Category: 7073-94-1

Related Products of 7073-94-1, A common heterocyclic compound, 7073-94-1, name is 1-Bromo-2-isopropylbenzene, molecular formula is C9H11Br, 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.

l-Bromo-2-Isopropylbenzene (6.0 g, 30 mmol) was dissolved in dry toluene (70 mL), and ethyl cyanoacetate (6.8 g, 60 mmol) and sodium phosphate (15 g, 90 mmol) were added. The reaction mixture was degassed by bubbling with argon gas. Bis(dibenzylideneacetone) palladium(O) (0.35 g, 0.60 mmol) and tri-tert-butylphosphine (0.25 g, 1.2 mmol) were added. The reaction mixture was charged in a 500 mL sealed tube and heated to 90 C for 20 hours. The reaction was cooled to room temperature and filtered through a Celite pad. The filtrate was concentrated and the residue was dissolved in ethyl acetate (120 mL) followed by a washing with water (2 x 100 mL). The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated. Purification by flash column chromatography provided the title molecule as a colorless liquid (4.4 g, 63%): XH NMR (400 MHz, CDCI3) delta 7.44 (d, J = 7.6 Hz, 1H), 7.38-7.36 (m, 2H), 7.24-7.22 (m, 1H), 4.97 (s, 1H), 4.30-4.21 (m, 2H), 3.14 (hep, J = 5.2 Hz, 1H), 1.30-1.23 (m, 9H); EIMS m/z 216 ([M-CH3]+).

The synthetic route of 7073-94-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW AGROSCIENCES LLC; GIAMPIETRO, Natalie C.; BAUM, Erich W.; FISCHER, Lindsey G.; GOLDSMITH, Miriam E.; CROUSE, Gary D.; RENGA, James M.; SPARKS, Thomas C.; (234 pag.)WO2016/99929; (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. 7073-94-1, name is 1-Bromo-2-isopropylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1-Bromo-2-isopropylbenzene

Step I: To a solution of 2-bromoisopropyl benzene (2.0 g, 10.0 mmole) in dry THF (20 mL), nBuLi (1.6 M in hexane), (6.9 mL, 11.05 mmole) was added at -78 C. and the mixture was stirred at same temperature for one hour. DMF (0.9 g, 12.0 mmole) was added and the mixture was stirred at -78 C. for half an hour then allowed to stir at 0 C. for 15 min. The reaction mixture was diluted with saturated aqueous ammonium chloride (10 mL) and extracted with EtOAc (3*30 mL). The organic layers were combined and washed with brine, dried over sodium sulfate, and concentrated to yield 2-isopropyl benzaldehyde (1.4 g).

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 7073-94-1.

Reference:
Patent; NOVARTIS AG; US2011/171159; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 7073-94-1,Some common heterocyclic compound, 7073-94-1, name is 1-Bromo-2-isopropylbenzene, molecular formula is C9H11Br, 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.

General procedure: The bromobenzene (1 equiv) and (3-formylphenyl)boronic acid (1 equiv) were dissolved in a mixture of 1M sodium carbonate solution (15 mL), EtOH (5 mL) and toluene 15 mL). After nitrogen substitution, Pd(PPh3)4 (0.05 equiv) wasadded. The reaction mixture was stirred at 80 C under nitrogen atmosphere for 12 h. The reaction mixture was cooled, and wate r(15 mL) was added. The mixture was diluted with ethyl acetate(15 mL), and the insoluble material was filtered off through Celite. The organic layer of the filtrate was washed with brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The residue was purified by column chromatography using a mixture of petroleum ether/ethyl acetate (10:1, v/v) as eluent to afford the desired product as a solid.

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-2-isopropylbenzene, its application will become more common.

Reference:
Article; Li; Liu, Chunxia; Yang, Jianyong; Zhou; Ye, Zhiwen; Feng; Yue, Na; Tong; Huang, Wenlong; Qian, Hai; European Journal of Medicinal Chemistry; vol. 179; (2019); p. 608 – 622;,
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. 7073-94-1, name is 1-Bromo-2-isopropylbenzene, A new synthetic method of this compound is introduced below., COA of Formula: C9H11Br

l-Bromo-2-/-propylbenzene (0.199 g, 1.00 mmol), (CyPF-Z-Bu)PdCl2 (7.30 mg, 1.00 x lO’2 mmol), and LiNH2 (0.230 g, 10.0 mmol) in 2.0 mL DME gave 0.109 g (81%) of 2-/-Propylaniline as a solid; Bromo-2-/-propylbenzene (1.99 g, 100 mmol) were weighed into a 100 mL round bottom flask with a stirring bar. DME (20.0 mL) was then added. The flask was sealed with a cap and wrapped tightly with electrical tape. The reaction mixture was stirred for 24 h at 90 0C. The reaction mixture was allowed to cool to room temperature before pouring into ice water (50.0 mL). To this mixture was added aqueous HCl (100 mL, 1.0 M). The mixture was stirred at room temperature for 5 min and was then neutralized with a saturated solution of NaHCO3 (50.0 mL). After extraction with CH2Cl2 (3 x 50.0 mL), the organic layer was separated and dried over MgSO4. The solvent was evaporated, and the crude product isolated by column chromatography, eluting with hexane/ethyl acetate (70/30) to give 1.11 g (82%) of 2-/-rhoropylaniline as a solid.

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; YALE UNIVERSITY; WO2007/109365; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 7073-94-1, These common heterocyclic compound, 7073-94-1, name is 1-Bromo-2-isopropylbenzene, 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.

tert-butyl 4-[2-[[(2,S)-l- methylpyrrolidin-2-yl]methoxy]-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-yl]piperazine-l- carboxylate (200 mg, 462 umol), l-bromo-2-isopropyl-benzene (120 mg, 601 umol), CS2CO3 (452 mg, 1.39 mmol) and XPHOS PALLADACYCLE GEN 3 (78.3 mg, 92.5 umol) in toluene (4.00 mL) was de-gassed with N2 and then heated to 100 C for 10 hours under N2. Upon completion, the mixture was filtered and the filtrate was concentrated. The crude product was purified by silica gel chromatography eluted with EtOAc/MeOH= 50/1 to 5/1 to give tert-butyl 4-[7-(2-isopropylphenyl)-2-[[(2,S)-l-methylpyrrolidin-2-yl]methoxy]-6,8-dihydro-5H- pyrido[3,4-d]pyrimidin-4-yl]piperazine-l-carboxylate (84.6 mg, 134 umol, 28.9 % yield, 87.0 % purity) as a yellow solid. ES+APCI MS m/z 551.2 [M+H]+.

Statistics shows that 1-Bromo-2-isopropylbenzene is playing an increasingly important role. we look forward to future research findings about 7073-94-1.

Reference:
Patent; MIRATI THERAPEUTICS, INC.; ARRAY BIOPHARMA, INC.; FISCHER, John, P.; FELL, Jay, Bradford; BLAKE, James, F.; HINKLIN, Ronald, Jay; MEJIA, Macedonio, J.; HICKEN, Erik, James; CHICARELLI, Mark, Joseph; GAUDINO, John, J.; VIGERS, Guy, P.A.; BURGESS, Laurence, E.; MARX, Matthew, Arnold; CHRISTENSEN, James, Gail; LEE, Matthew, Randolf; SAVECHENKOV, Pavel; ZECCA, Henry, J.; (529 pag.)WO2017/201161; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

7073-94-1, name is 1-Bromo-2-isopropylbenzene, 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. Formula: C9H11Br

29.87 g 1-bromo-2-isopropyl benzene and 23.6 g 2-naphthylamine were added into a dry 2 L three-neck flask, followed by adding 600 mL dry and degassed toluene to dissolve. Then, 43.2 g sodium tert-butoxide (3.0 eq.), 0.7 g catalyst palladium diacetate (2% mol) and 3.7 g 1,1?-binaphthyl-2,2?-bis(diphenylphosphino) (BINAP, 4% mol) ligand were added. The reaction mixture was heated up to 110 C. and reacted overnight. After the reaction finished and the reaction mixture was cooled down to room temperature. The residual was absorbed by the added activated carbon, filtered by suction filtration and removed with solvent by rotary evaporation, followed by recrystallization with a mixture of toluene and ethanol, to produce 34.5 g Intermediate (18) at a yield of 88%.

The synthetic route of 7073-94-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NANJING TOPTO MATERIALS CO.,LTD.; KIM, JIN WOO; QIAN, CHAO; GAO, PENGHUI; WANG, XIAOWEI; (157 pag.)US2018/105534; (2018); A1;,
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 7073-94-1 as follows. Quality Control of 1-Bromo-2-isopropylbenzene

To a solution of 1-bromo-2-isopropylbenzene (388 mg, 298 muL, 1.95 mmol) in dry THF, n-butyllithium (2.5 M in hexanes, 858 muL, 2.14 mmol) was added dropwise at -78 C. After 20 min at -78 C, dimethylformamide (157 mg, 166 muL, 2.14 mmol) was added and the reaction mixture was stirred at -78 C for 20 min and allowed to heat up to -10 C and stirred for 3 h more. Reaction was stopped by adding water (2.5 mL) and extracted with diethyl ether (3 * 100 mL). Combined organic layers were dried over anhydrous MgSO4, filtered, and evaporated, affording 2 with quantitative yield as a colorless oil (277 mg) showing spectral data according to its structure ( Ewing, 1974). It was used with no further purification.

According to the analysis of related databases, 7073-94-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Moreno-Ortega, Ana J.; Martinez-Sanz, Francisco J.; Lajarin-Cuesta, Rocio; De Los Rios, Cristobal; Cano-Abad, Maria F.; Neuropharmacology; vol. 95; (2015); p. 503 – 510;,
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. 7073-94-1, name is 1-Bromo-2-isopropylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 7073-94-1

7 g of 2,4,6-trimethylaniline, 10 g of 2-chlorotoluene, 11 g of sodium t-butoxide, 75 mL of toluene was added to the flask, And the mixture was thoroughly stirred under a nitrogen stream. here, Palladium acetate 24 mg, 85 mg of 1,3-bis (2,6-diisopropylphenyl) imidazolium chloride was added, The reaction solution was raised to 110 C., And the mixture was stirred for 3 hours. The obtained reaction solution was cooled and poured into water, And extracted with ethyl acetate. The obtained organic phase was dried over sodium sulfate, After concentration, purification by silica gel column chromatography (developing solution: ethyl acetate / hexane = 1/20) gave 10 g of intermediate 403A.

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 7073-94-1.

Reference:
Patent; FUJIFILM CORPORATION; YAGI, KAZUNARI; TATEISHI, KEIICHI; (89 pag.)JP2017/66208; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 7073-94-1, 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. 7073-94-1, name is 1-Bromo-2-isopropylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Under a nitrogen stream 2- (7-bromotriphenylen-2-yl) -4,4,5,5-tetramethyl-1,3,2-dioxaborolane 5.0 g (11.54 mmol) And 1.78 g (12.70 mmol) of 1-bromo-2- (methylsulfinyl) benzene Was dissolved in 75 ml of toluene, 2M K 2 CO 3 (8 ml) was added thereto, the gas was removed, and 0.73 g of Pd (PPh 3) 4 (5 mol%) was added thereto, followed by stirring at 90 C. for 24 hours. After cooling to room temperature, extracted with dichloromethane, water was removed with MgSO4 and separated into columns using EA / Hexane (1: 3) 2-bromo-7- (2- (methylsulfinyl) phenyl) triphenylene 3.49 g (yield 68%) were obtained.

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, 1-Bromo-2-isopropylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Doosan Co., Ltd; Bae Hyeong-chan; Kim Seong-mu; Son Hyo-seok; Kim Tae-hyeong; Ra Jong-gyu; (31 pag.)KR101548076; (2015); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 7073-94-1, 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. 7073-94-1 name is 1-Bromo-2-isopropylbenzene, 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.

Add 4.8 mmol (117 mg) of magnesium metal to a 25 mL Shrek bottle, 10 mL of tetrahydrofuran and 4 mmol (0.62 mL) of 2-isopropylbromobenzene, Stir at room temperature for 1h, Let stand. In a 250 mL three-necked flask, add 0.4 mmol (232 mg) of the compound represented by formula (XIa) and 80 mL of tetrahydrofuran. Cool to -20 , The fresh Grignard reagent was transferred to a 25 mL constant pressure dropping funnel and slowly added to the reaction system. After the dropping was completed, the system was transferred to room temperature and the reaction was continued for 12 h. After the reaction was completed, a saturated ammonium chloride solution was added to quench it. Extract the aqueous phase with ethyl acetate, The organic phases were combined, washed with a saturated sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was spin-dried column chromatography (silica gel 100-200 mesh, eluent: dichloromethane / ethyl acetate = 10/1 to 8/1) to obtain 186 mg of the compound represented by formula (IIIc) in a yield of 44%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2-isopropylbenzene, and friends who are interested can also refer to it.

Reference:
Patent; Tsinghua University; Wang Meixiang; Shi Tanhao; Guo Qinghui; Tong Shuo; (35 pag.)CN110372468; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary