Category: bromides-buliding-blocks

Reference of 58971-11-2, 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 58971-11-2 as follows.

To a solution of 2-(3-bromophenyl)ethanamine (2 g, 10 mmol) in DCM (30 mL) were added Et3 (3 mL, 20.99 mmol) and AC2O (2 mL, 20.99 mmol). The reaction was stirred at rt overnight, then washed with H20 (50 mL x 3) followed by brine (50 mL x 3), dried over anhydrous a2S04, filtered and concentrated in vacuo to yield the crude product (2.42 g, 100%). MS (ESI, pos. ion) m/z: 242.0 [M + H]+; NMR (400 MHz, CDC13) delta (ppm): 7.36-7.33 (d, J= 9.2 Hz, 2H), 7.18-7.14 (t, J= 7.6 Hz, 1H), 7.12-7.10 (d, J= 8.0 Hz, 1H), 3.49-3.44 (t, J= 6.8 Hz, 2H), 2.79-2.76 (t, J= 7.2 Hz, 2H), 2.2 (s, 1H), 1.93 (s, 3H).

According to the analysis of related databases, 58971-11-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD; XI, Ning; WANG, Ruyong; WANG, Liang; WO2014/89324; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 55289-36-6,Some common heterocyclic compound, 55289-36-6, name is 3-Bromo-2-methylaniline, molecular formula is C7H8BrN, 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.

Tetrakis(triphenylphosphine)palladium(0) (Aldrich, catNo.216666: 300 mg, 0.3 mmol) was added to a mixture of 3-bromo-2-methylaniline (Aldrich, catNo.530018: 1000 mg, 5 mmol), phenylboronic acid (Aldrich, catNo.P20009: 600 mg, 5 mmol), 1,4-dioxane (20 mL, 200 mmol) and water (3 mL, 200 mmol), and the mixture was allowed to stir at 100 C. overnight. After concentration, the residue was dissolved in DCM and washed with brine. The organic layer was dried and concentrated to afford desired product as a brown solid, which was used in the next step without further purification. LC-MS calculated for C13H14N (M+H)+: m/z=184.1; found 184.1.

The synthetic route of 55289-36-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Incyte Corporation; Yu, Zhiyong; Wu, Liangxing; Yao, Wenqing; (44 pag.)US2018/16260; (2018); 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. 49764-63-8, name is 4,5-Dibromobenzene-1,2-diamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 4,5-Dibromobenzene-1,2-diamine

A mixture of 4,5-dibromo-o-phenylenediamine(40 mg, 0.15 mmol), 3-tert-butyl-5-nitrosalicylaldehyde(70 mg, 0.31 mmol) and Zn(OAc)2·2H2O (40 mg, 0.18 mmol) in MeOH (20 mL) was stirred for 4 h at room temperature. The orange product was then isolated by filtration and dried

The synthetic route of 49764-63-8 has been constantly updated, and we look forward to future research findings.

Reference:
Conference Paper; Anselmo, Daniele; Escudero-Adan, Eduardo C.; Martinez Belmonte, Marta; Kleij, Arjan W.; European Journal of Inorganic Chemistry; 29; (2012); p. 4694 – 4700;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 142808-15-9,Some common heterocyclic compound, 142808-15-9, name is 4-Bromo-2-fluorobenzotrifluoride, molecular formula is C7H3BrF4, 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 cyclopropylmethanol (2.22 g, 31 mmol) in THF (100 mL) at 0C was added sodium hydride (60% dispersion in oil, 2.06 g, 51 mmol) in portions and stirred at room temperature for 30 minutes, followed by addition of 4-bromo-2-fluoro-l-(trifluoromethyl)benzeneare (295A) (5.0 g, 20.5 mmol). The mixture was stirred at room temperature for 16 hours, quenched with water (50 mL), and extracted with EtOAc (50 mL x 3). The combined organic phases was washed with brine (50 mL), dried over sodium sulphate, concentrated, and purified by column chromatography on silica gel (ethyl acetate in petroleum ether, 10% v/v) to furnish Compound 295B. LC-MS (ESI) m/z: non-ionizable compound under routine conditions used;1H-NMR (CDCb, 400 MHz): d (ppm) 0.39 (q, J= 4.9 Hz, 2H), 0.64 (q, J= 5.9 Hz, 2H), 0.81 – 0.91 (m, 1H), 3.91 (t, j= 8.1 Hz, 2H), 7.03 – 7.18 (m, 2H), 7.41 (d, J = 8.2 Hz, 1H).

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-fluorobenzotrifluoride, its application will become more common.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHAO, Qi; (737 pag.)WO2019/133770; (2019); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 126930-72-1,Some common heterocyclic compound, 126930-72-1, name is 1-Bromo-4-dodecylbenzene, molecular formula is C18H29Br, 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-bromo-4-dodecylbenzene (5.0 g, 15.4 mmol, 1.0 eq.), bispinacolato diboron (4.7 g, 1.2 eq.), potassium acetate (4.5 g, 3 eq.), and a bis(diphenylphosphino) ferrocene-palladium(II) dichloride dichloromethane complex (0.38 g, 0.03 eq.) were weighed and put into a 200 mL three-necked round bottom flask. Degassing under reduced pressure and nitrogen purge were sufficiently performed. Thereafter, 50 mL of cyclopentyl methyl ether was added thereto in a nitrogen atmosphere, and the mixture was refluxed and stirred. After completion of the reaction, heating was stopped, and the temperature of the reaction liquid was returned to room temperature. Extraction was performed with toluene, the organic solvent layers were then unified, anhydrous sodium sulfate was added thereto, and the mixture was allowed to stand for a while. Sodium sulfate was filtered off, and the solution was concentrated under reduced pressure. The mixture containing a desired product was further caused to pass through an activated carbon column chromatography, and a fraction containing a desired product was collected and concentrated under reduced pressure. Thus, a desired product ?PC12Bpin? was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-4-dodecylbenzene, its application will become more common.

Reference:
Patent; Kwansei Gakuin Educational Foundation; JNC Corporation; HATAKEYAMA, Takuji; KONDO, Yasuhiro; NAKAMOTO, Keiichi; YANAI, Motoki; (190 pag.)US2018/94000; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 7051-34-5, A common heterocyclic compound, 7051-34-5, name is (Bromomethyl)cyclopropane, molecular formula is C4H7Br, 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.

N-N(Bromomethyl)cyclopropane (0.95 mg, 6.70 mmol, 0.70 mL, 95 %) was added to a mixture of4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 H-pyrazole (1 .00 g, 5.15 mmol) and caesium carbonate (3.49 mg, 10.72 mmol) in dry N,N-dimethylformamide (20 mL) at 0O. After stirring for 30 mm the ice-water bath was removed. The reaction mixture was stirred at room temperature overnight. The reaction mixture was diluted with ethyl acetate (150 mL) and washed with brine (3×100 mL). The organic layer was dried with sodium sulfate and concentrated in vacuo to afforded 1.30 g (4.38 mmol, 85% of theory) of the title compound. GO-MS (Method L9): R1 = 4.35 mm; mlz = 247 M1 H NMR (300 MHz, Ohloroform-d, Method M2) 6 7.81 (s, 1 H), 7.79 (s, 1 H), 3.99 (d, J = 7.1 Hz,2H), 1.32 (s, 12H), 1.27 (m, 1 H), 0.71 – 0.58 (m, 2H), 0.41 – 0.33 (m, 2H).

The synthetic route of 7051-34-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER ANIMAL HEALTH GMBH; KOeHLER, Adeline; WELZ, Claudia; BOeRNGEN, Kirsten; KULKE, Daniel; ILG, Thomas; KOeBBERLING, Johannes; HUeBSCH, Walter; SCHWARZ, Hans-Georg; GOeRGENS, Ulrich; EBBINGHAUS-KINTSCHER, Ulrich; HINK, Maike; NENNSTIEL, Dirk; RAMING, Klaus; ADAMCZEWSKI, Martin; BOeHM, Claudia; (269 pag.)WO2017/178416; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 348-57-2, name is 1-Bromo-2,4-difluorobenzene, 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 348-57-2, Product Details of 348-57-2

Combine 2,4-dibromofluorobenzene (6.00 g, 31 mmol) and AlCl3 (10.4 g, 34.3 mmol) and heat to 60° C. Add dropwise acetyl chloride (3.66 g, 47 mmol). Heat at 95° C. 1.5 h, cool to 0° C., and add ice-water, then conc. HCl (15 ml). Extract with ether, dry (MgSO4), concentrate and chromatograph on silica to obtain the ketone as a brown oil.

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; Schering Corporation; US2005/239795; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 74586-53-1, 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. 74586-53-1, name is 3-Bromo-5-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Preparative Example 1.1 N-(3-Bromo-5-methylphenyl)-4-(trifiuoromethyl)pyrimidin-2-amine A solution of 3-bromo-5-methylaniline (162.5 g, 874 mmol) in dioxane (2L) was prepared, and 2-chloro-4-(trifiuoromethyl)pyrimidine (182 g, 995 mmol) and methanesulfonic acid (97.5 g, 1.02 mol) were added sequentially. The resulting solution was heated to reflux overnight. The resulting mixture was cooled and concentrated under reduced pressure. The residue was diluted with water (2L), then adjusted to pH 7-8 with aqueous sodium bicarbonate solution, followed by extraction with EtOAc (2 x 2L) The organic layers were combined, washed with water (2 x 2 L), dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford N-(3-bromo-5-methylphenyl)-4-(trifiuoromethyl)pyrimidin-2-amine (200 g, 602 mmol) as a light yellow solid. MS ESI [M + 3]+ 334.0. NMR (400 MHz, CDCI3): delta 8.68 (d, / = 4.9 Hz, 1 H), 7.79 (s, 1 H), 7.30 (s, 2 H), 7.10-7.06 (m, 2 H), 2.36 (s, 3 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, 3-Bromo-5-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MERCK CANADA INC.; MACHACEK, Michelle R.; ROMEO, Eric T.; KATTAR, Solomon D.; CHRISTOPHER, Matthew; ALTMAN, Michael D.; NORTHRUP, Alan B.; ELLIS, John Michael; BOYLE, Brendan O’; DONOFRIO, Anthony; GRIMM, Jonathan; REUTERSHAN, Michael H.; CHILDERS, Kaleen Konrad; OTTE, Ryan D.; CASH, Brandon; DUCHARME, Yves; HAIDLE, Andrew M.; SPENCER, Kerrie; VITHARANA, Dilrukshi; WU, Lingyun; ZHANG, Li; ZHANG, Peng; BEAULIEU, Christian; GUAY, Daniel; WO2014/48065; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 30432-16-7, name is 1,4-Dibromo-2,3-bis(bromomethyl)but-2-ene, molecular formula is C6H8Br4, 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. Product Details of 30432-16-7

General procedure: Alkyl 4-hydroxy benzoate 2a,b (10 mmol) and potassium hydroxide (0.56 g, 10 mmol) were dissolved in absolute ethanol. 1,1,2,2-tetrayl-tetramethylene-tetrabromide (1) (1.00 g, 2.5 mmol) was then added into this solution. The reaction mixture was refluxed for 6 h. The mixture was cooled and filtrated. The white precipitate was filtered off and washed with H2O and crystallized from the appropriate solvent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 30432-16-7, its application will become more common.

Reference:
Article; Er, Mustafa; De?irmencio?lu, Ismail; Tahtaci, Hakan; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 139; 1; (2015); p. 68 – 74;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 546115-65-5, name is 1-(3-Bromophenyl)cyclopropanamine, 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

General procedure: 3-(trifluoromethyl)benzene-l-sulfonyl chloride (0.66 mL, 4.1 mmol) was added into a mixture of (3-bromophenyl)methanamine hydrochloride (1.0 g, 4.5 mmol) and DIEA(1.6 mL, 9.0 mmol) in DCM (20 mL). The reaction was stirred at room temperature for approximately 3 hours and washed with IN HC1 (IX) and brine (2X). The organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (0 – 30% EtOAc/Hexanes) to afford the title compound (1.5 g, 96%). l NMR (CDC13) delta 8.05 (s, IH), 8.00 (d, IH), 7.82 (d, IH), 7.63 (t, IH), 7.35 (m, IH), 7.27 (s, IH), 7.12 (d, 2H), 5.25 (t, IH), 4.18 (d, 2H).

The synthetic route of 1-(3-Bromophenyl)cyclopropanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VENENUM BIODESIGN LLC; HUANG, Chia-Yu; SHI, Dongchuan; KULTGEN, Steven G.; MCGUINNESS, Brian F; LETOURNEAU, Jeffrey J.; COLE, Andrew G.; BEASLEY, James R.; (358 pag.)WO2018/5801; (2018); A2;,
Bromide – Wikipedia,
bromide – Wiktionary