Extracurricular laboratory:new discovery of 3-Methylbenzofuran-2-carboxylic acid

Because enzymes can increase reaction rates by enormous factors and tend to be very specific, 24673-56-1, typically producing only a single product in quantitative yield, they are the focus of active research.you can also check out more blogs about 24673-56-1

Chemistry is the experimental and theoretical study of materials on their properties at both the macroscopic and microscopic levels.In a patent£¬Which mentioned a new discovery about 24673-56-1, molcular formula is C10H8O3, introducing its new discovery. , 24673-56-1

ACETYLENE DERIVATIVES AS INHIBITORS OF HISTONE DEACETYLASE

The present invention is directed to certain hydroxamate derivatives that are inhibitors of histone deacetylase and are therefore useful in the treatment of diseases associated with histone deacetylase activity. Pharmaceutical compositions and processes for preparing these compounds are also disclosed.

Because enzymes can increase reaction rates by enormous factors and tend to be very specific, 24673-56-1, typically producing only a single product in quantitative yield, they are the focus of active research.you can also check out more blogs about 24673-56-1

Reference£º
Benzofuran – Wikipedia,
Benzofuran | C8H2705O – PubChem

New learning discoveries about 24673-56-1

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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24673-56-1,3-Methylbenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: 1-Boc-piperazine (150 mg, 0.81 mmoles) was dissolved in anhydrous DMF (2 mL) and, under stirring, DIPEA (303 mL, 1.78 mmoles), PyBOP (461 mg, 0.89 mmoles) and 2-thiophenecarboxylic acid (114 mg, 0.89 mmoles) were added at room temperature. After complete conversion of 1-Boc-piperazine monitored by TLC analysis, the solution was diluted with DCM and washed with NaOH 0.5M, brine, HCl 0.1M and brine. Organic phase was dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by chromatographic column (eluent DCM/MeOH = 96/4) to obtain 10e (188 mg, 79% yield).

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Reference£º
Article; Giannini, Giuseppe; Battistuzzi, Gianfranco; Vesci, Loredana; Milazzo, Ferdinando M.; De Paolis, Francesca; Barbarino, Marcella; Guglielmi, Mario Berardino; Carollo, Valeria; Gallo, Grazia; Artali, Roberto; Dallavalle, Sabrina; Bioorganic and Medicinal Chemistry Letters; vol. 24; 2; (2014); p. 462 – 466;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Brief introduction of 24673-56-1

24673-56-1, The synthetic route of 24673-56-1 has been constantly updated, and we look forward to future research findings.

24673-56-1, 3-Methylbenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Under nitrogen protection conditions, 5 mL of anhydrous dichloromethane was added3-methylbenzofuran-2-carboxylic acid (19 mg, 0.11 mmol)After stirring at room temperature, HOBt (18 mg, 0.13 mmol) was added,After stirring for 10 minutes, EDC ¡¤ HCl (25 mg,0.13 mmol) followed by the addition of compound III-8-a of Example 6(50 mg, 0.17 mmol) and DIPEA (0.04 mL, 0.22 mmol)TLC after 12 hours showed complete reaction,The reaction solution was washed with 5% NaHCO3 solution, 10% citric acid solution,5% NaHCO3 solution and saturated brine,Adding to the organic phase anhydrous sodium sulfate drying, drying and filtering,The solvent was removed using a rotary evaporator and the product was added directly to 5 mL of methanol,After stirring at room temperature, 2-methylpropylboronic acid (22 mg, 0.22 mmol) was added5 mL of n-hexane, followed by the addition of 1 M HCl solution (0.33 mL, 0.33 mmol)After 5 hours, the TLC assay showed complete reaction, the reaction solution was allowed to stand,The lower layer was washed with n-hexane, dried over anhydrous sodium sulfate,Drying after filtration, the use of rotary evaporator in addition to solvent,Column chromatography (dichloromethane: methanol = 60: 1) gave 16 mg of a white solid,Yield 50%.

24673-56-1, The synthetic route of 24673-56-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Fudan University; Shao Liming; Xu Yulong; Chen Yiyi; Li Wei; Xie Qiong; (36 pag.)CN107151255; (2017); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Analyzing the synthesis route of 24673-56-1

24673-56-1, The synthetic route of 24673-56-1 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.24673-56-1,3-Methylbenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

A. N,3-dimethylbenzofuran-2-carboxamide[0218] A mixture of 3-methylbenzofuran-2-carboxylic acid (1.0 kg, 5.676mol) in methylene chloride (5.8L) and DMF (5mL) was chilled to ~ 2 0C. A solution of oxalyl chloride (864g, 6.81 mol) was added to the reaction mixture keeping the temperature below 10 0C, over a period of 2 hrs. A vigorous evolution of a gas was observed. The reaction mixture was stirred overnight under nitrogen at room temperature and then refluxed for 3 hrs. All of the solids were dissolved to give a brown color solution. HPLC analysis of an aliquot indicated that the reaction was complete. The mixture was concentrated on a rotary evaporator and the residual oxalyl chloride was chased with DCM (2L). The solid product was re-dissolved in DCM (6L) in a round bottom flask (1 OL) and chilled to ~ – 50C. A solution of methyl amine (40% in water, 1.7L, 3.5 eq, 19.86 mol) was carefully added to the acid chloride solution while keeping the temperature below 8 0C then stirred overnight at room temperature. Analysis of an aliquot indicated that the reaction was complete. Water (8.0L) was added to the reaction mixture, the layers were separated, the aqueous layer was back extracted with DCM (2×3 L), the combined organic layer was washed with water (4L) and dried over Na2SO4. The organic layer was filtered, the filtrate was concentrated and traces of DCM were co evaporated with heptanes (2L). The heptanes slurry was filtered and the cake was washed with heptanes (2x2L). All the brown color was removed in the heptane filtrate. The solid product was dried under high vacuum overnight to a constant weight. Yield of the title compound was 1.015 kg (94.5%. 1H NMR (CDCl3) : delta (ppm) 8.45 (s,lH), 7.61 (d, IH), 7.41 (m, 2 H), 7.30 (m, 1 H), 3.03 (d, 2 H), 2.63 (s, 3 H). HPLC: 99.0 area% (Rtau = 7.91 min)

24673-56-1, The synthetic route of 24673-56-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AFFINIUM PHARMACEUTICALS, INC.; WO2008/98374; (2008); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Some tips on 24673-56-1

24673-56-1 3-Methylbenzofuran-2-carboxylic acid 600591, 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.24673-56-1,3-Methylbenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of the 3-methylbenzofuran-2-carboxylic acid (0.57 mmol) in anhydrous THF (5 mL) was added LDA (1.19 mmol) at 0 C. The resulting red solution was stirred for 30 min then a solution of 1 -(2-bromoethoxy)naphthalene (0.57 mmol) in 1 mL of THF (lmL) was added to the reaction mixture. The cooling bath was removed and stirring was continued for 12 h. The reaction was quenched by addition of saturated NH4C1 aqueous solution (5 mL), and the THF was removed under vacuum. The aqueous layer was extracted with EtOAc, and the organics were combined and dried over Na2S04. The mixture was concentrated and purified by flash chromatography (Combi-flash Rf Hexane/EtO Ac gradient) to give the title compound. MS (ES) 347.1 (M+H), 24673-56-1

24673-56-1 3-Methylbenzofuran-2-carboxylic acid 600591, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; VANDERBILT UNIVERSITY; LEE, Taekyu; PELZ, Nicholas F.; BELMAR, Johannes; BIAN, Zhiguo; OLEJNICZAK, Edward T.; FESIK, Stephen W.; CHAUDER, Brian A.; WO2014/47427; (2014); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Analyzing the synthesis route of 24673-56-1

24673-56-1, The synthetic route of 24673-56-1 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.24673-56-1,3-Methylbenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of 3- methylbenzo[b]furan-2-carboxylic acid ( 1 eq, 52 mmol), methylamine hydrochloride (1.1 eq, 57.52 mmol), /V,/V-diisopropylethylamine (2.2 eq, 114.4 mmol), and HOBt (1.1 eq, 57.52 mmol) in DMF (150 mL) was added EDC (1.1 eq, 57.52 mmol). The reaction mixture was heated to 70 C overnight. The solvent was reduced to a few mL. The crude reaction mixture was diluted with CH2Cl2 and washed with saturated aqueous sodium bicarbonate. The organic extracts were dried over sodium sulfate and concentrated under reduced pressure. Purification by flash column chromatography (4 Precursor a, 20:50:30, EtOAc:CH2Cl2:hexanes) yielded N, 3- dimethylbenzofuran-2-carboxamide (9.24 g, 48.9 mmol, 94%) as a white solid. 1H NMR (500 MHz, Chloroform-d): 57.61 (dt, J = 7.8, 1.0 Hz, 1H), 7.45 – 7.36 (m, 2H), 7.29 (ddd, J = 8.0, 6.4, 1.7 Hz, 1H), 6.64 (s, 1H), 3.03 (d, / = 5.0 Hz, 3H), 2.63 (s, 3H). 13C NMR (126 MHz, Chloroform-d): 5 161.10, 153.35, 142.96, 129.95, 127.04, 123.19, 122.19, 121.07, 111.55, 25.86, 9.00.

24673-56-1, The synthetic route of 24673-56-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS; HERGENROTHER, Paul J.; GEDDES, Emily Jane; DROWN, Bryon Shane; MOTIKA, Stephen E.; PARKER, Erika Nicole; (141 pag.)WO2019/177975; (2019); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Analyzing the synthesis route of 24673-56-1

The synthetic route of 24673-56-1 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.24673-56-1,3-Methylbenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

3-methylbenzofuran-2-carboxylic acid (0.4 mmol, 1 equiv), bis(4-cyanophenyl) diselenide (0.8 mmol, 2 equiv), Cu(OAc) 2 (0.06) at room temperature (mmol), 1,10-phenanthroline (0.06 mmol), potassium carbonate (1.2 mmol, 3 equiv) and 2 mL of toluene were added to the reaction tube, which was then filled with oxygen and replaced three times in an oxygen reaction environment at 150C. The reaction temperature was stirred for 24 h. By the end of the reaction was monitored by thin layer chromatography, the reaction mixture was cooled, filtered and then ethyl acetate was added, and then spin off the solvent, the product obtained was isolated by column chromatography (eluent: petroleum ether: diethyl ether = 98), the product is Yellow liquid, yield 77%, product weight 96 mg., 24673-56-1

The synthetic route of 24673-56-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Wenzhou Medical University; Wu Ge; Wang Jing; (14 pag.)CN107188846; (2017); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Simple exploration of 24673-56-1

24673-56-1 3-Methylbenzofuran-2-carboxylic acid 600591, abenzofuran compound, is more and more widely used in various fields.

24673-56-1, 3-Methylbenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 3-methyl-benzofuran-2-carboxylic acid (0.98 g, 5.6 mmol) and catalytic amount of DMF (5 drops) in THF (25 ml) was added oxalyl chloride (0.53 ml, 6.1 mmol). After stirring the solution for 1 h at room temperature, methanol (20 ml) and TEA (7.0 ml) were added. The reaction mixture was stirred overnight at room temperature, then concentrated and dissolved in ethyl acetate (100 ml) and washed with aqueous sodium bicarbonate solution (100 ml). The organic layer was dried over sodium sulfate and concentrated to provide crude methyl 3-methylbenzofuran-2-carboxylate (1.0 g, 5.3 mmol) as a tan solid, which was used without further purification., 24673-56-1

24673-56-1 3-Methylbenzofuran-2-carboxylic acid 600591, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; AXYS PHARMACEUTICALS, INC.; WO2005/19174; (2005); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Downstream synthetic route of 24673-56-1

24673-56-1, As the paragraph descriping shows that 24673-56-1 is playing an increasingly important role.

24673-56-1, 3-Methylbenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-methylbenzofuran-2-carboxylic acid (35.2 mg, 0.2 mmol), NIS (47.3 mg, 0.21 mmol), palladium acetate(0.9 mg, 0.002 mmol), and a stirrer were placed in the reaction tube. After replacing the inert gas, 1 ml of solvent DMF was added, Sealed reaction tube. The reaction tube was placed in an oil bath reaction reactor at 80 C and stirred for 12 hours. After cooling to room temperature, use 2 mol / L Sodium hydroxide solution to adjust pH = 10. The reaction tube was diluted with 5 ml of water and extracted with ethyl acetate. Combined extract, And dried over anhydrous sodium sulfate. The filtrate was concentrated under reduced pressure and then extracted with ethyl acetate: petroleum ether = 0 to 1: 30 (volume ratio) The eluate was subjected to column chromatography on the crude product to give pure 3-methyl-2-iodobenzofuran (39.2 mg, 76%).

24673-56-1, As the paragraph descriping shows that 24673-56-1 is playing an increasingly important role.

Reference£º
Patent; Xiangtan University; Gong Xing; Cai Changqun; Yang Yun; (24 pag.)CN106748604; (2017); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Brief introduction of 24673-56-1

24673-56-1, The synthetic route of 24673-56-1 has been constantly updated, and we look forward to future research findings.

24673-56-1, 3-Methylbenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-Methylbenzofuran-2-carboxylic acid (commercially available) was heated withcopper metal in quinoline to give compound 5. Colorlessoil, 1H-NMR (500 MHz, CDCl3) delta: 2.22 (3H, d, J=1.2 Hz),7.18-7.26 (2H,m), 7.38 (1H, dd, J=1.2, 8.0 Hz), 7.48 (1H, m),7.51 (1H, dd, J=1.2, 8.0 Hz). 13C-NMR (125 MHz, CDCl3)delta: 6.4, 110.6, 115.2, 119.0, 121.9, 123.8, 128.4, 141.4, 155.5.Its spectral data are in accordance with previously reported data.

24673-56-1, The synthetic route of 24673-56-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Yamaguchi, Yuki; Akimoto, Ichie; Motegi, Kyoko; Yoshimura, Teruki; Wada, Keiji; Nishizono, Naozumi; Oda, Kazuaki; Chemical and Pharmaceutical Bulletin; vol. 61; 10; (2013); p. 997 – 1001;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem