Month: November 2020

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 73918-56-6 as follows. 73918-56-6

To a suspension of 2-(4-bromophenyl)ethan-1-amine (1) (3.1?mL, 20?mmol) in CH2Cl2 (30?mL) was added dropwise (Boc)2O (5.97?mL, 26?mmol) at 25?C and the solution was stirred for 4?h. After the reaction completed, the solvent was removed under reduced pressure. The residue was dissolved in water, then the aqueous solution was extracted with ethyl acetate (50?mL?*?3). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, and concentrated to give the crude product, which was purified by column chromatography to give tert-butyl(4-bromophenethyl)-carbamate (2) (5.0?g, 84% yield) as a white solid. 1H NMR (400?MHz, CDCl3) delta: 7.42 (d, J?=?8.2?Hz, 2H), 7.07 (d, J?=?8.1?Hz, 2H), 4.52 (s, 1H), 3.35 (s, 2H), 2.75 (t, J?=?6.9?Hz, 2H), 1.43 (s, 9H).

According to the analysis of related databases, 73918-56-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Chen, Wenhua; Huang, Zhenghui; Wang, Wanyan; Mao, Fei; Guan, Longfei; Tang, Yun; Jiang, Hualiang; Li, Jian; Huang, Jin; Jiang, Lubin; Zhu, Jin; Bioorganic and Medicinal Chemistry; vol. 25; 24; (2017); p. 6467 – 6478;,
Bromide – Wikipedia,
bromide – Wiktionary

55289-36-6, Adding some certain compound to certain chemical reactions, such as: 55289-36-6, name is 3-Bromo-2-methylaniline, 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 55289-36-6.

Intermediate 33D: N-(3-Bromo-2-methylphenyl)-2-(3-chloropyridin-2-yl)acetamide A mixture of sodium 2-(3-chloropyridin-2-yl)acetate (7.39 g, 38 mmol), 3-bromo-2-methylaniline (4.7 mL, 38.4 mmol), DIEA (13.3 mL, 76 mmol) and HATU (14.6 g, 38.4 mmol) in DMF (127 mL) was stirred at room temperature. After 90 min the mixture was diluted with EtOAc and washed twice with 10% LiCl, then with brine. The combined aqueous layers were extracted with EtOAc, and the combined organic phases were dried and concentrated to a small volume. The solution was seeded with a crystal from an earlier batch and allowed to stand overnight to provide a precipitate which was collected by filtration and washed with 50% EtOAc-hexanes to provide a white solid. The filtrate was concentrated and recrystallized similarly three times to provide additional solid. The solids were combined to give N-(3-bromo-2-methylphenyl)-2-(3-chloropyridin-2-yl)acetamide as a white solid (11.43 g, 89% yield). Mass spectrum m/z 339, 341 (M+H)+. 1H NMR (400 MHz, chloroform-d) delta 9.76 (br. s., 1H), 8.52 (d, J=3.5 Hz, 1H), 7.92 (d, J=7.9 Hz, 1H), 7.80 (dd, J=8.1, 1.1 Hz, 1H), 7.36 (d, J=7.9 Hz, 1H), 7.32-7.23 (m, 1H), 7.06 (t, J=8.0 Hz, 1H), 4.16 (s, 2H), 2.39 (s, 3H).

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 55289-36-6.

Reference:
Patent; Batt, Douglas G.; Bertrand, Myra Beaudoin; Delucca, George; Galella, Michael A.; Ko, Soo Sung; Langevine, Charles M.; Liu, Qingjie; Shi, Qing; Srivastava, Anurag S.; Tino, Joseph A.; Watterson, Scott Hunter; US2014/378475; (2014); 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. 4263-52-9, name is Sodium 2-bromoethanesulphonate, This compound has unique chemical properties. The synthetic route is as follows., 4263-52-9

A mixture of sodium-2-bromoethanesulfonate (41 1 mg, 1.95 mmol), N-methyltetradecylamine (342 mg, 1.50 mmol), K2C03 (269 mg, 1.95 mmol) and DMF (3 mL) is stirred at 135C bath temperature under argon atmosphere overnight. The volatiies are removed on a rotary evaporator and the residue purified by preparative HPLC to yield 324 mg (64%) of 1 s.1H-NMR (300 MHz, CDCI3): delta = 0.90 (t, J = 6.4, 3H), 1.15-1.45 (m, 22H), 1.78 (m, 2H), 2.97 /2.99 (2s,? = 3H), 3.05-3.55 (m, 5H), 3.64 (m, 1 H), 7.36 (br. s, 1 H).MS (ESI): 336.3 (M+H+), 671.5 (2M+H+), 693.5 (2M+Na+), 709.5 (2M+K+).

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; JADO TECHNOLOGIES GMBH; TECHNISCHE UNIVERSITAeT DRESDEN; SCHLECHTINGEN, Georg; KNOeLKER, Hans-Joachim; FRIEDRICHSON, Tim; JENNINGS, Gary; BRAXMEIER, Tobias; WO2012/160187; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

3638-73-1, 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 3638-73-1 as follows.

1000mL 4 neckround bottom flask was charged with 2,5-dibromoaniline (2,5-Dibormoaniline)40 g (0.16 mole) and Pd (PPh3)47.4 g (0.006 mole) of potassium carbonate and 88.1 g (0.64 mole) and phenylboronic into the acid 46.6 g (0.0.38 mole), 320mL of toluene put, 160 mL ethanol, 120 mL water was refluxed for 12 hours. To complete the reaction, and the organic layerwas separated and the water layer was extracted twice with 100 mL toluene. Formed organic layer was concentrated underreduced pressure and recrystallized from methanol and 1a(30 g, 76.7%) was obtained.

According to the analysis of related databases, 2,5-Dibromoaniline, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SFC CO., LTD.; KIM, JEONG SOO; RYU, YEON KWON; KO, SANG WON; LEE, SU JIN; KIM, JI HWAN; PARK, JIN JOO; (44 pag.)KR2015/129486; (2015); A;,
Bromide – Wikipedia,
bromide – Wiktionary

38573-88-5, name is 1-Bromo-2,3-difluorobenzene, 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. 38573-88-5

General procedure: To an oven-dried 25 mL Schlenk tube containing a stirring bar was added 4.5 mg Pd(OAc)2 (0.02 mmol), 15.7mg nBuPAd2 (0.44 mmol), 2-bromofluorobenzene (0.50 mmol), salicylaldehyde (0.50 mmol), potassium carbonate (1.0 mmol). The Schlenk tube was vacuumed and then purged with argon before DMF (2.0 mL) was injected using a syringe. Afterwards the Schlenk tube in the ice bath was degassed by evacuation and back fillingwith argon three times. The reaction mixture was then stirred for 12 h at 120 ¡ãC. After the reaction was complete,the reaction mixture was diluted with water (5 mL), extracted with ethyl acetate (3 x 10 mL) and dried withanhydrous Na2SO4. After filtration and addition of silica gel into the solution, the organic solvent was reduced evaporated. The crude product was purified by column chromatography using ethyl acetate/n-pentane.

Statistics shows that 38573-88-5 is playing an increasingly important role. we look forward to future research findings about 1-Bromo-2,3-difluorobenzene.

Reference:
Article; Shen, Chaoren; Wu, Xiao-Feng; Synlett; vol. 27; 8; (2016); p. 1269 – 1273;,
Bromide – Wikipedia,
bromide – Wiktionary

82842-52-2, 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. 82842-52-2, name is 3-Bromo-2,4,6-trimethylaniline, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 200 Preparation of ‘N-(3-bromo-2,4,6-trimethylphenyl)-3-[(phenylsulfonyl)amino]thiophene-2-carboxamide. Step One: In an oven dried flask, 3-bromo-2,4,6-trimethylaniline (2.50 g, 11.4 mmol) was dissolved in toluene (30 mL). The mixture was cooled to 0 C. in an iced water bath. After addition of trimethylaluminum (5.60 mL, 11.22 mmol, 2.0 M in hexane) was complete, the solution was warmed to room temperature and stirred under N2 for 15 minutes. Methyl 3-amino-2-thiophene carboxylate (0.36 g, 2.3 mmol) was added in one portion. The reaction mixture was stirred at room temperature under N2 for 45 minutes. Thereafter, the mixture was heated to 115 C. for 16 hours. The reaction mixture was allowed to cool to room temperature and was quenched with ice. The aqueous phase was adjusted to pH 12 with 0.5 N NaOH and extracted with ethyl acetate. The resulted organic phase was washed with saturated NaCl twice and dried over magnesium sulfate. The solvent was removed under reduced pressure. The resulting crude product was purified by column chromatography with hexane/ethyl acetate as solvent. The amide (0.30 g, 39%) was obtained-as a light-yellow solid.

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; Wu, Chengde; Anderson, C. Eric; Bui, Huong; Gao, Daxin; Kassir, Jamal; Li, Wen; Wang, Junmei; Biediger, Ronald; Chen, Jie; Market, Robert V.; US2005/49286; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 52997-43-0, name is 7-(Bromomethyl)pentadecane, 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. 52997-43-0

In an oven-dried two-neck round-bottom flask, Cs2CO3 (15.6 g, 48.0 mmol) was dissolved in anhydrous DMF (100 mL) and the mixture was heated to reflux under a nitrogen atmosphere. After 15 min, phenol (3.76 g, 40.0 mmol), and, after an additional 40 min, 7-(bromomethyl)pentadecane (S1) (202 g, 66.3 mmol) were added. The progress of the reaction was monitored via TLC and after complete conversion of phenol, the reaction mixture was cooled to r.t. and the solvent was removed under reduced pressure. The residue was taken up in CH2Cl2, filtered, and washed with water and brine. Purification by column chromatography (silica gel, hexanes) afforded the title compound as a colorless oil. Yield: 10.8 g (33.9 mmol, 85%). 1H NMR (400 MHz, 298 K, CDCl3): delta = 7.37-7.33 (m, 2 H), 7.02-6.98(m, 3 H), 3.92 (d, 3J = 5.7 Hz, 2 H), 1.91-1.86 (m, 1 H), 1.61-1.31 (m,24 H), 1.02-0.99 (m, 6 H). 13C NMR (100 MHz, 298 K, CDCl3): delta = 159.4, 129.3, 120.3, 114.5, 70.7,38.0, 32.0, 31.9, 31.5, 31.4, 30.1, 29.8, 29.6, 29.4, 26.9, 26.9, 22.7, 14.1. MS (EI): m/z calcd for C22H38O+: 318.3; found: 318.3 [M+], 225.2 [M -OC6H5]+.

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 52997-43-0.

Reference:
Article; Bothe, Michael; Montero-Rama, Maria Pilar; Viterisi, Aurelien; Cambarau, Werther; Stenta, Caterina; Palomares, Emilio; Marsal, Lluis F.; Von Delius, Max; Synthesis; vol. 50; 4; (2018); p. 764 – 771;,
Bromide – Wikipedia,
bromide – Wiktionary

55289-36-6, 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. 55289-36-6, name is 3-Bromo-2-methylaniline, This compound has unique chemical properties. The synthetic route is as follows.

A suspension of 7g1 (Alfa, 10 g, 54 mmol) in a mixture of concentrated sulfuric acid (130 mL), water (125 mL), and crushed ice (90 g) is stirred in an ice bath. Sodium nitrite solution in water (26 mL) is added dropwise while maintaining the temperature between 0 and 5C. After the addition is complete, the mixture is stirred for 30 min at the same temperature. The mixture is poured into heated (120C) sulfuric acid (100 mL) and water (75 mL) and the heating is continued for 20 min. The cooled reaction mixture is extracted with Et20. The combined extracts are washed with water, brine, dried over MgS04, filtered and concentrated under vacuum to give compound 7g2.

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; SIMONEAU, Bruno; DEROY, Patrick; FADER, Lee; FAUCHER, Anne-Marie; GAGNON, Alexandre; GRAND-MAITRE, Chantal; KAWAI, Steven; LANDRY, Serge; MERCIER, Jean-Francois; RANCOURT, Jean; WO2011/100838; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 68322-84-9, name is 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, 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 68322-84-9, 68322-84-9

General procedure: Example 14 l,5-anhydro-2,3-dideoxy-3-{[(2R,3aR,6aR)-3a-({(lS,4S)-5-[2-fluoro-5- (trifluoromethyl)phenyl]-2,5-diazabicyclo[2.2.1 ]hept-2-yl} carbonyl)octahydropentalen-2- yl] amino } -4-O-methyl-D-erythro-pentitol To a solution of Example 1 IB (70 mg, 0.193 mmol), 2-bromo-l-fluoro-4- (trifluoromethyl)benzene (117 mg, 0.483 mmol) in toluene (1 mL) was added 2- dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (9 mg, 0.02 mmol), Pd2(dba)3 (18 mg, 0.02 mmol) and sodium t-butoxide (26 mg, 0.27 mmol) was then stirred at 120 C for 12 hours. The reaction was cooled and water was added. The reaction mixture was extracted with ethyl acetate. The organic fractions were concentrated and the residue was purified by preparative HPLC (Column: Phenomenex Synergi CI 8 150*30etaiotaetaiota*4muiotaeta; Mobile phase: from 25% acetonitrile in water (0.225% TFA) to 45% acetonitrile in water (0.1 % TFA)) to give the title compound as a trifluoroacetic acid salt. 1H NMR (400 MHz, CD3OD) delta (ppm): 7.20 (m, 1H), 7.01 (m, 2H), 4.55-4.85 (m, 3H), 4.29 (m, 1H), 3.47-4.04 (m, 12H), 1.60-2.50 (m, 13H), 1.42 (m, 2H); MS (ESI) m/z 526 (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, 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ABBOTT LABORATORIES; ABOTT LABORATORIES TRADING (SHANGHAI)COMPANY, LTD.; MEYER, Michael D.; WANG, Xueqing; GUO, Tao; WEI, Robert; WANG, Lijuan Jane; WO2013/149376; (2013); 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. 58971-11-2, name is 3-Bromophenethylamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 58971-11-2

Intermediate (iv)N-[2-(3-Bromo-phenyl)-ethyl]-4-methyl-benzenesulfonamideTsCI (1 1 g, 57.5 mmol, 1 .15 eq.) was dissolved in DCM (150 ml_) and cooled to 0C. To this solution was added a solution of 3-bromo-phenethyamine (10 g, 50 mmol) in DCM (50 ml_), followed by Et3N (18 ml_). The solution was stirred at r.t. overnight when TLC (5% MeOH in DCM) showed that the reaction was complete. LCMS: t=4.158, MS 354/356. 3 g of polymer-supported-amine was added, stirred for 1 h at r.t. The solution was filtered through a Celite pad, rinsed with DCM and the solvent was evaporated to dryness, re-dissolved in DCM (100 mL) and water (20 mL). The two layers were separated, and the aqueous layer was extracted with DCM (20 mLx2). The combined DCM extracts were washed with 1 N H3PO4 (2 x 20 mL) and sodium bicarbonate (20 mL), and brine (15 mL x 2), dried (anhydrous potassium carbonate), filtered, and concentrated in vacuo. The crude product was purified on a silica gel column, eluted with DCM (TLC: DCM) to get 17.89 g (100%) of the title compound as a off-white solid, on standing.TLC (DCM): 0.7Rf.LCMS: RT = 3.72 minutes, MS: 356 (M+H).

The synthetic route of 58971-11-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI; GAO, Zhongli; HARTUNG, Ryan; WO2011/143145; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary