Author: Jessica.F

Adding a certain compound to certain chemical reactions, such as: 21865-50-9, name is 6-Bromo-2,3,4,9-tetrahydro-1H-carbazole, 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 21865-50-9, Quality Control of 6-Bromo-2,3,4,9-tetrahydro-1H-carbazole

A sample of 6-Bromo-2,3,4,9-tetrahydro carbazole (0.498g, 2 mmol) was dissolved in 4 ml of dry DMF. To this stirred solution, NaH (60% suspension; 0.24g, 6 mmol) was added portion wise followed by the addition of diethyl sulfate (0.79ml, 6 mmol). The reaction mixture was heated to 80 0C overnight. The TLC of mixture, with 4:6 dichloromethane/hexane, showed complete consumption of starting material and a new spot with higher Rf value. The reaction mixture was added to 60 ml of ice cold H2O, the mixture was extracted with EtOAc and washed with sat. brine solution. The organic layer was dried over anhyd.MgSO4, solvents were concentrated in vacuo and the crude was purified by column chromatography to obtain 0.4g of the pure product.1H NMR 500 MHz CDCl3: 7.57, s, IH, 7.2, d, J=8.7, IH, 7.12, d, J=8.7, IH, 4.04, q, J=7.2, 2H, 2.73-2.64, m, 4H, 1.98-1.90, m, 2H, 1.88-1.81, m, 2H, 1.30, t, J=7.3, 3H.

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, 6-Bromo-2,3,4,9-tetrahydro-1H-carbazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; IMMUSOL INCORPORATED; WO2008/21745; (2008); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 40787-48-2,Some common heterocyclic compound, 40787-48-2, name is 1,4-Dibromo-2,5-diethylbenzene, molecular formula is C10H12Br2, 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.

In the glove box the mixture of 1 ,4-dibromo-2,5-diethylbenzene (7.1 1 g, 24.35mmol), 4-chloro-2-methylphenylboronic acid (8.3g,48.70mmol), Aliquat 336 (0.5g), and Pd(PPh3) (1 .4g, 1 .21 mmol, 0.05eq), and Na2CO3 (12.9g, 121 .7mmol) in degassed toluene (200mL) was prepared. Outside dry box, the degassed water (65ml_) was added to the former mixture under nitrogen, and then the resultant mixture was stirred at 88C overnight under nitrogen. The organic layer was separated and the aqueous layer was extracted with ethyl acetate. The combined organic layers were dried over anhydrous MgSO4. Filtration, concentration of the filtrate, and then the silica column chromatography (hexane) provided the desired product, 18, (6.7g, 72% yield) as a white solid.

The synthetic route of 40787-48-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; PARK, Kyung-Ho; RADU, Nora, Sabina; JOHANSSON, Gary, A.; FENNIMORE, Adam; DELANEY, William, J.; LECLOUX, Daniel, David; WO2011/159872; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 69272-50-0, name is 3,6-Dibromobenzene-1,2-diamine, 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 69272-50-0, Recommanded Product: 3,6-Dibromobenzene-1,2-diamine

Preparation of 5,8-dibromodiphenylquinoxaline (CH-b) A solution of 5.3 g (20 mmol) of 3,6-dibromo-1,2-phenylenediamine 1, 4 g (19 mmol) of benzil 2b, 4.2 g of sodium acetate and 150 ml of glacial acetic acid were refluxed for 4 hours. The precipitate was filtered off, washed with 100 ml of water and recrystallized twice from dioxane. Drying under reduced pressure at 50 C. gave the pure product in the form of colorless crystals, which according to HPLC had a purity of about 99.5%. The yield was 6.45 g (73%). 1H NMR (CDCl3, 500 MHz): [ppm]=7.92 (s, 2H), 7.67 (d, 3JHH=1.67 Hz, 2H), 6.66 (d, 3JHH=1.67 Hz, 2H), 7.37 (m, 6H).

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, 3,6-Dibromobenzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Covion Organic Semiconductors GmbH; US2007/265473; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

89359-54-6, name is 9-Bromo-1-nonene, 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. Recommanded Product: 89359-54-6

REFERENCE EXAMPLE 14 Methyl 2-methyl-2-(8-nonenyloxy)propionate To 500 ml of dry N,N-dimethylformamide, 17 g of 60% sodium hydride was added, and 48 g of methyl 2-hydroxyisobutyrate was added dropwise with stirring under ice-cooling, and stirred for 10 minutes. Then, 100 g of 9-bromo-1-nonene (purity: 63.4%) was added, and the mixture was stirred for 15 hours at room temperature. The reaction solution was poured into ice-cold water, extracted with ethyl acetate, washed with brine, dried over anhydrous magnesium sulfate and concentrated. The residue was distilled under reduced pressure to give 29.9 g of the objective compound as yellowish oil. B.p. 124-127 C. (8 mmHg).

The synthetic route of 89359-54-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kuwabara, Kenji; Aoki, Tomiyoshi; US2003/166697; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 74586-53-1, These common heterocyclic compound, 74586-53-1, name is 3-Bromo-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.

To a stirred solution of 3-bromo-5-methylaniline (504 mg, 2.68 mmol), 2-fluorophenyl boronic acid (413 mg, 2.95 mmol) and potassium carbonate (1.1 g, 8.04 mmol) in a mixture of DMF (15 mL) and water (5.0 mL) was added tetrakis(triphenylphosphine)palladium(0) (155 mg, 0.13 mmol) at RT. The reaction mixture was evacuated, flushed with nitrogen and stirred at 80 C for 16 h. The reaction mixture was cooled to RT, diluted with ethyl acetate (30 mL), washed with water (30 mL) and brine (30 mL). The organic layer was concentrated under reduced pressure and purified by silica gel column chromatography to obtain 400 mg of the titled product. 1H NMR (300 MHz, DMSO-d6) delta 2.18 (s, 3H), 5.07 (s, 2H), 6.38-6.51 (m, 3H), 7.18-7.25 (m, 2H), 7.30-7.41 (m, 2H); APCI-MS (m/z) 202 (M+H)+.

The synthetic route of 74586-53-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; DAS, Sanjib; GHARAT, Laxmikant Atmaram; HARDE, Rajendra Laxman; SHELKE, Dnyaneshwar Eknath; PARDESHI, Shailesh Ramesh; THOMAS, Abraham; KHAIRATKAR-JOSHI, Neelima; SHAH, Daisy Manish; BAJPAI, Malini; (93 pag.)WO2017/37595; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 202865-83-6, name is 1-Bromo-3-fluoro-5-methylbenzene, 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. Formula: C7H6BrF

l-Bromo-3-fluoro-5-methylbenzene (5.00 g, 26.5 mmol) was dissolved in tetrahydrofuran (100 mL) and cooled to -78 C. Lithium diisopropyl amide (1.8 M in tetrahydrofuran, 16.2 mL, 29.1 mmol) was added. After stirring at -78 C for 30 min, N,N-dimethylformamide (2.32 g, 31.7 mmol) was added. After stirring at -78 C for an additional 15 min, acetic acid (6 mL) and water (100 mL) was added and the mixture was warmed to RT. After extraction with ethyl acetate, the organic phase was washed with 1 M hydrochloride acid solution and brine, and dried over magnesium sulfate. Concentration in vacuo afforded the title compound (5.45 g, 95% of theory). GC-MS (Method 1G): Rt = 4.39 min, MS (ESIPos): m/z = 217 [M+H]+

The synthetic route of 1-Bromo-3-fluoro-5-methylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HASSFELD, Jorma; KINZEL, Tom; KOeBBERLING, Johannes; CANCHO-GRANDE, Yolanda; BEYER, Kristin; ROeHRIG, Susanne; KOeLLNBERGER, Maria; SPERZEL, Michael; BURKHARDT, Nils; SCHLEMMER, Karl-Heinz; STEGMANN, Christian; SCHUHMACHER, Joachim; WERNER, Matthias; ELLERMANN, Manuel; WO2015/67549; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 630-17-1, name is 1-Bromo-2,2-dimethylpropane, 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. name: 1-Bromo-2,2-dimethylpropane

1-neopentyl-4-(4-nitrophenyl)-1H-imidazole To a solution of 4-(4-nitrophenyl)-1H-imidazole (0.500 g, 2.64 mmol) in N,N-dimethylformamide (10 ml) was added cesium carbonate (1.292 g, 3.96 mmol) followed by 1-bromo-2,2-dimethylpropane (0.366 ml, 2.91 mmol). After heating at 850 overnight, the reaction mixture was cooled to room temperature, diluted with ethyl acetate, washed with water and brine, dried over magnesium sulfate, filtered and concentrated. Normal phase chromatography provided the title compound.

The synthetic route of 1-Bromo-2,2-dimethylpropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AbbVie Inc.; Hansen, Todd M.; Longenecker, Kenton; Heyman, Howard R.; Curtin, Michael L.; Clark, Richard F.; Sorensen, Bryan; Ji, Zhiqin; Woller, Kevin; Doherty, George; Frey, Robin; (246 pag.)US2017/65575; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 13633-25-5,Some common heterocyclic compound, 13633-25-5, name is 1-Bromo-4-phenylbutane, molecular formula is C10H13Br, 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.

b) 8-(4-phenylbutyl)-1,4-dioxaspiro[4,5]decane-8-carboxylic acid ethyl ester A 2.5 M solution of n-butyl lithium (2.5 g, 15.7 mL, 39.2 mmol) was slowly added in drops to a solution of diisopropylamine (3.96 g, 5.50 mL, 39.2 mmol) in absolute tetrahydrofuran (50 mL) at -78 C. in argon. 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)pyrimidone (DMPU, 10.0 g, 9.42 mL, 78.2 mmol) and a solution of the title compound of the previous step (8.40 g, 39.2 mmol) in absolute tetrahydrofuran (30 mL) were added in drops one after the other to this mixture. The reaction solution was further stirred for 2 h at this temperature before a solution of 1-bromo-4-phenylbutane (10.0 g, 47.0 mmol) in absolute tetrahydrofuran (50 mL) was added in drops. The resulting solution was stirred overnight at room temperature. Saturated ammonium chloride solution (50 mL) was then added and extracted with ether (2*50 mL). The combined organic phases were washed with saturated sodium chloride solution (50 mL), dried with sodium sulphate and concentrated to low volume in a vacuum. The raw product (17.7 g) was purified by means of flash chromatography (400 g, 20*7.5 cm) with cyclohexane/ethyl acetate (9:1). Yield: 10.3 g (76%), colourless oil 1H-NMR (DMSO-d6): 1.12 (t, 3H, J=7.1 Hz); 1.39-1.62 (m, 12H); 1.91-2.03 (m, 2H); 2.54 (t, 2H, J=7.4 Hz); 3.82 (s, 4H); 4.05 (q, 2H, J=7.1 Hz); 7.12-7.17 (m, 3H); 7.22-7.28 (m, 2H).

The synthetic route of 13633-25-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Grunenthal GMBH; US2009/247530; (2009); 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. 348-57-2, name is 1-Bromo-2,4-difluorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-2,4-difluorobenzene

Method A: A suspension of Mg turnings (3.47 g, 143 mmol) in THF (250 mL) was heated to 35 °C under nitrogen. A portion of 1-bromo-2,4-difluorobenzene (1 mL, 8.85 mmol) was added to the reactor, and the resulting mixture was heated at 35 °C for 30 mm to initiate thereaction. The reaction mixture was cooled to 30 °C, and the remainder of 1-bromo-2,4- difluorobenzene (16.4 mL, 145.15 mmol) was added to the reactor at 28?32 °C over 30 mm. The reaction was stirred at 30 °C for 2 h, at which point complete consumption of Mg was observed. The reaction was cooled to less than 0 °C, and a solution of ethyl 2-(5-(4- cyanophenoxy)pyridin-2-yl)-2,2-difluoroacetate (III) (35 g, 110 mmol) in THF (100 mL) wasadded at less than 5 °C over 30 mm. The reaction was stirred at 0 °C for 1 h and quenched into a 2 N HC1 solution (150 mL) at less than 10 °C (pH = 1?2). The reaction was stirred at 20 °C for 18 h, at which point HPLC analysis indicated that there was still about 10percent of hemiketal intermediate (ha) remaining. It was further stirred at 30 °C for 5 h, at which point HPLC analysis indicated that the hemiketal (ha) intermediate was fully consumed. The layerswere separated, and the aqueous layer was extracted with EtOAc (100 mL). The combined organic layers were washed with a sat. NaHCO3 solution (100 mL), dried over anhydrous Na2SO4, filtered, and concentrated to give a light tan solid (45.6 g). The solid was dissolved in EtOAc (60 mL) at 60 °C, and heptane (100 mL) was added. The mixture was seeded and stirred at 20 °C for 18 h to afford a suspension. The suspension was filtered and the solid was dried to afford the desired product as a white solid (25.5 g). The filtrate was concentrated andrecrystallized from MTBE (50 mL) and heptane (100 mL) to give a light brown solid (14.1 g)after drying, affording a combined yield of 90percent. ?H NMR (400 MHz, CDC13) 8.37 (d, J =2.7 Hz, 1H), 8.08 (td, J = 8.4, 6.4 Hz, 1H), 7.87 (d, J = 8.6 Hz, 1H), 7.75 ? 7.66 (m, 2H), 7.54(dd, J= 8.6, 2.8 Hz, 1H), 7.17?7.08 (m, 2H), 7.01 (dddd, J= 8.6, 7.6, 2.5, 0.9 Hz, 1H), 6.84 (ddd, J= 11.0, 8.6, 2.4 Hz, 1H); ESIMS m/z 387.0 ([M+Hj).

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; VIAMET PHARMACEUTICALS, INC.; YANG, Qiang; HAO, Yan; RYAN, Sarah; WHITEKER, Gregory; (26 pag.)WO2017/87643; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 32046-62-1, 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. 32046-62-1, name is 5-Bromo-1H-benzotriazole belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A flask equipped with a stirring bar and flushed with Ar is loaded with 5- bromo-1 – -benzotriazole (200 mg; 1.01 mmol; 1 eq.), potassium iodide (17 mg; 0.10 mmol; 0.10 eq.), potassium carbonate (698 mg; 5.05 mmol; 5 eq.) and acetone (20 ml_). The mixture is cooled in an ice bath and iodomethane (0.08 mL; 1.11 mmol; 1.10 eq.) is added via syringe. After 15 minutes, the bath is removed and the mixture is stirred for 48 h at room temperature. The reaction mixture is then filtered, and the filtrate is evaporated in vacuo. The residue is purified by FCC (0-30% EtOAc gradient in hexane) to provide two regioisomers: 5-bromo-1 -methyl-1 H-1 ,2,3-benzotriazole (79, 63 mg, 0.30 mmol, 29%; UPLC purity: 100%). 6-bromo-1 -methyl-1 H-1 ,2,3-benzotriazole (80, 57 mg, 0.27 mmol, 27%; UPLC purity: 100%).

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-1H-benzotriazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SELVITA S.A.; FABRITIUS, Charles-Henry Robert Yves; NOWAK, Mateusz Oktawian; WIKLIK, Katarzyna Anna; SABINIARZ, Aleksandra Barbara; BIE?, Marcin Dominik; BUDA, Anna Malgorzata; GUZIK, Pawel Szczepan; BIA?AS, Arkadiusz Kacper; PAWLIK, Henryk Edward; BOUTARD, Nicolas Felix Pierre; (439 pag.)WO2016/180537; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary