Month: May 2021

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. 89523-51-3, name is 5-Bromobenzo[c]phenanthrene, A new synthetic method of this compound is introduced below., COA of Formula: C18H11Br

Example 4 Synthesis of 5-(diphenylamino)benzo[c]phenanthrene 190 mul (1 mmol) of chlorodi-tert-butylphosphine and then 112 mg (0.5 mmol) of palladium(II) acetate are added to a suspension of 15.3 g (50 mmol) of 5-bromobenzo[c]phenanthrene, 10.2 g (60 mmol) of diphenylamine and 7.7 g (80 mmol) of sodium tert-butoxide in 500 ml of toluene, and the mixture is subsequently heated under reflux for 5 h. After the mixture has been cooled to 60 C., 500 ml of water are added, the organic phase is separated off, filtered through silica gel, evaporated virtually to dryness at 80 C. in vacuo, and 300 ml of ethanol are then added. After cooling, the solid is filtered off with suction. The product is purified by recrystallisation from dioxane five times (about 8 ml/g). Yield: 12.6 g (32 mmol), 64.1%, purity 99.9% (HPLC).

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; Merck Patent GmbH; US2011/288292; (2011); 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. 6698-13-1, name is 4-Bromo-1,3-benzodioxole, A new synthetic method of this compound is introduced below., Safety of 4-Bromo-1,3-benzodioxole

[0907] Method 3: To a stirred mixture of 5-(4-fluorophenyl)-4-methylpyridin-2(1H)-one (2.04 g, 10 mmol, 1.0 eq.), 4-bromobenzo[d][1,3]dioxole (3.0 g, 15 mmol, 1.5 eq.), and K2C03 (2.76 g, 20 mmol, 2eq.) in DMF (50 mL) was added CuT (191 mg, 1 mmol, 0.1 eq.) and 8- hydroxyquinoline (140 mg, 1 mmol, 0.1 eq.). The reaction mixture was stuffed at 140C for 3 days under N2 protection. The mixture was cooled to rt, diluted with EA (250 mL), washed with water and brine, concentrated. The residue was purified by flash chromatography on silica gel (PE:EA=5:1-*1:1) to yield Compound 184 (680 mg, 21% yield) as white solid. ?H NMR (CDC13, 400 MHz) (57.35-7.32 (m, 2H), 7.26 (s, 1H), 7.18 (t, J=8.8Hz, 2H), 7.02-6.94 (m, 3H), 6.67 (s, 1H),6.13 (s, 2H), 2.21 (s, 3H). MS (ES) m/z [M+Hf? 323.8.

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; INTERMUNE, INC.; RAMPHAL, Johnnie, Y.; BUCKMAN, Brad, Owen; EMAYAN, Kumaraswamy; NICHOLAS, John, Beamond; SEIWERT, Scott, D.; WO2015/153683; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 5153-40-2,Some common heterocyclic compound, 5153-40-2, name is 1-Bromo-2,3,4,5,6-pentamethylbenzene, molecular formula is C11H15Br, 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: A solution of 15.92 g (80 mmol) 2,4,6-Me3C6H2Br in 80 mL THF was added dropwise to 2.32 g (96 mmol) Mg, activated with 3 g (16 mmol) 1,2-Br2C2H4, in 20 mL THF. The reaction mixture was refluxed for 2 h and afterward allowed to cool to r.t. To the Grignard reagent solution was added dropwise a solution of 7.55 g (16 mmol) 2,4,6-I3C6H2OH and0.44 g (0.64 mmol) [(IPr)PdCl2(3-ClC5H4N)]. The reaction mixture was refluxed for another 21 h and quenched with2 mL H2O stirring under argon for 30 min. After solvent removal, the obtained residue was dissolved in 80 mL Et2Oand 20 mL CH2Cl2 and filtered over a 2 cm alumina pad. Solvent removal at reduced pressure afforded a brown oil which was eluted over a 10 cm alumina column witha mixture of Et2O-pentane 2:1 (v/v). To the pale-yellow oil obtained after the solvent removal, methanol was added. After sonication, 1 precipitated as a colorless solid. Filtration and vacuum drying afforded 3.8 g (52 %) of 1.

The synthetic route of 5153-40-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; olea, Atena B.; Olaru, Marian; Silvestru, Cristian; Ra, Ciprian I.; Zeitschrift fur Naturforschung – Section B Journal of Chemical Sciences; vol. 70; 1; (2015); p. 77 – 81;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 112279-60-4,Some common heterocyclic compound, 112279-60-4, name is 4-Bromo-2,5-difluoroaniline, molecular formula is C6H4BrF2N, 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.

EXAMPLE 197 5,8-Difluoro-1,2-dihydro-6-(3-nitrophenyl)-2,2,4-trimethylquinoline (Compound 297, structure 83 of Scheme XXI, where R1 =R3-5 =R7 =R9 =H, R2 =nitro, R6 =R8 =fluoro) This compound was prepared by the same procedure as described in the synthesis of Compound 291 (EXAMPLE 191) from 4-bromo-2,5-difluoroaniline (32 mg, 0.13 mmol) and 3-nitrobenzeneboronic acid (167 mg, 1.0 mmol) to afford 3 mg (10%) of Compound 297 as a colorless oil. Data for Compound 297: 1 H-NMR(400 MHz, CDCl3) 8.33 (t, J=1.6, 1H), 8.14 (dd, J=8.0, 1.6, 1H), 7.78 (d, J=8.0, 1H), 7.57 (t, J=8.0, 1H), 6.94 (dd, J=10.8, 6.3, 1H), 5.37 (s, 1H), 4.16 (bs, 1H), 2.17 (dd, J=7.0, 1.3, 3H), 1.34 (s, 6H).

The synthetic route of 112279-60-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ligand Pharmaceuticals Incorporated; US5688810; (1997); A;,
Bromide – Wikipedia,
bromide – Wiktionary

90562-10-0, name is 1-Bromo-4-(3-bromopropyl)benzene, 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. Quality Control of 1-Bromo-4-(3-bromopropyl)benzene

EXAMPLE 23 3-[(N-(3-(4-Bromo-phenyl)-propyl)-piperidin-3-yl)-methyl]7,8dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one-hydrochloride Prepared from 3-[(piperidin-3-yl)-methyl]-7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one and 3-(4-bromophenyl)propyl bromide analogously to Example 1. Yield: 34.8% of theory, Melting point: 100-104 C.

The synthetic route of 90562-10-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim GmbH; US5175157; (1992); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 28148-04-1, 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. 28148-04-1, name is 1,3-Dibromo-2-methylpropane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The beta- lactam carbonyl compound of the formula shown in C6H5-COCH2CONH-CH31.0mmol added 50 ml round bottomFlask, and then followed by adding K2CO32.4mmol, tetrabutylammonium bromide 0.07mmol, ammonium acetate 1.2mmol, 1,3- dibromo-2-Methyl propane 1.2mmol and 30mL of deionized water and mix well. The reaction was continued stirring at 30 deg C 8.0 hours, stoppedThe reaction, was filtered, dried, purified by recrystallization methanamine obtained after 5-benzoyl-6- methyl-3,4-dihydro-pyran-3, 87% yield of product.

The synthetic route of 1,3-Dibromo-2-methylpropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Huaihua University; Xiang, Dexuan; Liang, Chunhua; Liu, Yilin; Xiang, Bailin; Zhang, Li; (9 pag.)CN105541770; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 89523-51-3, These common heterocyclic compound, 89523-51-3, name is 5-Bromobenzo[c]phenanthrene, 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.

Argon atmosphere, 2-nitro-phenylboronic acid 2.00g, 5-bromo-benzo [c] phenanthrene, 6.12g, tetrakis triphenylphosphine palladium (0) 0.462g, DME 80mL, 2M aqueous sodium carbonate solution in the flask was added 40mL and the mixture was heated and stirred 24 hr reflux. after cooling to room temperature (25 ), after the reaction solution was extracted using toluene, and removing the water layer, an organic layer was washed with saturated aqueous sodium chloride. The organic layer was dried over magnesium sulfate, concentrated, and the residue was purified by silica gel column chromatography to give 5- (2-nitro-phenyl) benzo [c] phenanthrene was obtained a 5.72g.

The synthetic route of 89523-51-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Idemitsu Kosan Corporation; Kawamura, Masahiro; Mizuki, Yumiko; Ito, Hirokazu; Hayama, Tomoharu; Haketa, Tasuku; (69 pag.)KR2015/126340; (2015); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 90562-10-0, A common heterocyclic compound, 90562-10-0, name is 1-Bromo-4-(3-bromopropyl)benzene, molecular formula is C9H10Br2, 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.

EXAMPLE 101. Synthesis of l-[3-(4-Bromo-Phenyr)-Propyll-Pyrrolidine(Intermediate 51)51[0300] To a solution of intermediate 50 (Example 100) (3.5 g, 13 mmol) in dioxane (40 mL) was added pyrrolidine (2.1 mL, 25 mmol), followed by cesium carbonate (8.2 g, 25 mmol). The mixture was stirred at room temperature for 15 h and poured into water. The mixture was extracted with ethyl acetate and the organic layer separated, washed with brine, dried over Na2SO4 and filtered. The filtrate was concentrated and the residue purified by flash chromatography on silica gel (10% MeOH/DCM to 25% MeOH and 2% TEA/DCM) to afford the title compound (1.8 g, 53%) as a pale orange oil. [0301] 1H NMR (500 MHz, DMSOd6): delta 1.60-1.65 (m, 6H), 2.35 (t, J= 13 Hz, 2H), 2.35-2.43 (m, 4H), 2.57 (t, J= 7.7 Hz, 2H), 7.16 (d, J= 8.3 Hz, 2H)3 7.44 (d, J= 8.4 Hz, 2H)

The synthetic route of 90562-10-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TARGEGEN, INC.; WO2008/8234; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 90562-10-0, 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. 90562-10-0 name is 1-Bromo-4-(3-bromopropyl)benzene, 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.

Compounds 2 (40 mg, 0.14 mmol) and 7 (27.6 mg, 0.15 mmol) were dissolved in 1.5 mL of acetonitrile and then potassium carbonate (20.7 mg, 0.15 mmol) was added to the solution. After reflux for 1 h, potassium carbonate was removed by filtration. The solvent was removed in vacuo. The residue was purified by chromatography on silica gel using chloroform-methanol (40:1) as the eluent to obtain compound 9 (52 mg, 94%) as a colorless powder. 1H NMR (400 MHz, CDCl3): delta 1.10-1.32 (m, 4H), 1.65-1.85 (m, 5H), 2.07-2.25 (m, 2H), 2.35-2.55 (m, 6H), 2.34 (t, J=7.6 Hz, 2H),2.58 (t, J=7.6 Hz, 2H), 2.70-2.80 (m, 2H), 3.30-3.40 (m, 1H), 3.90-4.05 (m, 1H), 7.05 (d, J=7.8 Hz, 2H), 7.39 (d, J=7.8 Hz, 2H). HRMS (DART) m/z calcd for C19H30BrN2O (M+H)+, 381.1542; found 381.1548.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-4-(3-bromopropyl)benzene, and friends who are interested can also refer to it.

Reference:
Article; Ogawa, Kazuma; Masuda, Ryohei; Mishiro, Kenji; Wang, Mengfei; Kozaka, Takashi; Shiba, Kazuhiro; Kinuya, Seigo; Odani, Akira; Bioorganic and Medicinal Chemistry; vol. 27; 10; (2019); p. 1990 – 1996;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 35354-37-1, 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. 35354-37-1, name is 1-Bromo-5-methylhexane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 151 (+-)-trans-3,4-Dimethyl-N-(5-methylhexyl)-4-(3-(1-methyl-1H-imidazole-4-sulfonylamino)phenyl)piperidine To a solution of (+-)-trans-3,4-dimethyl-4-(3-(1-methyl-1H-imidazole-4-sulfonylamino)phenyl)piperidine (Preparation 41, 80 mg, 0.23 mmol) in N,N-dimethylformamide (3 ml) was added sodium hydrogen carbonate (21 mg, 0.25 mmol) and 1-bromo-5-methylhexane (43 mg, 0.24 mmol). The stirred reaction mixture was heated at 100° C. for 5 h, then concentrated in vacuo at 80° C. The residue was taken up in dichloromethane and purified by silica column chromatography, eluding with ethyl acetate:isopropanol (95:5) to give the title compound as a white solid (34 mg, 33 NMR (CDCl3, selected data for the free base): 0.6 (d, 3H), 0.85 (m, 6H), 1.25 (s, 3H), 3.6 (s, 3H), 7.0-7.25 (s, 5H), 7.45 (s, 1H). MS (thermospray): M/Z [MH+] 447.3; C24H38N4O2S+H requires 447.3.

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-5-methylhexane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Armer, Richard Edward; Dutton, Christopher James; Gethin, David Morris; Gibson, Stephen Paul; Smith, Julian Duncan; Tommasini, Ivan; US2003/78282; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary