Bromides-buliding-blocks

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 937046-98-5 name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 937046-98-5

Compound 1414To 7-bromo-pyrrolo[2,l -f][1,2,4]ti-iazin-4-ylaiTiine (0.501 g) and THF (31.5 mL) was added 1,2-bis(chloromethylsilyl)ethane (0.518 g). To the cloudy solution was added NaH (60% in mineral oil, 0.235 g). After 10 minutes the solution was cooled in a -40 C bath and nBuLi (2.16 M in hexanes, 3.6 mL) was added. After 13 min the lactone (1.031 g) was added in THF (3 mL) followed by a wash with 0.1 mL of THF. After 3h the reaction mixture was at -20 C and was quenched with saturated NH4CI (3 mL) followed by the addition of water (7 mL). The solution was left to warm to room temperature overnight. The next day EtOAc (32 mL) was added and after separating the organics they were washed with water and brine (10 mL each). The organics were dried over Na2S04, filtered, concentrated and the resulting residue purified by column chromatography on silica gel giving 0.567 g (48%) of the tri- prenyl protected lactol 14, (M H)/Z

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; GILEAD SCIENCES, INC.; BUTLER, Thomas; CHO, Aesop; GRAETZ, Benjamin, R.; KIM, Choung, U.; METOBO, Samuel, E.; SAUNDERS, Oliver, L.; WALTMAN, Andrew, W.; XU, Jie; ZHANG, Lijun; WO2011/35250; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 50548-45-3 name is 1-Bromodibenzo[b,d]furan, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 50548-45-3

5 grams (g) of 1-bromodibenzo[b,d]furan (Intermediate (a)), 6.4 g of 9,9-dimethyl-9H-fluoren-2-amine (Intermediate (b)), 6.4 g of potassium tert-butoxide (KtOBu), 0.3 g of P(tBu)3, and 0.4 g of Pd2 (dba)3 were diluted in toluene, followed by stirring at a temperature of 100 C. under reflux. After a 20-hour lapse, the temperature was lowered to room temperature. Subsequently, the reaction was terminated utilizing water. An organic layer was extracted therefrom three times utilizing ethyl acetate. Then, the organic layer was dried utilizing anhydrous magnesium sulfate, followed by filtration under reduced pressure. The obtained residue was separated and purified through column chromatography to thereby obtain 6.5 g of Intermediate 1-1 (yield: 86%). The compound thus obtained was identified by liquid chromatography-mass spectrometry (LC-MS). C27H21NO: calc’d: M+375.16 foun’d: 375.26

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromodibenzo[b,d]furan, and friends who are interested can also refer to it.

Reference:
Patent; Samsung Display Co., Ltd.; KIM, Jongwoo; BAEK, Jangyeol; JEONG, Eunjae; HAN, Sanghyun; KIM, Youngkook; HWANG, Seokhwan; US2019/185460; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

1003-98-1, 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. 1003-98-1, name is 2-Bromo-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 5 2-(2-amino-5-fluorophenyl)-3-methyl-2-cyclopenten-1-one 4.46 g (21.44 mmol) of 2-bromo-4-fluoroaniline, 3.30 g (23.582 mmol) of 5-methyl-1-cyclopenten-2-one boronic acid compound, 0.204 g (0.177 mmol) of tetrakis(triphenylphosphine)palladium, and 3.41 g (32.173 mmol) of sodium carbonate were loaded to 250 mL schlenk flask, and then 66 mL of degassing DME and 22 mL of H2O that had been purged with N2 were added thereto using a syringe. The mixture was reacted at 90 C. for 12 hours. The work-up was the same as in Example 3 (3.76 g, 79%). 1H NMR (CDCl3): =6.74(td, J=8.8 Hz, 1H, Ph), 6.45 (d, J=7.6 Hz, 1H, Ph), 3.65 (br s, 2H, NH2), 2.71-2.69 (m, 2H, CH2Cp), 2.54-2.52 (m, 2H, CH2CP), 2.07 (s, 3H, CH3); 13C {1H} NMR (CDCl3): =207.05, 176.05, 155.17(d, J=12.9 Hz, Ph), 152.63 (dd, J=12.9 Hz, Ph), 150.11 (d, J=12.9 Hz, Ph), 137.79, 129.60(d, J=3.1 Hz, Ph), 120.43 (dd, J=12.9 Hz, Ph), 111.97 (dd, 1.8 Hz, 22 Hz, Ph), 103.00 (t, 22 Hz, Ph), 34.66, 32.28, 18.50

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; LG Chem, Ltd.; US7538239; (2009); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

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