Category: 2924-09-6

These common heterocyclic compound, 2924-09-6, name is 5-Bromo-2-fluoroaniline, 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. category: bromides-buliding-blocks

5-Bromo-2-fluoroaniline (2.85 g, 15.00 mmol) and 4-methylmorpholine (1.65 mL, 15.00 mmol) were dissolved in anhydrous dichloromethane (20 mL) and the solution was cooled to -20 C. Add compound 5 (3.55 g, obtained in the synthesis of steps 1-3,13.66 mol), the mixture was slowly warmed to 20 C and kept stirring at 20 C for 12 hours. The resulting red suspension was poured into water (80 mL). The phases were separated and the organic layer was dried with Na2SO4, filtered and evaporated.A red oil was obtained and the residual red oil was dissolved in methanol (20 mL).The solution was heated to reflux for 1 hour to form a precipitate. The mixture was cooled to 4 C.The precipitate was collected by filtration, washed with methanol and dried to give a pale pink solid.N-(5-Bromo-2-fluorophenyl)-6-(furan-2-yloxy)pyridine-3-sulfonamide (Compound 6), 3.50 g, yield 62%.

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

Reference:
Patent; Dou Yuling; (11 pag.)CN108484585; (2018); A;,
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. 2924-09-6, name is 5-Bromo-2-fluoroaniline, A new synthetic method of this compound is introduced below., COA of Formula: C6H5BrFN

98% of 2-fluoro-5-bromonitrobenzene (211 g, 0.96 mol) and iron powder (212 g, 3.8 mol) were mixed, 1200 ml of ethanol was added and glacial acetic acid (456 g, 7.6 mol) was added dropwise at room temperature. The reaction solution was treated with an oil bath at 60 CThe reaction solution was completed by a gas phase controlled reaction. The reaction solution was filtered through a Buchner funnel pad and the filtrate was evaporated to dryness and extracted with ethyl acetateN-heptane (volume ratio 1: 4) was purified by column and evaporated to give pure product 122.5 g, 98% GC, yield 62.5%

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; Dalian Allychem Co., Ltd.; Wang, Xianxue; Zheng, Peng; (5 pag.)CN104530107; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 2924-09-6, name is 5-Bromo-2-fluoroaniline, 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-fluoroaniline

Stir the mixture of 5-bromo-2-fluoroaniline (800 mg, 4.26 mmol), cyclopropylboronic acid (434 mg, 5.05 mmol), tetrakis(triphenylphosphine)palladium(0) (242 mg, 0.21 mmol), cesium carbonate (2.7 g, 8.28 mmol) in dioxane (5 mL) and water (0.3 mL) under N2 atmosphere at 100C for 17 hrs. TLC (EtOAc:PE=l :3) shows the reaction is complete. Filter off the solid, concentrate the filtrate. Purify by flash chromatography (silica gel, EtOAc_PE=3:7) to afford the title compound (350 mg, 55%). MS: (M+l): 152.1.

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

Reference:
Patent; CROWN BIOSCIENCE INC. (TAICANG); ZHANG, Deyi; ZHANG, Ruihao; ZHONG, Boyu; SHIH, Chuan; WO2014/418; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 2924-09-6, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 2924-09-6 as follows.

Step 1: Synthesis of 4-(5-bromo-2-fluorophenyl)morpholine To a CEM snap top microwave vial (10 ml) equipped with a magnetic stir bar (3*10 mm) was added 5-Bromo-2-fluoroaniline (1.00 g, 5.26 mmol), sodium iodide (2.37 gm, 15.8 mmol), potassium carbonate (1.45 gm, 10.5 mmol), and 2-chloroethyl ether (1.30 gm, 9.09 mmol) in dimethylformamide (6.5 mL). The reaction was capped and irradiated in a CEM Explorer microwave at 120 C. for 4 hours then forced air-cooled. Purification by column chromatography [default gradient (ISCO); EtOAc/hexanes] afforded 397 mg (29%) an oil; 1H NMR (400 MHz, DMSO-d6) delta ppm 3.00 (t, J=1.7 Hz, 4H) 3.69-3.73 (m, 4H) 7.10-7.15 (m, 3H); MS (EI) m/z 259.0 [M+·].

According to the analysis of related databases, 2924-09-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WYETH; US2009/48320; (2009); 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. 2924-09-6, name is 5-Bromo-2-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., category: bromides-buliding-blocks

A mixture of 5-bromo-2-fluoroaniline (10 g, 52.6 mmol), 3- (trifluoromethyl)benzene-1-sulfonyl chloride (12.9 g, 52.6 mmol) and pyridine (30 mL) was stirred overnight at 60oC. The pH value of the solution was adjusted to 3-4 with 1M aqueous hydrogen chloride. The mixture was extracted three times with dichloromethane. The combined organic layers combined were dried (Na2SO4) and concentrated. The residue was purified via MPLC eluting with 10% ethyl acetate in petroleum ether to afford N-(5-bromo-2- fluorophenyl)-3-(trifluoromethyl)benzenesulfonamide (19.3 g, 92%) as a light yellow solid.

According to the analysis of related databases, 2924-09-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LYCERA CORPORATION; AICHER, Thomas, Daniel; TAYLOR, Clarke, B.; VANHUIS, Chad, A.; (410 pag.)WO2016/201225; (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. 2924-09-6, name is 5-Bromo-2-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H5BrFN

A solution of sodium nitrate (0.49g, 0.007mM) in water [(1.] [5ML)] was added drop wise to a vigorously stirred heterogeneous solution of [5-BROMO-2FLUOROANILINE] (1.4g) in concentrated HC (aq) (3. [5ML)] over a 30 minutes period at 0C. Tin [(II)] chloride [DIHYDRATE] (4. 5g, 0.02mM) in concentrated [HC .] (aq) (3. 5ml) was added drop wise to the above solution over a period of 30 minutes. After the addition, the solution was allowed to stir at [0C] for one hour. The reaction solution was basified (pH>7) by slowly adding a solution of 50% aqueous NaOH to the reaction mixture. The water layer was washed with diethyl ether (3x). The organic layers were combined, dried [(MGS04),] and concentrated. The resultant solid was thoroughly washed with hexanes. The undissolved solid was captured on filter and further washed with hexanes to afford [0.] [81 G] (54% yield) of the desired product as an off- white solid. NMR [(CHC13)] [8] 5.45 (bs, 1H) ; 6.80-6. 86 (m, 2H); 7.25-7. 28 [(M,] 1H). [[0085]] See, McKittrick, B. et al. , J. Heterocyclic Chem. 27,2151 (1990), hereby incorporated by reference.

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 2924-09-6.

Reference:
Patent; WYETH; VIROPHARMA INCORPORATED; WO2003/99824; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 2924-09-6, name is 5-Bromo-2-fluoroaniline, 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 2924-09-6, Computed Properties of C6H5BrFN

Example 25Synthesis of TRV 1 159TRV 1159 (4-(3-(benzylamino)-4-fluorophenyl)piperazin- 1 -yl)(phenyl)methanone [00164] Scheme for TRV 1 159[00165] 5-bromo-2-fluoroanile (0.500 g, 2.63 mmol) and benzaldehyde (0.27 mL, 2.63 mmol) were dissolved in DCM (8.8 mL) and then treated with NaBH(OAc)3 (0.837 g, 3.95 mmol) and AcOH (0.23 mL, 3.95 mmol). This mixture was stirred at room temperature under argon until complete by TLC. The reaction was quenched by the dropwise addition of IN NaOH (20 mL). This mixture was then extracted with EtOAc (3x 20 mL). The combined organic layers were washed with H2O, brine, dried (Na^SC^), filtered and concentrated to give 1.0 g of an oil. This crude oil was purified via flash chromatography (5 % EtOAc / hexane to give 0.6127 g (83 % yield) of the desired benzylamine. The benzyl amine (0.5032 g, 1.8 mmol), benzoylpiperazine hydrochloride (0.4897 g, 2.16 mmol) and NaOiBu (0.517 g, 5.38 mmol) were added to a tube. The tube was evacuated and flushed with argon for three cycles. Toluene (5.4 mL) and NMP (3.2 mL) were then added and the mixture was degassed with argon for 30 minutes. Pd2(dba)3 (0.033 g, 0.036 mmol) and BINAP (0.0448 g, 0.072 mmol) were then added, the tube was sealed and heated overnight at 100C. After cooling, the mixture was diluted with water and EtOAc. The aqueous layer was back-extracted with EtOAc (3x). The combined organic layers were then washed with H20, IN HC1 (2x), saturated NaHC03, H20 and brine before drying with Na2S0 . The material was filtered and concentrated under reduced pressure to give 1.3 g of crude brown oil. Initial purification via flash chromatography (45 % EtOAc / hexane) failed to separate the product from the minor by-product. A second chromatographic process (20 % EtOAc / hexane) was used to afford 0.1998 g (24 % yield) of TRV1159. NMR (500 MHz, CDC13) delta = 7.47-7.41 (m, 5H), 7.38-7.34 (m, 4H), 7.30-7.27 (m, 1H), 6.88 (dd, J = 1 1.5, 8.5 Hz, 1 H), 6.26 (dd, J = 7.5, 3.0 Hz, 1 H), 6.16 (dt, J = 8.5, 3.0 Hz, 1 H), 4.35 (s, 2H), 4.32 (br s, 1H), 3.89 (br s, 2H), 3.54 (br s, 2H), 3.09 (br s, 2H), 2.95 (br s, 2H). Example 26 Synthesis of TRV 1 158

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; TREVENTIS CORPORATION; REED, Mark, A.; YADAV, Arun; BANFIELD, Scott, C.; BARDEN, Christopher, J.; WO2012/119035; (2012); 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. 2924-09-6, name is 5-Bromo-2-fluoroaniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H5BrFN

To a solution of 5-bromo-2-fluoroaniline (1 g, 5.26 mmol) in L/,L/?-dimethylformamide (10 ml), potassium iodide (2.18 g, 13.1 mmol), and sodium carbonate (1 .95 g, 18.4 mmol) were added and the reaction mixture was heated to 150 C. Then 1 -bromo-2-(2-bromoethoxy)ethane (1.34 g, 5.77 mmol) was added and heating was continued for 16 h. After completion of the reaction (monitored by TLC), the reaction mixture was diluted with water (25 mL) and extracted with ethyl acetate (2 x 15 mL). The combined organic extracts were dried over Na2S04, filtered and concentrated under reduced pressure to yield the crude product. The crude material was purified by flash column chromatography using hexane/ ethyl acetate (80:20) to afford the title compound (0.8 g, 58%).1H-NMR (400 MHz, CDCI3) d = 7.03-7.04 (m, 2H), 6.90-6.92 (m, 1 H), 3.87-3.88 (m, 4H), 3.08-3.10 (m, 4H).

The synthetic route of 2924-09-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AC IMMUNE SA; NAMPALLY, Sreenivasachary; GABELLIERI, Emanuele; MOLETTE, Jerome; (0 pag.)WO2019/233883; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2924-09-6, name is 5-Bromo-2-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 5-Bromo-2-fluoroaniline

Intermediate 47 5-Bromo-8-fluoroquinoline A mixture of 5-bromo-2-fluoroaniline (commercially available, for example, from Fluorochem) (21.45 g, 113 mmol) and 6M hydrochloric acid (90 ml) at -50 0C was treated with toluene (150 ml). The mixture was warmed to -60 0C and acrolein (15.1 ml, 226 mmol) was added slowly over 20 min.The mixture was then heated at reflux for 1 h 45 min. The cooled mixture was made alkaline with1OM NaOH aq and extracted with EtOAc. The extracts were washed with brine, dried and evaporated to give a brown oil that was purified by flash column chromatography on silica using mixtures of EtOAc and cyclohexane (1 :9 to 1 :6 ratio) as eluent. Evaporation of the solvent from appropriate fractions gave the title compound (6.69 g). LCMS RT= 2.84 min, ES+ve m/z 226/228[M+H]+.

The synthetic route of 2924-09-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; GORE, Paul Martin; HANCOCK, Ashley, Paul; HODGSON, Simon Teanby; WO2010/94643; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 2924-09-6, name is 5-Bromo-2-fluoroaniline, 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 2924-09-6, SDS of cas: 2924-09-6

A solution of 5-bromo-2-fluoroaniline (10 g, 52 mmol) in toluene (150 ml) was treated with 4-bromobutyryl chloride (6.1 ml, 52 mmol) and then heated at [100C] for 14 h. The reaction was cooled then washed with water, 10% sodium carbonate, IN HCl and water, dried over anhydrous magnesium sulphate, filtered and concentrated im vacuo. The resulting tan solid was triturated with 5% ether in isohexane and collected by filtration to afford [4-BROMO-N- (5-BROMO-2-FLUOROPHENYL)] butyramide. This solid was dissolved in anhydrous [NN-DIMETHYLFORMAMIDE] (150 ml) then treated with sodium hydride (1.4 g of a 60% dispersion in oil) added in portions over 5 min. The resulting mixture was stirred at [60C] for 60 min, cooled and treated with methanol (10 ml). The reaction was diluted with water (1500 ml) and extracted with ether (2 x 400 ml). The organics were combined, washed with water (x 3), brine, dried over anhydrous magnesium sulphate, filtered and pre-adsorbed onto silica. Chromatography on silica gel, eluting with isohexane on a gradient of ethyl acetate (20-50%), gave [1- (5-BROMO-2-FLUOROPHENYL)] pyrrolidin-2-one (9.1 g, [67%)] as a straw-coloured solid: [8H] (400 MHz, CDCl3) 2.17-2. 25 (2H, m), 2. [55-2.] 59 (2H, m), 3. [80-3.] 84 (2H, m), 7.20 [(1H,] dd, J 10.5 and 9), 7.33- 7.37 [(1H,] m), 7.59 [(1H,] dd, J 7 and 2.5). 2-(8-Fluoroimidazo[1,2-a]pyridin-7-yl) propan-2-ol was coupled to [1-] (5-bromo-2-fluorophenyl) pyrrolidin-2-one as described in Example 6 to give [L- {2-NUORO-5- [8-FLUORO-7- (L-HYDROXY-L-METHYLETHYL)] imidazo [1, 2-a] pyridin-3- yl] phenyl} pyrrolidin-2-one as a pale yellow solid (114 mg, 31%): m/z [(ES+)] 372 [WHY]

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, 5-Bromo-2-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2003/99816; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary