Category: 73290-22-9

Electric Literature of 73290-22-9, 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.73290-22-9, name is 2-Bromo-5-iodopyridine, molecular formula is C5H3BrIN, molecular weight is 283.89, as common compound, the synthetic route is as follows.

General procedure: Step 1: 1-(6-Bromo-pyridin-3-yl)-4,4-dimethyl-imidazolidin-2-one [0137]2-bromo-5-iodopyridine (1.0 g, 3.52 mmol), 4,4-dimethyl-imidazolidin-2-one (CAS 24572-33-6) (400 mg, 3.52 mmol, 1.0 equiv.), cesium carbonate (1.72 g, 5.28 mmol, 1.5 equiv.), and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (xantphos) (82 mg, 0.141 mmol, 0.04 equiv.) in 10 ml of toluene was added under argon atmosphere tris(dibenzylideneacetone)dipalladium(0) chloroform adduct (Pd2 (dba)3*CHCl3) (73 mg, 0.07 mmol, 0.02 equiv.). The mixture was stirred for 1 hour at 100 C. The mixture was directly loaded on a 50 g silicagel column and was eluted with an heptan:ethyl acetate gradient 100:0 to 0:100 and an ethyl acetate:methanol gradient 100:0 to 80:20. The desired 1-(6-bromo-pyridin-3-yl)-4,4-dimethyl-imidazolidin-2-one (810 mg, 85% yield) was obtained as a light yellow solid, MS: m/e=207.1/272.1 (M+H+).

The chemical industry reduces the impact on the environment during synthesis 73290-22-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Hoffmann-La Roche Inc.; Jaeschke, Georg; Lindemann, Lothar; Ricci, Antonio; Rueher, Daniel; Stadler, Heinz; Vieira, Eric; US2013/90332; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 73290-22-9, 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.73290-22-9, name is 2-Bromo-5-iodopyridine, molecular formula is C5H3BrIN, molecular weight is 283.89, as common compound, the synthetic route is as follows.

To a solution of 2-bromo-5-iodopyridine (15 g, 52.8 mmol) in dry THF (300 mL) at -78C was added n-BuLi (2.5 M, 21 mL), and stirred at -78 C for 1 hrs, followed by addition of tert-butyl 3-oxopiperidine-1-carboxylate (10.5 g, 52.8 mmol) in THF. The reaction mixture was stirred at -78 C–6O C for 2 hrs, quenched by NH4C1/H20 and extracted by EA. The organic was dried to give a residue, which was purified by flash chromatography to afford the titlecompound (8.4 g, 45%). MS (ES+) C15HnBrN2O3 requires: 356, found: 357 [M+H].

The chemical industry reduces the impact on the environment during synthesis 73290-22-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BLUEPRINT MEDICINES CORPORATION; BROOIJMANS, Natasja; BRUBAKER, Jason, D.; FLEMING, Paul, E.; HODOUS, Brian, L.; KIM, Joseph, L.; WAETZIG, Josh; WILLIAMS, Brett; WILSON, Douglas; WILSON, Kevin, J.; (347 pag.)WO2017/181117; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 73290-22-9, Adding some certain compound to certain chemical reactions, such as: 73290-22-9, name is 2-Bromo-5-iodopyridine,molecular formula is C5H3BrIN, 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 73290-22-9.

To the solution of (2-methoxyphenyl)boronic acid (0.471 g, 3.1 mmol) in 1 ,4-dioxane(20 mL), 2-bromo-5-iodopyridine (1.lg, 3.87 mmol), potassium phosphate tribasic(2.46 g, 11 .61 mmol) and water (5 mL) was added. The reaction mixture wasdegasified for 10 mm under nitrogen before the addition of Pd(PPh3)4 (0.224 g, 0.194mmol) to it. The reaction mixture was then heated at 70C for 1 h. The reactionmixture was diluted with water and extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous Na2SO4. The organic layer was concentrated under vacuo to yield crude product, which was purified by column chromatography to yield title compound (0.72 g, 87.09%) as a colourless liquid.LCMS: (M+H) = 264-266; 1H NMR: (ODd3, 300MHz) 68.43-8.44 (d, 1H), 7.65-7.68 (dd, 1H), 7.42-7.45 (d, 1H), 7.29-7.34 (t, 1H), 7.19-7.23 (m, 1H), 6.99-7.01 (d, 1H), 6.92-6.96 (m, 1 H), 3.75 (5, 3H).

According to the analysis of related databases, 73290-22-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; MADANAHALLI RANGANATH RAO, Jagannath; GURRAM RANGA, Madhavan; PACHIYAPPAN, Shanmugam; WO2014/202580; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 73290-22-9, Adding some certain compound to certain chemical reactions, such as: 73290-22-9, name is 2-Bromo-5-iodopyridine,molecular formula is C5H3BrIN, 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 73290-22-9.

Step 1: 2-Bromo-5-trimethylsilanylethynyl-pyridine 2-Bromo-5-iodopyridine (2.5 g, 8.8 mmol) was dissolved under nitrogen in 50 ml THF. Bis-(triphenylphosphine)-palladium(II) dichloride (618 mg, 880 mumol, 0.1 equiv.), ethynyltrimethylsilane (950 mg, 1.34 ml, 9.6 mmol, 1.1 equiv.), triethylamine (1.78 g, 2.44 ml, 17.6 mmol, 3 equiv.) and copper(I) iodide (84 mg, 440 mumol, 0.05 equiv.) were added and the mixture was stirred for 3 hours at 50 C. The reaction mixture was cooled and evaporated to dryness. The crude product was purified by flash chromatography on silica gel, eluting with an ethyl acetate:heptane gradient 0:100 to 15:85. The desired 2-bromo-5-trimethylsilanylethynyl-pyridine (1.95 g, 7.7 mmol, 87% yield) was obtained as a white solid, MS: m/e=254.1/256.1 (M+H+).

According to the analysis of related databases, 73290-22-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Green, Luke; Guba, Wolfgang; Jaeschke, Georg; Jolidon, Synese; Lindemann, Lothar; Ricci, Antonio; Rueher, Daniel; Stadler, Heinz; Vieira, Eric; US2011/251169; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 73290-22-9 , The common heterocyclic compound, 73290-22-9, name is 2-Bromo-5-iodopyridine, molecular formula is C5H3BrIN, 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.

1-Ethynylferrocene (500 mg, 2.38 mmol) was dissolved in THF/TEA (20 mL, 1:1 v/v) and the solutionwas degassed (argon) for 10 minutes. 2-Bromo-5-iodopyridine (614 mg, 2.16 mmol),[Pd(CH3CN)2Cl2]2 (38 mg, 0.054 mmol) and CuI (41 mg, 0.216 mmol) were added and the mixture wasstirred at RT under inert atmosphere overnight. The reaction mixture was diluted with CH2Cl2 (50mL) and washed with EDTA/NH4OH(aq) (0.1 M, 100 mL). The organic layer was separated and theaqueous layer was extracted with CH2Cl2 (2 x 50 mL). The combined organic layers were washed withbrine (80 mL), dried over Na2SO4, filtered, and the solvent was removed under reduced pressure.Purification by column chromatography (silica gel, gradient 1:1 CH2Cl2/petrol to CH2Cl2 to 19:1CH2Cl2/acetone) gave the product as an orange crystalline solid upon removal of solvent. Yield: 0.776g, 98%.

The synthetic route of 73290-22-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Findlay, James A.; Barnsley, Jonathan E.; Gordon, Keith C.; Crowley, James D.; Molecules; vol. 23; 8; (2018);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 73290-22-9, Adding some certain compound to certain chemical reactions, such as: 73290-22-9, name is 2-Bromo-5-iodopyridine,molecular formula is C5H3BrIN, 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 73290-22-9.

In a 1 L reaction vessel Intermediate A-3 (25 g), Phenylboronic acid (10.74 g), & lt; RTI ID = 0.0 & gt; Pd (PPh3) 4 (3.05 g), K2CO3 (24.3 g) , THF (333 mL) and distilled water (166 mL) were put together, And refluxed under nitrogen for 12 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, and the aqueous layer was removed. The organic layer was washed with 5% brine (500 mL) And once with distilled water (500 mL). The organic layer obtained was dried over MgSO4, the solvent was removed, and ethyl acetate: n-hexane (= 3: 97) The residue was purified by silica gel column chromatography Purification yielded intermediate A-2 (12.4 g).

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. 73290-22-9, 2-Bromo-5-iodopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SAMSUNG ELECTRONICS CO., LTD.; SAMSUNG SDI CO., LTD.; KIM, WOOK; CHAE, MI YOUNG; HO, TAL HO; KIM, HYUN JUNG; LEE, KANG MUN; LEE, NAM HEON; (67 pag.)KR2015/131882; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 73290-22-9, Adding some certain compound to certain chemical reactions, such as: 73290-22-9, name is 2-Bromo-5-iodopyridine,molecular formula is C5H3BrIN, 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 73290-22-9.

Pd2(dba)3 (229 mg, 0.25 mmol), Xantphos (290 mg, 0.5 mmol) and sodium tert-butoxide (2.88 g, 30 mmol) were added to 2-bromo-5-iodopyridine (3.41 g, 12 mmol)And a solution of 1-methylpiperazine (1.0 g, 10 mmol) in toluene (50 ml), heated to 60 degrees Celsius under the protection of argon, and stirred for 24 hours.After the reaction solution was cooled to room temperature, the solid was filtered off, the filter cake was washed with ethyl acetate, and the filtrate was concentrated under reduced pressure to obtain a crude product, which was purified by Combi-flash column chromatography [DCM: MeOH = 100: 0 to 90:10] The compound 1-(6-bromopyridin-3-yl)-4-methylpiperazine was obtained (2.68 g, 79.3%).

According to the analysis of related databases, 73290-22-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Haiyan Pharmaceutical Technology Co., Ltd.; Zhou Fusheng; Shi Xiaoyong; Huang Dong; Tang Wangqi; Wang Shengyuan; Zhao Jinzhu; Qiao Changjiang; Chen Xi; Lan Jiong; (28 pag.)CN110256446; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 73290-22-9, 2-Bromo-5-iodopyridine, 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, Computed Properties of C5H3BrIN, blongs to pyridine-derivatives compound. Computed Properties of C5H3BrIN

To a solution of 2-bromo-5-iodopyridine (1.00 g, 3.52 mmol), tert-butyl (R)-(3H- spiro[benzofuran-2,4′-piperidin]-3-yl)carbamate (1.09 g, 3.52 mmol, Intermediate EB) and Cs2C03 (3.44 g, 10.6 mmol) in toluene (10.0 mL) was added XantPhos-Pd-G4 (339 mg, 352 umol). The mixture was stirred at 80 C for 12 h. The mixture was then filtered and the filtrate was concentrated under reduced pressure to give a residue. The residue was purified by Pre-HPLC (column: Phenomenex Synergi C18 250*50*l0um; mobile phase: [water (0.05%ammonia hydroxide v/v)-ACN]; B%: 46%-7l%, 36min, 80%min) to give (R)-N- ((R)-r-(6-bromopyridin-3-yl)-3H-spiro[benzofuran-2,4′-piperidin]-3-yl)-2-methylpropane-2- sulfmamide (570 mg, 1.23 mmol, 35% yield) as a white solid. LC-MS (ESI+) m/z 466.1 (M+H)+; 1HNMR (400 MHz, CDCl3): d 8.04 (d, J = 3.20 Hz, 1H), 7.31-7.29 (m, 3H), 7.14-7.11 (m, 1H ), 7.56-7.53 (m, 2H), 6.96-6.95 (m, 1H), 6.85 (d, J = 8.00 Hz, 1H), 4.73 (d, J = 10.8 Hz, 1H), 3.72 (d, J = 10.8 Hz, 1H), 3.66-3.53 (m, 2H), 3.26-3.22 (m, 2H), 2.28-2.16 (m, 1H), 2.16-2.13 (m, 1H), 1.96-1.83 (m, 2H), 1.28 (s, 9H).

The synthetic route of 73290-22-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RELAY THERAPEUTICS, INC.; D.E. SHAW RESEARCH, LLC; TAYLOR, Alexander, M.; LESCARBEAU, Andre; KELLEY, Elizabeth, H.; SHORTSLEEVES, Kelley, C.; WALTERS, W., Patrick; MURCKO, Mark, Andrew; MCLEAN, Thomas, H.; GUNAYDIN, Hakan; GIORDANETTO, Fabrizio; THERRIEN, Eric; (607 pag.)WO2019/183367; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 73290-22-9, Adding some certain compound to certain chemical reactions, such as: 73290-22-9, name is 2-Bromo-5-iodopyridine,molecular formula is C5H3BrIN, 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 73290-22-9.

General procedure: An oven dried Schlenk tube was purged with nitrogen and charged with 3-iodopyridine (0.875 mmol, 179.3 mg), BiPh3 (0.25 mmol, 110 mg), K3PO4 (1.5 mmol, 318 mg), Pd(OAc)2 (0.025 mmol, 5.6 mg), PPh3 (0.1 mmol, 26.2 mg) followed by dry DMF (3 mL) under nitrogen atmosphere. The reaction mixture was stirred in an oil bath at 90C for 1h. It was brought to rt, treated with water (10mL), and extracted with ethyl acetate (2¡Á20 mL). The organic extract was treated with brine, dried over anhydrous MgSO4, and concentrated using rotary evaporator under the reduced pressure. The crude was subjected to silica gel column chromatography (5% EtOAc/Hexane) to obtain 3-phenylpyridine (1.1) as colorless oil (115 mg, 98%).

According to the analysis of related databases, 73290-22-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Rao, Maddali L.N.; Dhanorkar, Ritesh J.; Tetrahedron; vol. 71; 2; (2015); p. 338 – 349;,
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 73290-22-9, name is 2-Bromo-5-iodopyridine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5H3BrIN

General procedure: An oven dried Schlenk tube was purged with nitrogen and charged with 3-iodopyridine (0.875 mmol, 179.3 mg), BiPh3 (0.25 mmol, 110 mg), K3PO4 (1.5 mmol, 318 mg), Pd(OAc)2 (0.025 mmol, 5.6 mg), PPh3 (0.1 mmol, 26.2 mg) followed by dry DMF (3 mL) under nitrogen atmosphere. The reaction mixture was stirred in an oil bath at 90C for 1h. It was brought to rt, treated with water (10mL), and extracted with ethyl acetate (2¡Á20 mL). The organic extract was treated with brine, dried over anhydrous MgSO4, and concentrated using rotary evaporator under the reduced pressure. The crude was subjected to silica gel column chromatography (5% EtOAc/Hexane) to obtain 3-phenylpyridine (1.1) as colorless oil (115 mg, 98%).

With the rapid development of chemical substances, we look forward to future research findings about 73290-22-9.

Reference:
Article; Rao, Maddali L.N.; Dhanorkar, Ritesh J.; Tetrahedron; vol. 71; 2; (2015); p. 338 – 349;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem