Category: 418762-26-2

418762-26-2, name is 4-Bromo-2-fluoro-5-methylaniline, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of 4-Bromo-2-fluoro-5-methylaniline

To a stirred solution of 4-(2-(benzyloxy)ethoxy)-l -methyl- lH-pyrazole-5-carbonyl chloride (0.9 g, 3.05 mmol, 1 equiv) and 4-bromo-2-fluoro-5-methylaniline (0.6 g, 3.05 mmol, 1 equiv) in DCM was added Et3N (0.5 g, 4.58 mmol, 1.5 equiv) at 0 C under nitrogen atmosphere. The resulting solution was stirred for 30 min. The reaction was quenched with water at room temperature. The aqueous layer was extracted with CH2CI2 and the organic layer wasconcentrated under reduced pressure to give the title compound (1 g, 70.84%) as a white solid. LC-MS: (ES, m/z): [M+H]+ 462.

The synthetic route of 418762-26-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDEAYA BIOSCIENCES, INC.; ALAM, Muzaffar; ASWAD, Fred; BECK, Hilary Plake; DILLON, Michael Patrick; GONZALEZ-LOPEZ, Marcos; HATA, Yujiro; SUTTON, JR., James Clifford; (0 pag.)WO2019/236766; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 418762-26-2,Some common heterocyclic compound, 418762-26-2, name is 4-Bromo-2-fluoro-5-methylaniline, molecular formula is C7H7BrFN, 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 suspension of 4-bromo-2-fluoro-5- methylaniline (15 g, 73.5 mmol) in 30 mL of concentrated HCl was added 30 mL of water and a solution of NaN02 (5.33 g, 77.2 mmol) in water (20 mL) was added over a 20 minute period at 0C. This diazonium solution was then brought to pH 6 with NaHC03. In a separate vial, a solution of CuS04 (22.9 g, 91.9 mmol) in water (100 mL) was added dropwise to a solution of KCN (23.9 mg, 368 mmol) in water (100 mL) at 0C, then toluene (100 mL) was added and the mixture was stirred and heated to 60C. The previously prepared diazonium solution was added dropwise to the brown CuCN solution at rt for 1 hour and EtOAc (100 ml) was added. The organic phase was washed with brine (200 mL) and concentrated. The crude product was purified via Prep-TLC to afford the 4-bromo-2-fluoro-5-methylbenzonitrile.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-2-fluoro-5-methylaniline, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; PIO, Barbara; CHOBANIAN, Harry, R.; SHI, Zhi-Cai; DONG, Shuzhi; GUO, Yan; WALSH, Shawn, P.; GUO, Zhiqiang; FERGUSON, Ronald, D.; CATO, Brian; (114 pag.)WO2016/60941; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 418762-26-2, name is 4-Bromo-2-fluoro-5-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 4-Bromo-2-fluoro-5-methylaniline

a) N-(4-bromo-2-fluoro-5-methylphenyl)-2-{[(35)-l-(cyclopropylcarbonyl)-3- pyrrolidinyl]acetyl}hydrazinecarboxamideTo a round bottom flask was added triphosgene (2.57 mmol) and dichloromethane (20 mL) under nitrogen, and the solution was cooled to -78 C. In a separate vial, 4- bromo-2-fluoro-5-methylaniline (7.35 mmol) was dissolved in dichloromethane (20 mL) and Hunig’s base (18.4 mmol) was added. This solution was slowly added to the cooled solution and then the reaction was allowed to warm to room temperature. After 10 min, analysis by LCMS indicated desired intermediate formation. The reaction was cooled again to -78 C and 2-[(35)-l-(cyclopropylcarbonyl)-3-pyrrolidinyl]acetohydrazide (4.41 mmol) in dichloromethane (5 mL) was added slowly. The reaction was allowed to warm to room temperature and stirred for 20 min. Analysis by LCMS indicated desired product formation. The reaction was poured into a separatory funnel and partitioned with saturated aq sodium bicarbonate. The aqueous layer was extracted with dichloromethane (3x) and the combined organic layers were dried over Na2S04, filtered, and concentrated to an oil. The residue was purified by silica gel chromatography (0-15%isopropanol/ethyl acetate). The desired fractions were combined and concentrated to afford the title product as an oil (1.9 g, 59%). MS(ES)+ m/e 441.0, 442.9 [M+H]+.

According to the analysis of related databases, 418762-26-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE LLC; ADAMS, Nicholas, D.; AQUINO, Christopher, Joseph; CHAUDHARI, Amita, M.; GHERGUROVICH, Jonathan, M.; KIESOW, Terence, John; PARRISH, Cynthia, A.; REIF, Alexander, Joseph; WIGGALL, Kenneth; WO2011/103546; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 418762-26-2, name is 4-Bromo-2-fluoro-5-methylaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 418762-26-2

To a stirred solution of 4-(2-(benzyloxy)ethoxy)-l-methyl-lH-pyrazole-5-carbonyl chloride (0.9 g, 3.05 mmol, 1 equiv) and 4-bromo-2-fluoro-5-methylaniline (0.6 g, 3.05 mmol, 1 equiv) in DCM was added Et3N (0.5 g, 4.58 mmol, 1.5 equiv) at 0 C under nitrogen atmosphere. The resulting solution was stirred for 30 min. The reaction was quenched with water at room temperature. The aqueous layer was extracted with CH2CI2 and the organic layer was concentrated under reduced pressure to give the title compound (1 g, 70.84%) as a white solid. LC-MS: (ES, m/z): [M+H]+ 462.

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; IDEAYA BIOSCIENCES, INC.; ALAM, Muzaffar; BECK, Hilary, Plake; DILLON, Michael, Patrick; GONZALEZ-LOPEZ, Marcos; SUTTON, James, Clifford, Jr.; (248 pag.)WO2019/156987; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 418762-26-2, name is 4-Bromo-2-fluoro-5-methylaniline, molecular formula is C7H7BrFN, 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. Computed Properties of C7H7BrFN

To a solution of 4-bromo-2-fluoro-5-methylaniline (1.10 g, 5.39 mmol), ethyl 4-(3-methylbutanoyl)benzoate (1.26 g, 5.39 mmol) and Et3N (2.25 ml, 16.2 mmol) in DCM (100 ml) was added TiCl4 (2.7 ml, 2.7 mmol) dropwise and the reaction was monitored by TLC. The mixture was kept stirring at room temperature for 16 h, then 5N NaOH was added to adjust pH=14, extracted with DCM and the organic layer was washed with brine, dried and concentrated. The resulting residue was used for the next step reaction directly.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 418762-26-2, its application will become more common.

Reference:
Patent; Janssen Pharmaceutica NV; Gaul, Micheal; Xu, Guozhang; Zhao, Bao-Ping; (53 pag.)US2018/64686; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 418762-26-2, These common heterocyclic compound, 418762-26-2, name is 4-Bromo-2-fluoro-5-methylaniline, 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.

EXAMPLE 73 7-(2,6-dichlorobenzyl)-5-{ [2-fluoro-5-methyl-4-(piperazin-l -yl)phenyl]amino}pyrido[3,4- d]pyridazin-4(3H)-one EXAMPLE 73A /V,jV-dibenzy l-4-bromo-2-fluoro-5-methylbenzenamineA suspension of 4-bromo-2-fluoro-5-methylbenzenamine (1 g, 4.9 mmol), benzylbromide (2.5 g, 14.7 mmol) and potassium carbonate (2 g, 14.7 mmol) in acetonitrile (80 mL) was heated in a sealed tube at 100C for 16 hours. After concentration, the residue was diluted with ethyl acetate (80 mL) and washed with water (20 mL). The organic layer was dried over anhydrous sodium sulfate, filtered, concentrated and purified by flash chromatography on silica gel (200-300 mesh) eluting with 50/1 petroleum ether/ethyl acetate to give the title compound. MS : 384 (M+H+).

Statistics shows that 4-Bromo-2-fluoro-5-methylaniline is playing an increasingly important role. we look forward to future research findings about 418762-26-2.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; VASUDEVAN, Anil; PENNING, Thomas Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; ZHAO, Zhongqiang; CHAI, Dikun; YANG, Leifu; GAO, Yingxiang; WO2012/97682; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 418762-26-2, The chemical industry reduces the impact on the environment during synthesis 418762-26-2, name is 4-Bromo-2-fluoro-5-methylaniline, I believe this compound will play a more active role in future production and life.

Intermediate 11 2-fluoro-5-methyl-4-(l,4-dioxaspiror4.51dec-7-en-8-vl)anirine [0092] A mixture of 4,4,4,4-tetramethyl-2-(l,4-dioxaspiro[4.5]dec-7-en-8-yl)- 1,3,2-dioxaborolane (532.0 mg, 2.0 mmol), 4-bromo-2-fluoro-5-methylaniline (406.0 mg, 2.0 mmol), tetrakis(triphenylphosphine)palladium(0) (231.1 mg, 0.2 mmol), cesium fluoride (912.0 mg, 6.0 mmol), 1,2-dimethoxyethane (4 mL) and methanol (2 niL) was degassed for 5 min and then heated at 130C in a microwave reactor for 15 min. The reaction was concentrated in vacuo, and purified by silica chromatography (EtOAC / Hexanes: 3/7) to afford 2-fluoro-5-methyl-4-(l,4-dioxaspiro[4.5]dec-7-en- 8-yl)aniline; ESMS m/z 264.1 (M + H+).

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, 4-Bromo-2-fluoro-5-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; IRM LLC; WO2009/158431; (2009); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 418762-26-2,Some common heterocyclic compound, 418762-26-2, name is 4-Bromo-2-fluoro-5-methylaniline, molecular formula is C7H7BrFN, 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 solution of 4-bromo-2-fluoro-5-methylaniline (1.10 g, 5.39 mmol), ethyl 4-(3-methylbutanoyl)benzoate (1.26 g, 5.39 mmol) and Et3N (2.25 ml, 16.2 mmol) in DCM (100 ml) was added TiCl4 (2.7 ml, 2.7 mmol) dropwise and the reaction was monitored by TLC. The mixture was kept stirring at room temperature for 16 h, then 5N NaOH was added to adjust pH = 14, extracted with DCM and the organic layer was washed with brine, dried and concentrated. The resulting residue was used for the next step reaction directly.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-2-fluoro-5-methylaniline, its application will become more common.

Reference:
Article; Song, Fengbin; Xu, Guozhang; Gaul, Michael D.; Zhao, Baoping; Lu, Tianbao; Zhang, Rui; DesJarlais, Renee L.; DiLoreto, Karen; Huebert, Norman; Shook, Brian; Rentzeperis, Dennis; Santulli, Rosie; Eckardt, Annette; Demarest, Keith; Bioorganic and Medicinal Chemistry Letters; vol. 29; 15; (2019); p. 1974 – 1980;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 418762-26-2, These common heterocyclic compound, 418762-26-2, name is 4-Bromo-2-fluoro-5-methylaniline, 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.

Part A. Preparation of N-(4-bromo-2-fluoro-5-methylphenyl)methanesulfonamide.; [0073I]To a solution of 4-bromo-2-fluoro-5-methylaniline (2.04 g, lO.Ommol) in anhydrous CH2Cl2(20ml) and pyridine (3.23ml, 40.0mmol) was added methanesulfonyl chloride (0.86ml, 1 l.Ommol) and the resulting mixture was stirred at room temperature for 2h. Solvent was removed in vacuo, and the residue was partitioned between EtOAc and IM aq. HCl. The organic layer was washed with saturated aqueous NaHCO3, brine and then dried over Na2SO4. The drying agent was filtered off, and the filtrate was concentrated to give the title compound as a solid (2.80 g, 99%).

The synthetic route of 418762-26-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; WO2009/39135; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 418762-26-2, name is 4-Bromo-2-fluoro-5-methylaniline, belongs to bromides-buliding-blocks compound, 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 418762-26-2, Quality Control of 4-Bromo-2-fluoro-5-methylaniline

Example 51A N,N-dibenzyl-4-bromo-2-fluoro-5-methylbenzenamine A suspension of 4-bromo-2-fluoro-5-methylbenzenamine (1 g, 4.9 mmol),(bromomethyl)benzene (2.5 g, 14.7 mmol) and potassium carbonate (2 g, 14.7 mmol) in acetonitrile (80 mL) was heated in a sealed tube at 100C for 16 hours. After concentration, the residue was diluted with ethyl acetate (80 mL), washed with water (20 mL), dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was purified by flash chromatography on silica gel (200-300 mesh) eluting with 50/1 petroleum ether/ethyl acetate to give the title compound. MS : 384 (M+H+).

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.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; VASUDEVAN, Anil; PENNING, Thomas Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; WU, Fengchun; SHEN, Yan; LIU, Cuihua; ZOU, Zhenguang; WO2012/97684; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary