Category: 116632-39-4

Synthetic Route of 116632-39-4,Some common heterocyclic compound, 116632-39-4, name is 5-Bromo-2-iodotoluene, molecular formula is C7H6BrI, 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.

A reaction vial was charged with compound 402 (100 mg, 0.33 MMOL) in 1,4-dioxane (1.0 mL), 4-BROMO-1-IODO-2-METHYLBENZENE (56 LLL, 0.38 MMOL), CS2CO3 (15 mg, 0.46 MMOL), PD2 (dba) 3 (7.5 mg, 0.008 MMOL), and rac-BINAP (7.7 mg, 0. 012 MMOL). The tube was flushed with argon for 5 min, closed and then stirred at 150 C for 1 h in a microwave oven. The reaction mixture was allowed to cool to room temperature, and then poured into EtOAc. Filtration and concentration in vacuo gave the crude product. The crude product was purified by continuous gradient flash chromatography using EtOAc/petroleum ether (40-60) (v: v = 10: 90 to 30: 70) as the eluent to afford the title compound as orange solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-2-iodotoluene, its application will become more common.

Reference:
Patent; LEO PHARMA A/S; WO2005/9940; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 116632-39-4,Some common heterocyclic compound, 116632-39-4, name is 5-Bromo-2-iodotoluene, molecular formula is C7H6BrI, 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.

PREPARATION EXAMPLE 36 To a mixture of 4-bromo-1-iodo-2-methylbenzene (87.5 g) and THF (400 mL) was added dropwise n-BuLi (1.55 M in hexane, 200 mL) over 50 min with dry ice-acetone bath cooling under Ar atmosphere. Then the mixture was stirred at the same temperature for 10 min. To the mixture was added a mixture of 2-methyl-N-(oxetan-3-ylidene)propane-2-sulfinamide (56.8 g) and THF (40 mL) dropwise over 30 min at the same temperature. Then the mixture was stirred at the same temperature for 1 hour. The mixture was diluted with sat. aq. NH4Cl (200 mL) at the same temperature, and brine (100 mL) was added, and stirred at room temperature for 30 min. Then organic layer was separated, concentrated, and diluted with EtOAc (300 mL). Aqueous layer was extracted with EtOAc (300 mL), and combined organic layers were washed with brine twice, and dried over MgSO4, filtered, and concentrated under reduced pressure. To the residue was added IPE (150 mL), and the mixture was stirred at room temperature for 15 min and under ice bath cooling for 30 min. The precipitate was collected, and washed with IPE to give N-[3-(4-bromo-2-methylphenyl)oxetan-3-yl]-2-methylpropane-2-sulfinamide (48.07 g) as a solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-2-iodotoluene, its application will become more common.

Reference:
Patent; Astellas Pharma Inc.; Cytokinetics, Incorporated; SATO, Ippei; KAMIKUBO, Takashi; MIURA, Masanori; MATSUSHIMA, Yuji; TANAKA, Hiroaki; SHllNA, Yasuhiro; YAMAKI, Susumu; SAITO, Tomoyuki; KIYOHARA, Hiroshi; OHE, Munemichi; MIHARA, Kayoko; MORGAN, Bradley Paul; MALIK, Fady; COLLIBEE, Scott Emile; ASHCRAFT, Luke; LU, Pu-Ping; WARRINGTON, Jeffrey Michael; GARARD, Marc; (100 pag.)US2017/233402; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 116632-39-4, name is 5-Bromo-2-iodotoluene, 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. Recommanded Product: 5-Bromo-2-iodotoluene

[0001074] To a mixture of Compound 298A (2.96 g, 0.01 mol), 4-fluorophenylboronic acid (2 g, 1.32 mol), and K3PO4 (6.4 g, 0.03 mol) in 1 ,2-dimethoxyethane (80 mL) was added Pd(dppf)Cl2 (733 mg, 1.0 mmol). The reaction mixture was stirred under nitrogen at room temperature overnight. The resulting mixture washed with brine (100 mL), dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was purified with flash column chromatography on silica gel (ethyl acetate in petroleum ether, from 10% to 50% v/v) to furnish Compound 298B.

The synthetic route of 5-Bromo-2-iodotoluene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel; BRIDGES, Alexander, James; WO2015/42397; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 116632-39-4, name is 5-Bromo-2-iodotoluene, molecular formula is C7H6BrI, 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. HPLC of Formula: C7H6BrI

Preparation 49 (4-Bromo-2-methyl-phenyl)-(2-methyl-5-nitro-phenyl)-methanone (compound 449) The reaction was run under an argon atmosphere using dry glassware. 4-Bromo-2-methyliodobenzene (2.40 mL, 16.8 mmol) was dissolved in dry THF (15 mL) and cooled to -60 C. Isopropylmagnesium chloride (2 M in THF, 8.4 mL, 16.8 mmol) was added under stirring during 30 minutes. The reaction mixture was allowed to warm up to -40 C. and the mixture was stirred at -40 C. for 4 h. Compound 401 (4.62 g, 16.8 mmol) was added and the mixture was stirred at -40 C. for 3 h after which it was allowed to warm to room temperature and stirred for 17 h. A saturated aqueous solution of NH4Cl (100 mL) was added and the mixture was stirred for 1 h. The phases were separated and the aqueous phase was extracted with EtOAc (2*100 mL). The combined organic phases were washed with brine, dried (MgSO4), filtered and concentrated in vacuo. The crude product was purified by flash chromatography using CH2Cl2/petroleum ether (40-60) 1:6, 1:4, 1:2 as the eluent to afford the title compound as yellow compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 116632-39-4, its application will become more common.

Reference:
Patent; Leo Pharma A/S; US2006/128766; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 116632-39-4, name is 5-Bromo-2-iodotoluene, This compound has unique chemical properties. The synthetic route is as follows., name: 5-Bromo-2-iodotoluene

In dioxane (5 mL) solution of tert-butyl 5-hydroxy-4-methyl-2,3-dihydro-1H-indole-1-carboxylate (250 mg) and 5-bromo-2-iodo toluene (212 muL), copper iodide (I) (38.1 mg), N,N-dimethyl glycine (41.2 mg), cesium carbonate (651 mg) was added and stirred for 24 hours at 100 C. The reaction mixture into a saturated ammonium chloride solution (6 mL), saturated aqueous sodium bicarbonate (3 mL), and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. After washing the resulting residue with hexane, collected by filtration, and dried to give the title compound (57.5 mg) as a white solid.

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 116632-39-4.

Reference:
Patent; DAIICHI SANKYO COMPANY LIMITED; NAGAMOCHI, MASATOSHI; GOTANDA, KENTOKU; NOGUCHI, TETSUJI; GOTO, TAIJI; SASAKI, JUNKO; TORIHATA, MUNEFUMI; YOSHINO, TOSHIHARU; ISOBE, TAKASHI; (97 pag.)JP2016/108257; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 116632-39-4,Some common heterocyclic compound, 116632-39-4, name is 5-Bromo-2-iodotoluene, molecular formula is C7H6BrI, 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.

A solution of isopropylmagnesium bromide in tetrahydrofuran (1.0 M, 7.6 mL, 7.6 mmol) was added into a solution of 4-bromo-1-iodo-2-methylbenzene (2.1 g, 7.0 mmol) in tetrahydrofuran (10.0 mL) under an atmosphere of nitrogen at -40 C. The mixture was warmed to room temperature and stirred for 30 min, then was cooled to -78 C. To the mixture was added ethyl 4-oxocyclohexanecarboxylate (1.0 g, 5.9 mol) in tetrahydrofuran (2.0 mL). The reaction mixture was allowed to warm slowly to room temperature, and stirred at room temperature for an additional 30 min. The mixture was quenched with sat. aqueous NH4Cl solution, and extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2SO4, and filtered. The filtrate was concentrated. The residue was purified by flash chromatography (ethyl acetate in hexane: 0-50%) to give ethyl 4-(4-bromo-2-methylphenyl)-4-hydroxycyclohexanecarboxylate (0.46 g, 23%).

The synthetic route of 116632-39-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhuo, Jincong; Li, Yun-Long; Xu, Meizhong; He, Chunhong; Yao, Wenqing; US2007/208001; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 116632-39-4, A common heterocyclic compound, 116632-39-4, name is 5-Bromo-2-iodotoluene, molecular formula is C7H6BrI, 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.

0.1 g of 1 -bromo-4-iodo-5-methylbenzene, 0.043 g of 1 -methyl-1 H-pyrazol -5- ylboronic acid, and 0.045 g of 1 ,1 ‘-Bis(diphenylphosphino)ferrocene]- dichloropalladium(ll) were placed in a septum-sealed vial and evacuated/nitrogen filled three times. 3 ml_ of 1 ,4-dioxane was then added, followed by the addition of 0.5 ml_ of 1 M cesium carbonate. The mixture was stirred at room temperature for 30 minutes and heated at 7O C for 4 hours. The reaction mixture was cooled, diluted with water, and extracted with ethyl acetate. The ethyl acetate was dried with sodium sulfate, filtered, concentrated, and the residue was purified by reverse phase HPLC to give 0.05 g of product. LCMS (M+H): 252

The synthetic route of 116632-39-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; WO2009/69044; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 116632-39-4, 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. 116632-39-4, name is 5-Bromo-2-iodotoluene, This compound has unique chemical properties. The synthetic route is as follows.

A Schlenk tube was charged with compound 471 (4.25 G, 10.9 MMOL) in 1,4-dioxane (40 mL), 5-BROMO-1-IODO-TOLUENE (3. 88 G, 13.1 MMOL), CS2CO3 (4.97 G, 15.26 MMOL), PD2 (dba) 3 (250 mg, 0.27 MMOL), and rac-BINAP (255 mg, 0.41 MMOL). The tube was capped with a rubber septum, flushed with argon for 5 min, and then stirred at 100 C for 72 h. The reaction mixture was allowed to cool to RT, and then poured into a mixture of water and EtOAc. The aqueous phase was extracted twice with more EtOAc. The combined organic phases were washed with brine, dried (MGSO4), filtered and concentrated in vacuo. The crude product was purified by chromatography eluting with petroleum ether/EtOAc 4: 1 to afford the title compound as YELLOW FOAM. 1H NMR (CDOS) 8 7.39 (d, LH), 7. 35 – 7.25 (m,3H), 7.14 (d,1H), 6.81 (m,2H), 6.69 (m,2H), 5.63 (BS, LH), 4.70 (bt, LH), 4.23-4. 00 (m, 3H), 3.95-3. 77 (m, 2H), 3.53 (m, LH), 2. 51 (s, 3H), 2. 23 (s, 3H), 1.92-1. 45 (m, 6H)

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-2-iodotoluene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; LEO PHARMA A/S; WO2005/9940; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 116632-39-4, name is 5-Bromo-2-iodotoluene, 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. Recommanded Product: 116632-39-4

To a solution of 4-bromo-1-iodo-2-methylbenzene (0.24 mL, 1.6 mmol) in tetrahydrofuran (5 mL) at -78 C. was added n-butyl lithium (2.5 M in hexane, 0.8 mL, 2.0 mmol) dropwise over 15 minutes. The reaction mixture was stirred at -78 C. for 30 minutes, treated with neat cyclobutanone (0.12 mL, 1.6 mmol) dropwise over 10 minutes and stirred at -78 C. for an additional 1.5 hours. The reaction was quenched with saturated aqueous ammonium chloride solution, warmed to room temperature and extracted with ethyl acetate (2*). The combined organic layers were dried over magnesium sulfate, filtered and concentrated in vacuo to afford 500 mg yellow semi-solid, which was purified by flash chromatography (12 g silica, 0-50% ethyl acetate/heptane, 18 column volumes). Product fractions were combined and concentrated in vacuo to afford the title compound as a colorless waxy solid (290 mg, 73% yield). GCMS 240/242 (M)+; 1H NMR (400 MHz, CDCl3) delta 7.23-7.31 (m, 2H), 7.11 (d, J=8.20 Hz, 1H), 2.55-2.64 (m, 2H), 2.28-2.38 (m, 5H), 2.07-2.20 (m, 1H), 1.93 (s, 1H), 1.62-1.74 (m, 1H).

The synthetic route of 5-Bromo-2-iodotoluene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; Bhattacharya, Samit; Cameron, Kimberly; Dowling, Matthew; Fernando, Dilinie; Ebner, David; Filipski, Kevin; Kung, Daniel; Lee, Esther; Smith, Aaron; Tu, Meihua; US2013/267493; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 116632-39-4, name is 5-Bromo-2-iodotoluene, A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Bromo-2-iodotoluene

4-Bromo-1 -iodo-2-methylbenzene, 5.00 g (16.8 mmol), and N-bromosuccinimide, 3.06 g (20.2 mmol), were dissolved into 50 mL of 1,2-dichloroethane. 2,2′-Azobisisobutyronitrile, 0.28 g (1.7 mmol), was added to the above solution at 85C and the resulting mixture was stirred at this temperature for 3 hours under nitrogen atmosphere. The solvent was removed in vacuo and the residue was purified by silica gel column chromatography to give 3.01 g (48%) of the product as a white solid. 1H-NMR (400 MHz, CDCI3): delta [ppm] = 4.54 (s, 2H), 7.13-7.16 (m, 1H), 7.63 (d, 1H), 7.73 (d, 1H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; WORTMANN, Lars; SAUTIER, Brice; EIS, Knut; BRIEM, Hans; BOeHNKE, Niels; VON NUSSBAUM, Franz; HILLIG, Roman; BADER, Benjamin; SCHROeDER, Jens; PETERSEN, Kirstin; LIENAU, Philip; WENGNER, Antje, Margret; MOOSMAYER, Dieter; WANG, Qiuwen; SCHICK, Hans; (510 pag.)WO2018/172250; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com