Category: 4923-87-9

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4923-87-9,5-Bromobenzothiophene,as a common compound, the synthetic route is as follows.

To the stirring solution of compoundS2(12.0 g, 56.3 mmol) in THF (300 mL) was added isopropylmagnesium chloride (150 mL, 1.3 M in THF) drop wise at 0oC under nitrogen. The resulting mixture was stirred at rt overnight. To the reaction mixture was addedN,N-dimethylformamide (30.0 mL) drop wise. The resulting solution was stirred for 30 min at rt. The reaction was then quenched by the addition of H2O (500 mL). The mixture was extracted with ethyl acetate (3 x 500 mL), and the organic layers were combined and concentrated under vacuum. The residue was applied onto a silica gel column, eluting with ethyl acetate/petroleum ether (1:50 v/v). CompoundS2was obtained as a yellow solid (6.90 g, 68 % yield).1H NMR (400 MHz, Chloroform-d) delta 10.07 (s, 1H), 8.25 (s, 1H), 7.95 (d,J= 8.6 Hz, 1H), 7.83 (d,J= 8.6 Hz, 1H), 7.53 (d,J= 5.1 Hz, 1H), 7.43 (d,J= 6.1 Hz, 1H).

4923-87-9, As the paragraph descriping shows that 4923-87-9 is playing an increasingly important role.

Reference£º
Article; Huang, Hui; Winters, Michael P.; Meegalla, Sanath K.; Arnoult, Eric; Paul Lee; Zhao, Shuyuan; Martin, Tonya; Rady, Brian; Liu, Jianying; Towers, Meghan; Otieno, Monicah; Xu, Fran; Lim, Heng Keang; Silva, Jose; Pocai, Alessandro; Player, Mark R.; Bioorganic and Medicinal Chemistry Letters; vol. 28; 3; (2018); p. 429 – 436;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4923-87-9,5-Bromobenzothiophene,as a common compound, the synthetic route is as follows.,4923-87-9

Aluminum trichloride (3.75 g, 28.1 mmol) and dichloromethane (30 mL) were added to a 250 mL single-neck round bottom flask at 0 C. Slowly add acetyl chloride (2.21 g, 28.2 mmol) and stir for half an hour. Then 5-bromobenzothiophene (4.0 g, 18.8 mmol, dissolved in 20 mL of dichloromethane) was added dropwise. The reaction was stirred for half an hour; then transferred to 25 C for 2 hours. Quench slowly by adding water (50 mL), and separate the liquid. The organic phase was washed again with saturated sodium bicarbonate solution (50 mL¡Á3). The organic phase was collected, dried over anhydrous sodium sulfate (2 g), filtered. The filtrate was depressurized and dried. The title compound was obtained as a yellow solid (4.41 g, 92.2%).

The synthetic route of 4923-87-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Zhong Wenhe; Jin Chuanfei; Xu Tengfei; (39 pag.)CN109796447; (2019); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

4923-87-9, 5-Bromobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4923-87-9

To a 50 mL three-necked flask were added 5.17 mL (32 mmol) of 2-ethylhexan-1-amine, 4.50 mg (21 mmol) of 5-bromobenzo [b] thiophene, 31.17 g (8.5 mmol) of K 2 CO 3, 0.730 g mmol), 10 mL of DMSO was added, and the oil bath was set at 40 C. After N2 bubbling was carried out for 60 minutes, 0.807 g (4.3 mmol) of CuI,And then the oil bath was heated at 130 C. and stirred. The color change of the solution during that time was blue ? purple ? navy blue. After 68 hours,The mixture was poured into a separatory funnel with 100 mL of ethyl acetate,Wash the solution five times with saturated brine (100 mL), extract the origin with 100 mL of silica gel, dry the organic layer with magnesium sulfate,The solvent was removed under reduced pressure to obtain a yellow viscous substance.Thereafter, using 350 mL of silica gel, using hexane: toluene = 1: 1 as a developing solvent,Purification by column chromatography (Rf = 2.8) gave 3.0 g of the desired product. Yield 3.0 g(Yield 55%)

The synthetic route of 4923-87-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; National Yamagata University; Sasabe, Hisahiro; Kidosaki, Junji; Sano, Kenshi; Yuya, Wataru; (22 pag.)JP2018/127425; (2018); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4923-87-9,5-Bromobenzothiophene,as a common compound, the synthetic route is as follows.

To a pre-dried flask equipped with a condenser is added magnesium (568 mg, 23.4 mmol) and Et20 (5 mL). To this is ADDED-1/10 OF a solution of iodomethane (1.66 g, 11.7 mmol) and 5-bromo-benzo [b] thiophene (500 mg, 2.34 mmol) in Et20 (8 mL). After adding 2-3 crystals of iodine, the reaction mixture is heated to reflux using a hot water bath. After a few minutes the iodine coloration fades and another portion (-0. 5 mL) of the IODOMETHANE/5-BROMO-BENZO [b] thiophene solution is added. The water bath is removed and further additions (-0. 5 mL) are added such that reflux is sustained. After complete addition, reflux is maintained for 30 min using a hot water bath. The Grignard solution is then cooled TO 0 C and 3-pentanone (1.20 g, 14.0 mmol) is added dropwise. After 30 min, the ice is removed and the reaction mixture is stirred for 2 h. After cooling to 0 C9 the reaction is quenched with H20 (10 mL) and saturated aqueous NH4C1 (15 mL) and is diluted with Et2O (100 mL). The organic layer is washed with brine (35 ML) dried (MGS04), FILTERED and concentrated. The reaction residue is subjected to flash chromatography (silica gel, 90: 10 petroleum ETHER/ET2O) to afford impure sub-title compound (-500 mg). Most of the impurity is removed under high vacuum (-2 d) to yield slightly impure sub-title compound (323 MG, 62#x0025;). RF 0. 43 (4: 1 Hex/EtOAc). 1H NMR (300 MHZ, CDCL3) # 0.77 (T, J = 7.4 HZ, 6H), 1.70 (S, 1H), 1.80-1.98 (SYM M, 4H), 7.32 (d, J= 5.4 Hz, 1H), 7.34 (dd, J= 1. 6,8. 5 Hz, 1H), 7.42 (d, J= 5.4 Hz, 1H), 7.82 (d, J=8. 5HZ, LH), 7.87 (d, J=1. 6 HZ, 1H).

4923-87-9, As the paragraph descriping shows that 4923-87-9 is playing an increasingly important role.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2004/67529; (2004); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4923-87-9,5-Bromobenzothiophene,as a common compound, the synthetic route is as follows.,4923-87-9

In a 300 mL round bottomed flask, 5-bromobenzo[b]thiophene (5.6 g, 26 mmol) and dichloro(diphenylphosphinopropyne)nickel (0.54 g, 1.0 mol, 4 mol %) were dissolved in anhydrous THF (50 mL). A 1.0M octylmagnesium bromide solution (31 mL, 31 mmol, 1.2 eq.) was added thereto, and the mixture solution was stirred at room temperature for one day. After the completion of the reaction, hydrochloric acid and toluene were added, and an organic phase was extracted with toluene, and dried over sodium sulfate. The resulting crude product was purified by column chromatography, whereby intermediate C1 was obtained (4.1 g, yield 62%).

As the paragraph descriping shows that 4923-87-9 is playing an increasingly important role.

Reference£º
Patent; IDEMITSU KOSAN CO., LTD.; US2012/273768; (2012); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4923-87-9,5-Bromobenzothiophene,as a common compound, the synthetic route is as follows.

A solution of 5-bromobenzo[b]thiophene (LXVII) (1.2 g, 6 mmol), zinc cyanide (0.66 g, 6 mmol) and tetrakis(triphenylphosphorus)palladium (0) (0.65 g, 0.6 mmol) in dry DMF (10 mL) was stirred at reflux under nitrogen atmosphere for 1 h. The mixture was poured into cold water and extracted with EtOAc (3¡Á). The combined organic layers were concentrated in vacuum to give the crude benzo[b]thiophene-5-carbonitrile (LXVIII) as a white solid. (0.90 g, 6 mmol, 100%) ESIMS found C9H5NS m/z 160.0 (M+H).

The synthetic route of 4923-87-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Kumar KC, Sunil; Wallace, David Mark; Hood, John; Barroga, Charlene F.; US2014/243349; (2014); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4923-87-9,5-Bromobenzothiophene,as a common compound, the synthetic route is as follows.

Step E: Bis(pinacolato)diboron (1.3 g, 5.12 mmol), dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II)dichloromethane (0.1 g, 0.14 mmol) and potassium acetate (1.4 g, 14.26 mmol) were charged in a 100 ml 3 neck round-bottomed flask which had been dried with a heat gun under vacuum and cooled under nitrogen prior to use. The mixture was degassed with nitrogen three times. A solution of 5-bromothiophene (1.0 g, 4.69 mmol) in dimethyl sulfoxide (20 ml) was added, the mixture was degassed again three times and was stirred at 85 C. for 1.5 hours. After cooling to room temperature, the mixture was filtered through diatomaceous earth and rinsed with water and ethyl acetate. Additional water was added to the filtrate which was extracted with ethyl acetate three times. The combined organic extracts were washed with brine once and dried over sodium sulfate to give the desired material (0.8 g, 64%, 100% AUC GC) after chromatography (9:1 to 5:1 heptane/ethyl acetate): 1H NMR (300 MHz, CDCl3) delta 8.24 (s, 1H), 7.81 (d, J=8.1 Hz, 1H), 7.68 (dd, J=8.1, 0.6 Hz, 1H), 7.34 (d, J=5.4 Hz, 1H), 7.28 (dd, J=5.4, 0.6 Hz, 1H), 1.30 (s, 12H).

As the paragraph descriping shows that 4923-87-9 is playing an increasingly important role.

Reference£º
Patent; Molino, Bruce F.; Liu, Shuang; Guzzo, Peter R.; Beck, James P.; US2006/52378; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

4923-87-9, 5-Bromobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A: A mixture of CuCN (86 g, 960 mmol), 5-bromobenzo[b]thiophene (157 g, 723 mmol), pyridine (80 mL) and DMF (1400 mL) was heated at reflux for 14 h. After cooled to 80 C., the reaction mixture was poured into a cold aqueous solution of ethylenediamine (400 mL in 2 L water) cooled by an icebath. The product was extracted with ether (2¡Á1.5 L). The ether layer was washed with brine (1 L), dried (Na2SO4), and concentrated. The residue was recrystallized from CHCl3/Hexanes (50 mL/2000 mL) to give benzo[b]thiophene-5-carbonitrile (106 g, 90%) as a white solid: 1H NMR (300 MHz, CDCl3) delta 8.15 (s, 1H), 7.97 (d, J=8.3 Hz, 1H), 7.61 (d, J=5.4 Hz, 1H), 7.56 (d, J=8.3 Hz, 1H), 7.41 (d, J=5.4 Hz, 1H).

As the paragraph descriping shows that 4923-87-9 is playing an increasingly important role.

Reference£º
Patent; Molino, Bruce F.; Liu, Shuang; Guzzo, Peter R.; Beck, James P.; US2006/52378; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem