Month: September 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.54109-03-4,5-Chloroisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.,54109-03-4

100mL and 150mL o-xylene was added dichloromethane 1000mL four-necked flask, 3g of zinc powder, placed on a magnetic stirrer, to 200r / min speed stirring 10min; At the end of the flask was introduced chlorine gas, aeration rate was washed with 10mL / min, aeration time was 10min, the reaction was allowed to stand after the aeration 1h, with a concentration of 10percent sodium hydroxide solution to colorless, into a distillation apparatus, was heated to 70 , dichloromethane was removed by distillation, to precipitate a white solid; white solid was placed in the above-described three-necked flask equipped with a thermometer, a condenser and a stirrer was charged with 50g and 10g of glacial acetic acid and potassium permanganate 3g solid sodium hydroxide, transferred to the water bath temperature was raised to 70 deg.] C shaking bed oscillating reaction 1h, placed in a rotary evaporator, heated to 80 , rotary evaporated to remove acetic acid to give white crystals; added 200mL ethyl acetate equipped with a stirrer and a thermometer four flask, 50g and 20g of sodium chloride sodium hydrogen sulfite and 800mL of distilled water, start agitator 500r / min stirring speed at the stirring process, the white crystals obtained above was added 5 min the flask, stirring was continued for 10min; after stirring was complete, 300mL layered ethyl acetate, poured into a separatory funnel and the organic layer was separated, was added 20mL of 10percent concentration sodium hydroxide solution to wash pale yellow, ethyl acetate was distilled off; the mixture of ethyl acetate was distilled off after added 20g of iodine chlorobenzene and 3g magnesium, and 50mL tetrahydrofuran, placed in an ultrasonic shaker, the ultrasonic oscillating reaction 10min, ultrasonic frequency of 25KHz, ultrasonic power 100W, ultrasound was added 50mL reaction was continued concentration of 95percent ethanol solution and immediately transferred to an ice bath pot was allowed to stand at 4 6h, until no precipitation, transferred to a Buchner funnel after filtration to give 1- (4-iodophenyl) -5-chloro-isobenzofuran .

As the paragraph descriping shows that 54109-03-4 is playing an increasingly important role.

Reference£º
Patent; Changzhou University; Chen, Xingquan; (6 pag.)CN105801539; (2016); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

59434-19-4, 4-Aminophthalide is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,59434-19-4

4-Aminoisobenzofuran-1(3H)-one (372.5 mg, 2.5 mmol), 4-(4-(cyclopropanecarbonyl)piperazine-1-carbonyl)benzaldehyde (645 mg, 2.5 mmol) and 1 g of MgSO4 were added into 40 mL of dichloromethane and stirred under reflux overnight, then the mixture was evaporated under reduced pressure and the residues was dried in vacuum. 385 mg of (E)-4-(4-(4-(cyclopropanecarbonyl)piperazine-1-carbonyl)benzylideneamino)isobenzofuran-1 (3H)-one. A mixture of (E)-4-(4-(4-(cyclopropanecarbonyl)piperazine-1-carbonyl)benzylideneamino)isobenzofuran-1(3H)-one (385 mg, 0.92 mmol), benzaldehyde (97.9 mg, 0.97 mmol), sodium methanolate (199 mg, 3.68 mmol) and ethyl propionate (10 mL) was stirred at room temperature overnight. Then the resulting mixture was evaporated under reduced pressure and extracted with ethyl acetate (100 mL¡Á4) and concentrated. The crude product was purified by column chromatography (silica gel, petroleum ether: ethyl acetate 20:1 to 5:1) to give 300 mg of methyl 2-(4-(4-(cyclopropanecarbonyl)piperazine-1-carbonyl)phenyl)-4-oxo-3-phenyl-1,2,3,4-tetrahydroquinoline-5-carboxylate. LC-MS (ESI) m/z: 538 (M+1)+.

As the paragraph descriping shows that 59434-19-4 is playing an increasingly important role.

Reference£º
Patent; LEAD THERAPEUTICS, INC.; US2010/35883; (2010); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59434-19-4,4-Aminophthalide,as a common compound, the synthetic route is as follows.,59434-19-4

To a stirred mixture of 1-methyl-1H-imidazole-2-carbaldehyde (2.5 g, 23 mmol) and anhydrous sodium sulfate (26.9 g, 190 mmol) in anhydrous dichloromethane (500 mL) was added 4-aminoisobenzofuran-1(3H)-one (2.8 g, 19 mmol) at 0 C. After the addition, the mixture was stirred at room temperature for 6 days. The mixture was filtered and the cake was washed with dichloromethane (50 mL¡Á3). The filtrate was concentrated to give crude product. The crude product was washed with petroleum ether to give (E)-4-((1-methyl-1H-imidazol-2-yl)methyleneamino)benzofuran-1(3H)-one (5 g, yield 98%) as a white solid. LC-MS (ESI) m/z: 242 (M+1)+

As the paragraph descriping shows that 59434-19-4 is playing an increasingly important role.

Reference£º
Patent; LEAD THERAPEUTICS, INC.; US2010/35883; (2010); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

62119-70-4, 2-Benzofuranacetic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,62119-70-4

Exemplary step 1: benzofuran-2-yl-acetic acid methyl ester (“BFAA methyl ester”) synthesis; Benzofuran-2-yl-acetic acid (BFAA, defined as 1 part by weight; Ix mole fraction) was combined with toluene (approximately 4.3 parts by weight) and methanol (approximately 1.96 parts by weight) was added to form a solution. Concentrated (cone.) hydrochloric acid (approximately 0.28 parts by weight; 0.5x mole fraction) was added while controlling the temperature below about 25 C and the reaction mixture was stirred for several hours. The reaction was quenched with excess aqueous sodium bicarbonate solution. The aqueous layer was separated and the organic layer was washed with aqueous sodium chloride solution. The aqueous layer was separated and the organic product layer was concentrated under vacuum, hi this particular example. Heptane was added to the residue and concentrated under vacuum to yield the product BFAA methyl ester.

As the paragraph descriping shows that 62119-70-4 is playing an increasingly important role.

Reference£º
Patent; ARYX THERAPEUTICS; WO2007/11835; (2007); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

641-70-3, 3-Nitrophthalic anhydride is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,641-70-3

3-Nitrophthalic anhydride (22.3 g, 115 mmol) was added slowly to a well-stirred flask containing conc. NH3 (28%, 33.5 mL). After complete addition the flask was cooled to 0 C with ensuing precipitation. The precipitate was collected by filtration and suspended in water and acidified to pH 2. 217 C). 1H NMR (300 MHz, DMSO-d6) delta 8.16 (dd, J = 8.1, 1.2 Hz, 1H), 8.10 (dd, J = 7.8, 1.2 Hz, 1H), 8.01 (br s, 1H), 7.69 (dd, J = 7.8, 8.1 Hz, 1H), 7.60 (br s, 1H). 13C NMR (75 MHz, DMSO-d6) delta 166.1, 165.7, 147.2, 134.2, 133.0, 132.0, 129.6, 126.9

As the paragraph descriping shows that 641-70-3 is playing an increasingly important role.

Reference£º
Article; Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Braeuner-Osborne, Hans; Kristensen, Jesper Langgaard; Bioorganic and Medicinal Chemistry; vol. 23; 14; (2015); p. 3933 – 3937;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.69604-00-8,Ethyl 5-nitrobenzofuran-2-carboxylate,as a common compound, the synthetic route is as follows.,69604-00-8

Ethyl 5-nitro-1-benzofuran-2-carboxylate (2.0 g, 8.54 mmol) was suspended in a mixed solvent of methanol (3.2 mL) and THF (3.2 mL), then a 4 mol/L aqueous solution of sodium hydroxide (3.2 mL) was added thereto, and the mixture was stirred at 70C for 1 hour. A 1 mol/L aqueous solution of hydrochloric acid was added to the reaction solution, followed by extraction with ethyl acetate twice. The organic layer was washed with a saturated saline solution, dried over anhydrous sodium sulfate and filtered, and then the solvent was concentrated under reduced pressure to obtain a crude product. The obtained crude product was dissolved in DMF (20 mL), then 1,1-di-tert-butoxy-N,N-dimethylmethaneamide (13.9 g, 68.32 mmol) was added, and the mixture was stirred at 80C for 11 hours. Water was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was washed with a saturated saline solution, dried over anhydrous sodium sulfate and filtered, and then the organic layer was concentrated under reduced pressure to obtain a crude product. Chloroform (10 mL) was added to the obtained crude product, and the crystal was filtered out to obtain the title compound (1.76 g, 78%). 1H NMR (CDCl3, 300 MHz) delta 12.43 (s, 1H), 8.13-8.11 (m, 1H), 7.61-7.59 (m, 1H), 7.34 (s, 1H), 2.11-1.98 (m, 4H), 1.64-1.59 (m, 9H).

As the paragraph descriping shows that 69604-00-8 is playing an increasingly important role.

Reference£º
Patent; Sumitomo Dainippon Pharma Co., Ltd.; IKUMA Yohei; FUKUDA Nobuhisa; IWATA Masato; KIMURA Hidenori; SUZUKI Kuniko; EP2876105; (2015); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.69999-16-2,2,3-Dihydrobenzofuranyl-5-acetic acid,as a common compound, the synthetic route is as follows.,69999-16-2

Step 3. N-[2-(2, 3-dihydro-l-benzofiiotaran-5~ylmethyl)-l-(3-methylbutyl)-lH-benzimidazol-5-yl]~ N, 3-dimethylbutanamide[0171] To a mixture of N-{3-amino-4-[(3-methylbutyl)amino]phenyl}-N,3-dimethylbutanamide (Step 2 of Example 2, 0.097g, 0.33 mmol, lequiv), 2,3-dihydro-l-benzofuran-5-ylacetic acid (0.065g, 0.36 mmol, 1.1 equiv) and HATU (0.139g, 0.366 mmol, 1.1 equiv) was added a solution of DIPEA (116 muL, 0.666 mmol, 2equiv) in DMF (5 mL). The mixture was stirred overnight at room temperature. Complete consumption of the starting material was confirmed by LC-MS. DMF was removed under reduced pressure. Ethyl acetate was added to the resulting residue. The organic layer was washed once with a saturated aqueous NaHCO3 solution, once with brine and dried over anhydrous Na2SO4. Ethyl acetate was removed under reduce pressure. The resulting residue was dissolved in dichloroethane and a few drops of concentrated HCl were added. The mixture was stirred at 80 C for a few hours. Complete consumption of the starting material was confirmed by LC-MS. Dichloromethane was added. The organic layer was washed once with a 2M aqueous NaOH solution, once with brine and dried over anhydrous Na2SO4. Dichloromethane was removed under reduced pressure. The resulting residue was purified by reversed-phase HPLC and lyophilized to afford N-[2-(2,3-dihydro-l-benzofuran-5-yhnethyl)-l- (3-methylbutyl)-lH-benzimidazol-5-yl]-N,3-dimethylbutanamide as the corresponding TFA salt (0.110 mg) in 58% yield. 1H NMR (400 MHz, METHANOL-D4) delta ppm 0.72 – 0.89 (m, 6 H) 0.96 (d, /=6.64 Hz, 6 H) 1.47 – 1.54 (m, 2 H) 1.64 – 1.76 (m, 1 H) 1.91 – 2.14 (m, 3 H) 3.19 (t, /=8.69 Hz, 2 H) 4.36 – 4.43 (m, 2 H) 4.50 (s, 2 H) 4.55 (t, /=8.69 Hz, 2 H) 6.76 (d, /=8.20 Hz, 1 H) 7.08 (dd, /=8.30, 1.86 Hz, 1 H) 7.21 (s, 1 H) 7.46 (dd, /=8.79, 1.95 Hz, 1 H) 7.65 (d, /=1.37 Hz, 1 H) 7.85 (d, /=8.59 Hz, 1 H); MS (ESI) m/z 434.0 (M+H)+; Anal. Calcd (%) for C27H35N3O2 + 1.1 TFA + 0.1 H2O: C, 62.54; H3 6.52; N, 7.49. Found: C, 62.51; H, 6.59; N 7.46.

As the paragraph descriping shows that 69999-16-2 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; WO2007/91950; (2007); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.700-85-6,5-Fluoroisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.,700-85-6

250ml single-mouth bottle to join5-F-benzofuran-1 (3H) ketone 2g, absolute ethanol 120ml, dropping thionyl chloride 4.8ml, drop complete, reflux 14h, vacuum evaporated.

As the paragraph descriping shows that 700-85-6 is playing an increasingly important role.

Reference£º
Patent; Chongqing Institute of Pharmaceutical Industry Co., Ltd.; Dan, Chunyan; Cai, Pengfei; Zuo, Xiaoyong; Luo, Bin; Xie, Shouquan; Liu, Caiping; Yang, Qiaobin; (8 pag.)CN105524044; (2016); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

7168-85-6, 7-Methoxybenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,7168-85-6

Preparation 13 Benzofuran-7-ol To 7-methoxy benzofuran (6.3 g, 42.5 mmol) in a 0.5 M solution of CH2Cl2 at -78 C. is added tetrabutylammonium iodide (18.9 g, 51 mmol). To this stirred solution, BCl3 (100 mL of a 1.0 M solution in CH2Cl2, 100 mmol) was added dropwise via addition funnel. The reaction mixture was stirred at -78 C. for 6 h. Water is added dropwise very slowly to quench. The resulting mixture was stirred overnight at rt, basified with 6 N NaOH (pH=10), stirred for 1 h, neutralized with 2 N HCl (pH=7), and extracted with CH2Cl2 (5*). The combined extracts were dried (MgSO4), filtered, concentrated, and chromatographed (10% EtOAc in hexanes) to provide 5.3 grams of benzofuran-7-ol as an oil. 1H NMR (400 MHz, CDCl3): delta 7.61 (d, 1, J=2.1), 7.19 (d, 1, J=7.7), 7.13 (t, 1, J=7.7), 6.88 (d, 1, J=7.7), 6.79 (d, 1, J=2.1), 6.04 (bs, 1). Previously prepared but no data reported: Musser, J. H.; Chakraborty, U.; Bailey, K.; Sciortino, S.; Whyzmuzis, C.; Amin, D.; Sutherland, C. A. J. Med. Chem. 1987, 30, 62-67.

As the paragraph descriping shows that 7168-85-6 is playing an increasingly important role.

Reference£º
Patent; Pfizer Inc; US2006/58361; (2006); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

763114-25-6, 2-Fluoro-5-((3-oxoisobenzofuran-1(3H)-ylidene)methyl)benzonitrile is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,763114-25-6

(b) 2-Fluoro-5-[(4-oxo-3, 4-dihydrophthalazin-1-yl)methyl]benzonitrile (ED) 2-Fluoro-5-[(E/Z)-(3-oxo-2-benzofuran-1 (3/-/)-ylidene)methyl]benzonitrile (E)(20g, 75.40 mmol) and tetrahydrofuran (200 ml) were stirred at room temperature under a nitrogen atmosphere for 30 minutes. Hydrazine monohydrate (4.40 ml, 90.53 mmol) was added, followed by a line wash of tetrahydrofuran (4 ml). The reaction mixture was stirred at room temperature for 1 hour 45 minutes. Acetic acid (1.10 ml, 19.20 mmol) was added and the reaction mixture warmed to 600C. The reaction mixture was held at 600C overnight. The reaction mixture was cooled to 50¡ãC and water (200 ml) added dropwise. The temperature was maintained at 45¡ãC throughout the addition. The reaction mixture was cooled to 200C1 filtered, washed with a mixture of water (30 ml) and tetrahydrofuran (30 ml), and then dried in vacuo at up to 4O0C to give the title compound (18.7 g).Mass spectrum: MH+ 2801 H NMR (400MHz. DMSO-d6) delta: 4.38 (s, 2H), 7.46 (t, 1 H), 7.72 (m, 1 H), 7.85 (dt, 1 H), 7.92 (m, 2H), 7.99 (d, 1 H), 8.27 (dd, 1 H), 12.57 (s, 1 H).

As the paragraph descriping shows that 763114-25-6 is playing an increasingly important role.

Reference£º
Patent; KUDOS PHARMACEUTICALS LIMITED; WO2008/47082; (2008); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem