Author: Jessica.F

Application of 6627-78-7,Some common heterocyclic compound, 6627-78-7, name is 1-Bromo-4-methylnaphthalene, molecular formula is C11H9Br, 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: To a flame dried, 3 times evacuated and argon purged 25mL Schlenk flask was added 4.6mmol of aryl bromide (2-bromo-9,9-dimethylfluorene, 9-bromoanthracene, and 1-bromo-4-methylnaphthalene) and a magnetic stir bar. The flask was then cooled to -78 C (dry ice/acetone bath) for 10min under argon (room temperature for phenylacetylide). Then 10mL of dry argon purged diethyl ether was added to the reaction and allowed to cool for another 10min. This was followed by 2.2mL (5.5 mmol) of n-butyllithium solution in diethyl ether. The reaction was allowed to stir for 30min to complete the halide-exchange reaction, at which time the reactions turned a yellow color and salt precipitates formed. Then 1 g (3.8mmol) of spirosiloxane I dissolved in 5mL of cooled dry argon purged diethyl ether was added by syringe to the reaction mixture and allowed to stir for an additional 2 h. The reaction was run till the yellow color subsided and was then quenched with excess Me3SiCl and allowed to stir cold for >30min before warming up. The reaction was then worked up by a quick water wash (2 times) to remove salts and then dried over MgSO4. The reaction was then filtered through Celite to remove salts and solvent removed in vacuo. Yellow-orange viscous oils were obtained. Characterization is given in tabular form in the text.

The synthetic route of 6627-78-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Furgal, Joseph C.; Laine, Richard M.; Bulletin of the Chemical Society of Japan; vol. 89; 6; (2016); p. 705 – 725;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 4549-33-1,Some common heterocyclic compound, 4549-33-1, name is 1,9-Dibromononane, molecular formula is C9H18Br2, 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.

1,9-Dibromononane (610 muL, 3 mmol) was added to a stirred solution of the product of Preparation 1 (377 mg, 1 mmol) and DIPEA (1.05 mL, 6 mmol) in DMF (5 mL) at 50 C. The reaction mixture was heated at 80 C. for 72 h and then the solvent was removed under reduced pressure. The crude residue was purified by flash chromatography (10% MeOH in DCM containing 0.5% NH4OH) to give the title compound (292 mg, 0.5 mmol, 50%).

The synthetic route of 4549-33-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mammen, Mathai; Hughes, Adam; US2004/242622; (2004); 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. 630-17-1, name is 1-Bromo-2,2-dimethylpropane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: bromides-buliding-blocks

Example 76 [(S)-(3-(4-N-Neopentyl-N-piperazinyl)propylthio)methyl-Sar] -3- [(y-hydroxy)-NMeLeu] – -cyclosporin [0243] [(S)-3-(N-Piperazinylpropylthio)methyl-Sar]-3-[(Y-hydroxy)-N-MeLeu]-4- cyclosporin (150 mg, 0.11 mmol) and neopentyl bromide (MW 151.05, d 1.195, 136 mu, 1.08 mmol) were dissolved in dichloromethane (20 ml), followed by adding sodium carbonate (MW: 105.99, 28.6 mg, 0.27 mmol). The mixture was stirred at room temperature overnight. Then the reaction mixture was washed with brine, dried over magnesium sulfate and evaporated under reduced pressure. The residue was purified by chromatography on silica gel using dichloromethane and methanol as eluent to give product [Molecular Formula: C75H137N13O13S; Exact Mass: 1460.02; MS (m/z): 1460.64 (M+l)+, 1482.72 (M+Na)+; TLC Rf: 0.43 (dichloromethane/methanol = 9: 1); HPLC RT: 11.25 min (C8 reverse phase column: 250 mm; acetonitrile/water (0.05% trifluoroacetic acid); operation temperature: 64 C; detector: 210 nm)].

The synthetic route of 630-17-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SU, Zhuang; LONG, Zhengyu; YANG, Suizhou; WO2014/145686; (2014); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, 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. HPLC of Formula: C6H2BrF3

Into a 100 mL three-necked flask were added 4.62 g 1-bromo-2,4,5-trifluorobenzene (0.022 mol) and anhydrous tetrahydrofuran (50 mL). The resulting mixture was cooled to -20 C. The solution of isopropylmagnesium bromide (22 mmol) in tetrahydrofuran (22 ml, 1M THF) was slowly added dropwise under nitrogen. After the addition was complete, the reactants were maintained at -20 C. for later use. Cuprous bromide-dimethyl sulfide (0.41 g, 0.002 mol) was suspended in 5 ml anhydrous tetrahydrofuran. The resulting mixture was cooled to -5 C. The Grignard reagent as described above was slowly added dropwise under nitrogen. After 15 min, a solution of the aziridine compound as shown in the above reaction formula (3.46 g, 0.015 mol) in 30 mL tetrahydrofuran was slowly added dropwise. After additional 5 min, 50 mL saturated solution of ammonia chloride was added to quench the reaction. Into this obtained solution was added 50 mL ethyl acetate. The separated water layer was extracted with another 50 mL ethyl acetate. The obtained organic layers were collected together and further washed with saturated solution of sodium chloride and then dried over anhydrous sodium sulfate, followed by filtration and concentration to obtain a crude product, which was further treated by column chromatography to obtain a compound (3.98 g, 0.011 mol, yield 73%). 1H NMR (400 MHz, CDCl3) delta 7.01 (t, J=10.5 Hz, 1H), 6.926.88 (m, 1H), 5.14 (d, J=12.6 Hz, 1H), 4.50 (s, 2H), 3.953.85 (m, 1H), 3.823.77 (m, 1H), 3.773.55 (m, 1H), 3.40 (s, 3H), 2.82 (s, 2H), 1.871.68 (m, 1H), 1.631.48 (m, 1H), 1.39 (s, 9H). Ms (M++1): 364.

The synthetic route of 1-Bromo-2,4,5-trifluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZHEJIANG HISOAR PHARMACEUTICAL CO., LTD.; Pan, Xianhua; Li, Weijin; Zhang, Qunhui; Ruan, Libo; Yu, Wansheng; Deng, Fei; Ma, Tianhua; Huang, Mingwang; He, Minhuan; US2013/281695; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 2550-36-9, name is (Bromomethyl)cyclohexane, molecular formula is C7H13Br, 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. COA of Formula: C7H13Br

General procedure: In Example 1, 17.98 g (108.95 mmol) of 1-bromohexane,(Bromomethyl) cyclohexane 19.29 g (108.95 mmol), In the same manner as in Example 1,19.74 g of Compound 5 was obtained as white crystals. The results are summarized in Table 1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2550-36-9, its application will become more common.

Reference:
Patent; ZEON CORPORATION; JAPAN FINECHEM INCORPORATED; SANUKI, KANAKO; OKUYAMA, KUMI; SATO, KOKI; TAMAKI, RYUSUKE; KURODA, TOSHIHIRO; SUZAKI, DAISUKE; (19 pag.)JP2016/190818; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 656-64-4, These common heterocyclic compound, 656-64-4, name is 3-Bromo-4-fluoroaniline, 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 195 4-[(3-Bromo-4-fluorophenyl)amino]-6-nitro-3-quinolinecarbonitrile A mixture of 3.8 g (16.33 mmol) of 4-chloro-6-nitro-3-quinolinecarbonitrile and 3.7 g (20 mmol) of 3-bromo-4-fluoroaniline in 200 mL of ethanol was refluxed for 3hr. After the solvent was removed, the residue as dissolved in ethyl acetate and washed with sodium bicarbonate. The product was collected as a pale yellow solid, 6.5 g (71%); ESMS m/z 387.3, 389.2, mp 269-270 C. (dec).

The synthetic route of 656-64-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US6002008; (1999); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 4101-68-2, 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. 4101-68-2, name is 1,10-Dibromodecan, This compound has unique chemical properties. The synthetic route is as follows.

To a stirred suspension of salicyaldehyde (2 mL, 20 mmol) and potassiumcarbonate (5.52 g, 40 mmol) in DMF (100 mL) was added 1,10-dibromodecane (10.8mL, 48 mmol). The mixture was stirred at 80 C for 3 h, and the solvent was evaporated under reducedpressure. The resulting residue was triturated with ether (1000 mL), and theorganic phase was washed with dilute sodium hydroxide solution, water, brine,and dried over sodium sulfate. After evaporation of the solvent, the residuewas purified by column chromatography (petroleum/ethyl acetate, 20:1), toafford compound 2 (2.45 g, 36%) as an oil. 1H NMR(300 M,CDCl3): d 1.31-1.46 (m, 12 H), 1.82-1.87 (p, 4 H), 3.41 (t, J =6.90 Hz, 2 H), 4.07 (t, J = 6.30 Hz, 2 H), 6.99 (m, 2 H), 7.52 (m, 1 H), 7.81(m, 1 H), 10.50 (s, 1 H). MS (EI) (m/e): 340 (M-H+). Anal. Calcd forC17H25BrO2: C, 59.83%; H, 7.38%; O, 9.38%.Found: C, 59.32%; H, 7.98%.

The chemical industry reduces the impact on the environment during synthesis 1,10-Dibromodecan. I believe this compound will play a more active role in future production and life.

Reference:
Article; Liu, Hui; Li, Zhan-Ting; Chinese Chemical Letters; vol. 25; 5; (2014); p. 659 – 662;,
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. 452-63-1, name is 1-Bromo-4-fluoro-2-methylbenzene, A new synthetic method of this compound is introduced below., Product Details of 452-63-1

2-Bromo-5-fluorotoluene (8 P. L, 0.11 MMOL) was dissolved in 1 mL dry 1, 4-dioxan in a vial under an argon atmosphere. Compound 430 (42 mg, 0.09 MMOL) was added and dissolved in the solvent. Rac-BINAP (2.1 mg, 0.003 MMOL), PD2 (dba) 3 (2.0 mg, 0.002 MMOL) and CS2CO3 (41 mg, 0.13 MMOL) were added, and the reaction mixture was stirred under an argon atmosphere at 100 C for 72 h. The reaction mixture was filtered and then dissolved in THF (1.00 mL). Tetrabutylammonium fluoride trihydrate (37 mg, 0.12 MMOL) was added to the solution and the mixture was stirred at 60 C for 45 min. The reaction mixture was poured into a mixture of EtOAc/water. The organic phase was washed with NA2CO3 (aq. ), water, dried (MgS04), filtered, and concentrated in vacuo to afford the crude product. The crude product was purified by chromatography eluting EtOAc to afford the title compound as yellow/brown oil. 13C NMR (CDCI3) 8 195.6, 167.8, 160.6, 150.4, 141.2, 140.2, 136.5, 135.7, 134.3, 133.6, 131.5, 131.4, 128.8, 127.4, 127.4, 126.9, 117. 8, 115.2, 113.9, 111.7, 77.2, 62.2, 42.9, 20.2, 18.1.

The synthetic route of 452-63-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LEO PHARMA A/S; WO2005/9940; (2005); 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. 1003-99-2, name is 2-Bromo-5-fluoroaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Bromo-5-fluoroaniline

Example 29 : 6- (2-Bromo-5-fluoro-phenylamino)-4-cyclopropyl-N- (tetrahydro-pyran-4- ylmethyl)-nicotinamide; A mixture of 6-chloro-4-cyclopropyl-N- (tetrahydro-pyran-4-ylmethyl)-nicotinamide (Description 3) (100 mg), 2-bromo-5-fluoroaniline (65 mg), cesium carbonate (155 mg), tris (dibenzylidene- acetone) palladium (0) (3. 3 mg), 4,5-bis (diphenylphosphino) -9,9-dimethyl xanthene (Xantphos) (2.2 mg) and 1,4-dioxan (1 ml) was stirred under reflux under nitrogen for 18 hours. The mixture was allowed to cool, the insoluble material filtered off, and washed with ethyl acetate. The filtrate was evaporated under reduced pressure and the residue purified by MDAP to afford the title compound as a pale cream solid (14 mg). NMR (DMSO-d6) 8 0.73 (2H, m), 1.02 (2H, m), 1.12-1. 27 (2H, m) 1.62 (2H, d), 1.77 (1H, m), 2.34 (1H, m), 3.13 (2H, t), 3.27 (2H, t), 3.85 (2H, d of d), 6.69 (1H, s), 6.81 (1H, t of d), 7.63 (1H, t), 8.09 (1H, m), 8.11 (1H, s), 8.31 (1H, s), 8.38 (1H, t). LC/MS t = 3.1 min, [MH+] 448 consistent with the molecular formula C2lH237 BrFN302.

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; GLAXO GROUP LIMITED; WO2005/75464; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 40422-70-6, 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. 40422-70-6, name is 1-Bromo-3-(2-bromoethyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 18; 4-Bromo-2-(2-bromo-ethyl)-benzenesulfonyl chlorideChlorosulfonic acid (17 mL) was added dropwise to 1-bromo-3-(2-bromo-ethyl)-benzene (5 g, 19 mmol) at 0 C. The mixture was stirred at 0 C. for 1 h then an additional 3 h at rt. The mixture was poured into an ice-water slowly and extracted with methylene chloride, and the combined organic layers were evaporated under reduced pressure to give 4.3 g of crude 4-Bromo-2-(2-bromo-ethyl)-benzenesulfonyl chloride which was used directly for next reaction. MS (ESI) 342.9 (M-Cl+OH)-.

The synthetic route of 1-Bromo-3-(2-bromoethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Roche Palo Alto LLC; US2010/16302; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary