2O (818mg, 3.75mmol) and DMAP (458mg, 3.75mmol) were added and stirred for 3-4 h. When the reaction was complete it was diluted with dichloromethane and filtered through a pad of celite washed three times with dichloromethane, and the solvent removed to afford crude tert-butyl (3- acetylpyridin-2-yl)(4-chloro-2-nitrophenyl)carbamate as a solid which was used in the next step without further purification. MS: 392 (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, 84199-61-1, 3-Acetyl-2-bromopyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WITTER, David, J.; BIFTU, Tesfaye; BIJU, Purakkattle; BOGEN, Stephane, L.; HONG, Qingmei; HUANG, Chunhui; HUANG, Xianhai; LI, Bing; PARK, Min, K.; SLOMAN, David, L.; (104 pag.)WO2017/74914; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 84199-61-1, 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.84199-61-1, name is 3-Acetyl-2-bromopyridine, molecular formula is C7H6BrNO, molecular weight is 200.03, as common compound, the synthetic route is as follows.

4.2. Synthesis of compounds with formula 6: Reaction 1, 2, 4 and 5 of Scheme 1 The first step was made according to the following literature: M. Tiano, P. Belmont J. Organic Chem. 2008, 73, 4101-4109. The second step was carried out according to N. Nishiwaki, S. Minakata, M. Komatsu, Y. Ohshiro, Synlett 1990, 5, 273-275. Synthesis of 7-phenylquinolin-5-ol (6.1) for Example 12.7 6.1Step 1 (= reaction 1): 66 mg 3-Acetyl-2-bromopyridine, 56 mu?, phenylacetylene, 170 mu?, DIPEA, 22.5 mg triphenylphosphinpalladium(II) chlorid, 3 mg Cu(I)I were suspended in 1 mL DMF under argon atmosphere and stirred for 16 h at 25C. The mixture was diluted with DCM and extracted with diluted aq. NH3 and brine. The organic phase was concentrated and the mixture separated via flash chromatography (10 g Si02, cyclohexane cyclohexane /ethylacetate 70:30) to yield 40 mg l-(2-(phenylethynyl)pyridin-3-yl)ethanone as solid. Analysis: HPLC-MS : Rt = 1.21 min (method E), M+H = 222.

Statistics shows that 84199-61-1 is playing an increasingly important role. we look forward to future research findings about 3-Acetyl-2-bromopyridine.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HOFFMANN, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KLICIC, Jasna; SCHAENZLE, Gerhard; WOLLIN, Stefan Ludwig Michael; CONVERS-REIGNIER, Serge Gaston; EAST, Stephen Peter; MARLIN, Frederic Jacques; MCCARTHY, Clive; SCOTT, John; WO2013/14060; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 84199-61-1 ,Some common heterocyclic compound, 84199-61-1, molecular formula is C7H6BrNO, 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.

Step 1 (= reaction 1): 100 mg 3-Acetyl-2-bromopyridine, 140 mg 5-ethynyl- 1 ,2,3- trimethoxybenzene 2Lambda, 101 triethylamine, 17 mg triphenylphosphinpalladium(II) chlorid, 1 mg Cu(I)I were suspended in 4 mL THF under argon atmosphere and stirred for 1 h at 25C. The mixture was diluted with DCM and extracted with diluted aq. N¾ and saturated NH4CI solution. The orgranic phase was concentrated and the the mixture separated via FCC (10 g S1O2, Cyclohexane -> cyclohexane /ethylacetate 70:30) to yield 90 mg l-(2-(3,4,5- trimethoxyphenylethynyl)pyridin-3-yl)ethanone as solid. Analysis: HPLC-MS: Rt = 1.21 min (method E) M+H = 312.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,84199-61-1, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HOFFMANN, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KLICIC, Jasna; SCHAENZLE, Gerhard; WOLLIN, Stefan Ludwig Michael; CONVERS-REIGNIER, Serge Gaston; EAST, Stephen Peter; MARLIN, Frederic Jacques; MCCARTHY, Clive; SCOTT, John; WO2013/14060; (2013); 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 84199-61-1, name is 3-Acetyl-2-bromopyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H6BrNO

General procedure: A mixture of bromide 13 (61.8 mmol), Pd(OAc)2 (140 mg, 0.624 mmol), PPh3 (0.330 g, 1.26 mmol), CuI (22 mg, 0.116 mmol), and 2-prop-2-ynyloxytetrahydropyran (14) (13.0 g, 92.8 mmol) in triethylamine (250 mL) was stirred at 80 C under an argon atmosphere for 16 h. After this period, the mixture was cooled to rt, the precipitate was filtered, and the filtrate was evaporated. The residue was dissolved in EtOAc (700 mL), the solution was washed with saturated aq NaHCO3 (2200 mL), brine (200 mL), dried over Na2SO4, and evaporated in vacuo. The crude product was purified by column chromatography (CHCl3 – MeOH (19:1) (15a-c) or hexanes – EtOAc (2:1) (15d,e) as eluent).

With the rapid development of chemical substances, we look forward to future research findings about 84199-61-1.

Reference:
Article; Subota, Andrii I.; Artamonov, Oleksiy S.; Gorlova, Alina; Volochnyuk, Dmitriy M.; Grygorenko, Oleksandr O.; Tetrahedron Letters; vol. 58; 20; (2017); p. 1989 – 1991;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 84199-61-1 ,Some common heterocyclic compound, 84199-61-1, molecular formula is C7H6BrNO, 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.

Synthesis of 7-(3,4,5-trimethoxyphenyl)quinolin-5-ol (6.2) for Examples 2, 3, 4, 5, 9, 18, 23[0276] 3-Acetyl-2-bromopyridine, 140 mg 5-ethynyl-1,2,3-trimethoxybenzene 2.1, 101 muL triethylamine, 17 mg triphenylphosphinpalladium(II) chlorid, 1 mg Cu(I)I were suspended in 4 mL THF under argon atmosphere and stirred for 1 h at 25 C. The mixture was diluted with DCM and extracted with diluted aq. NH3 and saturated NH4Cl solution. The organic phase was concentrated and the mixture separated via FCC (10 g SiO2, Cyclohexane?cyclohexane/ethylacetate 70:30) to yield 90 mg 1-(2-(3,4,5-trimethoxyphenylethynyl)pyridin-3-yl)ethanone as solid. Analysis: HPLC-MS: Rt=1.21 min (method E) M+H=312.

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. 84199-61-1, 3-Acetyl-2-bromopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HOFFMANN, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KLICIC, Jasna; SCHAENZLE, Gerhard; WOLLIN, Stefan Ludwig Michael; CONVERS-REIGNIER, Serge Gaston; EAST, Stephen Peter; MARLIN, Frederic Jacques; McCARTHY, Clive; SCOTT, John; US2013/29949; (2013); 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 84199-61-1, name is 3-Acetyl-2-bromopyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H6BrNO

General procedure: A mixture of bromide 13 (61.8 mmol), Pd(OAc)2 (140 mg, 0.624 mmol), PPh3 (0.330 g, 1.26 mmol), CuI (22 mg, 0.116 mmol), and 2-prop-2-ynyloxytetrahydropyran (14) (13.0 g, 92.8 mmol) in triethylamine (250 mL) was stirred at 80 C under an argon atmosphere for 16 h. After this period, the mixture was cooled to rt, the precipitate was filtered, and the filtrate was evaporated. The residue was dissolved in EtOAc (700 mL), the solution was washed with saturated aq NaHCO3 (2200 mL), brine (200 mL), dried over Na2SO4, and evaporated in vacuo. The crude product was purified by column chromatography (CHCl3 – MeOH (19:1) (15a-c) or hexanes – EtOAc (2:1) (15d,e) as eluent).

With the rapid development of chemical substances, we look forward to future research findings about 84199-61-1.

Reference:
Article; Subota, Andrii I.; Artamonov, Oleksiy S.; Gorlova, Alina; Volochnyuk, Dmitriy M.; Grygorenko, Oleksandr O.; Tetrahedron Letters; vol. 58; 20; (2017); p. 1989 – 1991;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 84199-61-1 ,Some common heterocyclic compound, 84199-61-1, molecular formula is C7H6BrNO, 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.

Synthesis of 7-(3,4,5-trimethoxyphenyl)quinolin-5-ol (6.2) for Examples 2, 3, 4, 5, 9, 18, 23[0276] 3-Acetyl-2-bromopyridine, 140 mg 5-ethynyl-1,2,3-trimethoxybenzene 2.1, 101 muL triethylamine, 17 mg triphenylphosphinpalladium(II) chlorid, 1 mg Cu(I)I were suspended in 4 mL THF under argon atmosphere and stirred for 1 h at 25 C. The mixture was diluted with DCM and extracted with diluted aq. NH3 and saturated NH4Cl solution. The organic phase was concentrated and the mixture separated via FCC (10 g SiO2, Cyclohexane?cyclohexane/ethylacetate 70:30) to yield 90 mg 1-(2-(3,4,5-trimethoxyphenylethynyl)pyridin-3-yl)ethanone as solid. Analysis: HPLC-MS: Rt=1.21 min (method E) M+H=312.

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. 84199-61-1, 3-Acetyl-2-bromopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HOFFMANN, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KLICIC, Jasna; SCHAENZLE, Gerhard; WOLLIN, Stefan Ludwig Michael; CONVERS-REIGNIER, Serge Gaston; EAST, Stephen Peter; MARLIN, Frederic Jacques; McCARTHY, Clive; SCOTT, John; US2013/29949; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 84199-61-1 , The common heterocyclic compound, 84199-61-1, name is 3-Acetyl-2-bromopyridine, molecular formula is C7H6BrNO, 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.

Step 1. 2-Bromo-l-(2-bromopyridin-3-yl)ethanone A solution of l-(2-bromopyridin-3-yl)ethanone (2.10 g, 10.5 mmol) in acetic acid (28.0 mL) was treated with bromine (595 L, 11.5 mmol) and heated at 90 C for 1 h. The reaction mixture was diluted with ethyl acetate and saturated aqueous sodium bicarbonate solution. The aqueous layer was separated and further extracted with ethyl acetate (2 x 80 mL). The combined organic layers were washed with brine, dried over magnesium sulfate, filtered, and concentrated to give the crude product. Purification by flash column chromatography (10% ethyl acetate/hexanes to 30% ethyl acetate/hexanes) gave the desired product (2.15 g, 73%). LCMS calculated for C7H6Br2NO (M+H)+: m/z = 277.9, 279.9, 281.9; found: 277.7, 279.7, 281.8.

The synthetic route of 84199-61-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INCYTE CORPORATION; COMBS, Andrew P.; SPARKS, Richard B.; MADUSKUIE, Thomas P. Jr.; RODGERS, James D.; WO2014/143768; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 84199-61-1, 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. 84199-61-1, name is 3-Acetyl-2-bromopyridine, molecular formula is C7H6BrNO, 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.

General procedure: To a 200 mL round bottle flash was added sodium tert-butoxide (1.3equiv), followed by the addition of 50mL anhydrous THF, the mixture was stirred until all base was dissolved. Methyltriphenylphosphonium iodide (1.2equiv) was added in one port and the heterogeneous solution was stirred at rt for 30min. Pyridyl ketones (1.0equiv) were added slowly and the mixture was stirred at rt overnight. The mixture was quenched with water and extracted with ether twice. The combined organic layer was dried (MgSO4) and filtered, concentrated to provide some oil mixed with powder. The crude material was then distilled by Kugelrohr apparatus at 10mBar with temperature ranging from 50 to 100C to afford the product as colorless liquid. Characterization of unreported 1d, 1f is listed below:

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 84199-61-1, 3-Acetyl-2-bromopyridine.

Reference:
Article; Lian, Yajing; Burford, Kristen; Londregan, Allyn T.; Tetrahedron; vol. 71; 50; (2015); p. 9509 – 9514;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem