Analyzing the synthesis route of 23145-07-5

The synthetic route of 23145-07-5 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23145-07-5,5-Bromobenzofuran,as a common compound, the synthetic route is as follows.

A schlenk tube was charged with boronic acid 15 (152 mg, 1.25 mmol, 1.25 equiv), Pd(PPh3)4(57.5 mg, 0.0500 mmol, 0.05 equiv), Na2CO3 (265 mg, 2.50 mmol, 2.50 equiv), DME (1.5mL) and H2O (3.5 mL). After degassing the mixture, 5-bromobenzofuran (7c) (196 mg, 1.00mmol, 1.0 equiv) was added. The mixture was heated to 90 C and stirred overnight under N2. Then, the mixture was filtered through a plug of celite, and diluted with CH2Cl2 (10 mL). Theorganic layer was washed with 1 M NaOH (10 mL), brine (10 mL), dried over MgSO4 and concentrated under reduced pressure. The crude product was purified by columnchromatography (SiO2; pentane) to afford 7d as a white solid (174 mg, 0.900 mmol, 90%).Rf (pentane): 0.6.1H NMR (400 MHz, CDCl3) delta 7.82 (d, 1 H, J = 1.4 Hz; FuranH), 7.68 (d, 1 H, J = 2.2 Hz;ArH), 7.65 (dd, 2 H, J = 8.5, 1.3 Hz, ArH), 7.60 (d, 1 H, J = 8.5 Hz; ArH), 7.56 (dd, 1 H, J =8.6, 1.3 Hz, ArH), 7.48 (t, 2 H, J = 7.4 Hz, ArH), 7.38 (t, 1H, J = 7.4 Hz; ArH) 6.84 (d, 1 H, J= 1.4 Hz; FuranH) 13C NMR (101 MHz, CDCl3) delta 154.5, 145.6, 141.6, 136.4, 128.7, 127.9,127.4, 126.8, 123.9, 119.7, 111.5, 106.8. The NMR data correspond to the literature., 23145-07-5

The synthetic route of 23145-07-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Li, Yifan; Waser, Jerome; Beilstein Journal of Organic Chemistry; vol. 9; (2013); p. 1763 – 1767;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Analyzing the synthesis route of 23145-07-5

23145-07-5, The synthetic route of 23145-07-5 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23145-07-5,5-Bromobenzofuran,as a common compound, the synthetic route is as follows.

5-bromobenzofuran (500 mg, 2.56 mmol) was dissolved in THF solution of isobutylzinc(H) bromide (0.5M, 15 mL, 7.40 mmol) in a microwave reaction tube. Pd(P1BUs)2 (65 mg, 0.128 mmol, 0.05 eqv.) was added to this solution. The mixture was purged with N2 gas for 3-5 min and heated at 100 0C for 30 min under microwave irradiation. Upon completion of the reaction, the reaction mixture was diluted with ethyl acetate, washed with IN HCl aqueous solution, brine, filtered through Celite. The filtrate was dried over Na2SO4 and concentrated. The residue was purified by silica gel column chromatography (ISCO system, 5percent EtOAc in hexanes) to give 0.331 g desired product (74percent yield): 1H NMR (400 MHz, CDCl3) delta 7.59 (s, IH), 7.35 (d, IH), 7.07 (d, IH), 6.70(s, IH), 2.59 (d, 2H)5 1.9 (m, IH), 0.9 (d, 6H).

23145-07-5, The synthetic route of 23145-07-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PREDIX PHARMACEUTICALS HOLDINGS, INC.; WO2007/61458; (2007); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Some tips on 23145-07-5

23145-07-5 5-Bromobenzofuran 90015, abenzofuran compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23145-07-5,5-Bromobenzofuran,as a common compound, the synthetic route is as follows.

To a solution of the product from Step B (2 g) in ether (20 ml) at -78 C. was added t-BuLi dropwise. After stirring for 20 min, DMF (950 mg) was added dropwise and the mixture was stirred at ?25 C. for 3 hrs and then warmed to room temperature overnight. Saturated ammonium chloride was added and the solution was extracted with ether. The ether layer was washed with brine, dried with MgSO4, filtered and concentrated in vacuo to give 980 mg of crude product (67percent)., 23145-07-5

23145-07-5 5-Bromobenzofuran 90015, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Schering Corporation; US2004/106794; (2004); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

New learning discoveries about 23145-07-5

As the paragraph descriping shows that 23145-07-5 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23145-07-5,5-Bromobenzofuran,as a common compound, the synthetic route is as follows.

250 mL reaction flask 5-bromobenzofuran (21 g, 0.1 mol) P-aminophenylboronic acid pinacol ester (21.9 g, 0.1 mol) PdCl2 (dppf) (4 g, 0.005 mol) Potassium carbonate (27.2 g, 0.2 mol), 100 mL of DMF, and the mixture was purged with nitrogen three times. The reaction was heated to 100 ¡ã C, And stirred overnight. To the reaction solution was added saturated brine (300 mL)Extracted with ethyl acetate (100 mL x 2), combined with the organic phase,Dried, filtered, and concentrated in filtrate. Purified by column chromatography, Compound 9-1 was obtained as a white solid product(19.8 g, yield: 89percent, purity 98.2percent),used directly in the next step., 23145-07-5

As the paragraph descriping shows that 23145-07-5 is playing an increasingly important role.

Reference£º
Patent; Shanghai Haoyuan Pharmaceutical Co., Ltd.; Douchuang (Shanghai) Pharmaceutical Technology Co., Ltd.; Li Shuoliang; Feng Qifei; Wang Xiaolei; Li Gangqin; Wang Lei; Gao Qiang; Zheng Baofu; (14 pag.)CN104876917; (2017); B;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Brief introduction of 23145-07-5

The synthetic route of 23145-07-5 has been constantly updated, and we look forward to future research findings.

23145-07-5, 5-Bromobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

23145-07-5, A solution of 5-bromobenzofuran (950 mg, 4.82 mmol) in anhydrous ether (12 mL) was cooled to-78 ¡ãC. 1.7 M tert-BuLi solution in pentane (6 ml, 10.2 mmol) was added dropwise under argon. After addition, the mixture was stirred at-78 ¡ãC for 20 min, followed by addition of a mixture of DMF (0.8 mL) and ether (1 mL). The mixture was allowed to warm to rt and stirred for 0.5 h. Ethyl acetate was added. The mixture was poured to saturated ammonium chloride solution. The organic layer was separated and concentrated. The residue was purified by column chromatography (ethyl acetate-hexanes, 1: 5 v/v) to give the title compound as a pale yellow solid (490 mg, 70percent).

The synthetic route of 23145-07-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SCHERING CORPORATION; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2005/68460; (2005); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Analyzing the synthesis route of 23145-07-5

The synthetic route of 23145-07-5 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23145-07-5,5-Bromobenzofuran,as a common compound, the synthetic route is as follows.

General procedure: All reactions were prepared at the 1.0 mmol scale in a glovebox using an 8-mL screw cap vial with a Teflon-coated stir bar. The vial was charged with 4% Xantphos Pd G3 (0.038 g, 0.04 mmol), 7-methoxy-4-methylcoumarin (0.190g, 1mmol), and an aryl bromide (1.05 mmol). Next, 3 mL of a 1.0 M LiHMDS solution was added. Finally, 2 mL of THF was added to the reaction. The vial was capped, removed from the glovebox, and allowed to stir on an aluminum block preheated to 70 C for 24 hours. Upon completion, the reaction was allowed to cool. A standard workup was completed using about 2.5 mL of a 2.0 M HCl solution and dichloromethane to extract. Magnesium sulfate was utilized to dry the sample before gravity filtering and removing the solvent under reduced pressure. Completion was checked using TLC and GC-MS. The crude reaction mixture was loaded onto a silica gel column using a wet load technique. The yields reported are from one trial only., 23145-07-5

The synthetic route of 23145-07-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Sexton, Mary E.; Okazaki, Ami; Yu, Zhuowen; van Venrooy, Alexis; Schmink, Jason R.; Malachowski, William P.; Tetrahedron Letters; vol. 60; 38; (2019);,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Brief introduction of 23145-07-5

The synthetic route of 23145-07-5 has been constantly updated, and we look forward to future research findings.

23145-07-5, 5-Bromobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Isopropyl iodide (15.0 mmol) was added dropwise to a suspension of iodine (0.12 mmol), magnesium (30.0 mmol) in tetrahydrofuran (25 mL). After 15 min, a solution of 5-bromobenzofuran (15.2 mmol) in tetrahydrofuran (25 mL) was added dropwise and the reaction mixture was heated at reflux for 1 h. The mixture was cooled to -30 ¡ãC and sulfonyl chloride was bubbled through the reaction mixture for 10 min. The mixture was maintained for 30 min whereupon sulfuryl chloride (15.1 mmol) was added dropwise while cooling to -30 to -40 ¡ãC. The resulting solution was maintained for an additional 10 min and was allowed to warm to rt. The insoluble solids were removed by filtration and the filtrate was concentrated. The residue was diluted with dichloromethane (150 mL), washed with brine (3 x 100 mL), dried (sodium sulfate), and concentrated. The residue was purified by Flash chromatography (100/1 to 50/1 petroleum ether/ethyl acetate) to provide benzofuran-5-sulfonyl chloride in 15percent yield as a white solid. Data: 1H NMR (CDCl3) delta 8.37 (s, 1H), 8.00 (d, 1H), 7.84 (s, 1H), 7.44 (d, 1H), 6.97 (s, 1H). LC/MS (ES) m/z 286 [M+BnH-l]+., 23145-07-5

The synthetic route of 23145-07-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2009/23844; (2009); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

New learning discoveries about 23145-07-5

As the paragraph descriping shows that 23145-07-5 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23145-07-5,5-Bromobenzofuran,as a common compound, the synthetic route is as follows.

To a solution of 5-bromobenzofuran (3.9 g, 20 mmol) in dry THF (30 mL) cooled to -78C under N2-protected LDA (prepared from n-BuLi and /Pr2NH in THF (-30 mmol)) was slowly added. The mixture was stirred at the same temperature for 30 minutes, then triz’wpropylborate (5.64 g, 30 mmol) was added to the mixture. The mixture was allowed to warm to RT and stirred for 2 hours. The mixture was then quenched with IN HCl to pH=3 and extracted with EtOAc. The combined organic phases were combined, dried and filtered. The filtrate was concentrated to afford the desired product (4.3 g). MS (ESI) m/e (M+Ff1): 241., 23145-07-5

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Reference£º
Patent; MERCK SHARP &; DOHME CORP.; COBURN, Craig, A.; MCCAULEY, John, A.; LUDMERER, Steven, W.; LIU, Kun; VACCA, Joseph, P.; WU, Hao; HU, Bin; SOLL, Richard; SUN, Fei; WANG, Xinghai; YAN, Man; ZHANG, Chengren; ZHENG, Mingwei; ZHONG, Bin; ZHU, Jian; WO2010/111483; (2010); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

New learning discoveries about 23145-07-5

As the paragraph descriping shows that 23145-07-5 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23145-07-5,5-Bromobenzofuran,as a common compound, the synthetic route is as follows.

23145-07-5, A. Preparation of 5-Cyanobenzo(b)furan: 5-Bromobenzo(b)-furan (19.3 g., 0.098 mole) was added dropwise to a stirred mixture of cuprous cyanide (0.14 mole) and pyridine at 165¡ã C. Heating at 165¡ã C. was continued for 26 hours and the cool reaction mixture was then added to 10percent (by weight) aqueous ammonia solution. Toluene (100 ml.) was added and the resulting mixture stirred for 0.5 hours and then filtered. Ether (250 ml.) was added to the filtrate and the organic phase separated and combined with the ether extracts (2*100 ml.) of the aqueous phase. The combined organic solutions were washed in turn with 5percent aqueous ammonia (4*100 ml.), water (100 ml.), dilute hydrochloric acid (3*100 ml.) and finally water (100 ml.). Evaporation in vacuo of the dried (MgSO4) organic solution gave an oil which readily solidified. Purification was effected by column chromatography on silica gel using methylene chloride as eluent. Trituration of the product with hexane provided pure 5-cyanobenzo(b)furan as a white solid (8.2 g), m.p. 85¡ã-87¡ã C. Analysis percent: Found: C, 75.2; H, 3.5; N, 9.7; C9 H5 NO requires: C, 75.5; H, 3.5; N, 9.8.

As the paragraph descriping shows that 23145-07-5 is playing an increasingly important role.

Reference£º
Patent; Pfizer Inc.; US4341792; (1982); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Simple exploration of 23145-07-5

23145-07-5, 23145-07-5 5-Bromobenzofuran 90015, abenzofuran compound, is more and more widely used in various fields.

23145-07-5, 5-Bromobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Inside an argon atmosphere glove box, halide (0.5mmol), boronic acid (0.75mmol), K3PO4 (1.5mmol), PPPd (4mg, 1.4wt% Pd, 0.0005mmol), solvent (2ml, H2O/EtOH v/v=2:3) were mixed in a 5ml vessel and sealed. Then it was moved out of the glove box and heated in an oil bath to 80C for 2-6h. After cooled down to r.t. for about half an hour, the mixture was filtered. Take a small amount of the liquid for GC analysis. The solid part was washed three times with ethanol. The combined liquid was dried and purified by column to give pure coupling product. For recycle experiments, the solid part after washing was degassed and used into the next cycle. Combing the recycled catalyst from X reaction times was marked as Re-PPPd-X.

23145-07-5, 23145-07-5 5-Bromobenzofuran 90015, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Article; Wang, Xinbo; Min, Shixiong; Das, Swapan K.; Fan, Wei; Huang, Kuo-Wei; Lai, Zhiping; Journal of Catalysis; vol. 355; (2017); p. 101 – 109;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem