Heterocyclic Building Block-benzofuran

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

A mixture of 4-aminoisobenzofuran-1(3H)-one (298 mg, 2 mmol) and 4-(diethoxymethyl)benzaldehyde (1.04 g, 5 mmol) in ethyl propionate (15 mL) was cooled to 0 C. A solution of sodium methoxide in methanol [sodium (184 mg, 8 mmol) in methanol (15 mL)] was then added dropwise. After the addition, the mixture was stirred at 25 C. for 16 hr. The mixture was quenched with water (10 mL) and solvent was removed in vacuum. The residue was dissolved in water, and then extracted with ethyl acetate (50 mL¡Á3). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, and concentrated to give crude product. The crude product was purified by chromatography (silica gel, petroleum ether/ethyl acetate=100:1 to 10:1) to give methyl 2,3-bis(4(-(diethoxymethyl)phenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-5-carboxylate and ethyl 2,3-bis(4(-(diethoxymethyl)phenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-5-carboxylate (240 mg together, yield 21%) as a light yellow solid. LC-MS (ESI) m/z: 562(M+1)+(methyl 2,3-bis(4(-(diethoxymethyl)phenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-5-carboxylate); 576(M+1)+(ethyl 2,3-bis(4(-(diethoxymethyl)phenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-5-carboxylate)

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

128851-73-0, 6-Bromobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of 6-bromobenzofuran ( 1.0 g, 5.1 mmol) in tetrahydrofuran (15 mL) was added magnesium (0.19 g, 7.6 mmol) and 1,2-dibromoethane (95 mg, 0.51 mmol). The mixture was stirred at 70 C for 2 hours, and then the reaction was stirred at -40 C under carbon dioxide gas overnight. On completion, the mixture was poured into water and washed with ethyl acetate. The aqueous phase was adjusted to pH=5.0 with hydrochloric acid, resulting in formation of a solid. The solid was collected by filtration and dried in vacuo to give compound B-128 (0.20 g, 24% yield) as a yellow solid.

The synthetic route of 128851-73-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FORUM PHARMACEUTICALS, INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; KOENIG, Gerhard; MCRINER, Andrew, J.; (400 pag.)WO2016/100184; (2016); A1;,
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Benzofuran | C8H6O – PubChem

174775-48-5, Ethyl 5-aminobenzofuran-2-carboxylate is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: An oven-dried Schlenk tube (A) equipped with a magnetic stir bar was charged with AgF (132.2 mg, 1.05 mmol, 3.5 equiv), sealed with a septum, and degassed by alternating vacuum evacuation and nitrogen backfill (three times) before freshly distilled EtCN (3 mL)was added. To the resulting suspension, which was precooled to -78 C (dry ice-acetone bath), was added TMSCF3 (149.3 mg, 1.05 mmol, 3.5 equiv) by microsyringe. The mixture was allowed towarm to r.t. and stirring was continued for an additional 15 min. In due course, AgF solid dissolved and a gray, dark solution of [Ag-CF3] formed. Another Schlenk tube (B) equipped with a magnetic stir bar was charged with the aniline (ArNH2; 0.30 mmol, 1.0 equiv) in freshly distilled EtCN (1.5 mL). To the resulting solution, which was precooled to 0 C (ice bath), aq HCl (12 M; 50.0 muL, 0.60mmol, 2.0 equiv) was added; precipitate formed immediately. After 5 min stirring, t-BuONO (37.7 mg, 0.33 mmol, 1.1 equiv) was added by microsyringe, and the mixture was allowed to stir at 0 C for 15 min. The resulting suspension in Schlenk tube (B) was degassed by alternating vacuum evacuation at -196 C (liquid nitrogen), then the solution was allowed to warm to r.t. under a nitrogen atmosphere (three times), and finally cooled to -78 C (dry ice-acetone bath). The gray, dark solution of [AgCF3] in Schlenk tube (A), which was precooled to -78 C (dry ice-acetone bath), was added to Schlenk tube (B) (ArN2+Cl-) by syringe at -78 C (dry ice-acetone bath) over a period of 1 h. After the addition was complete, the reaction mixture was stirred for 3 h at -78 C (dry ice-acetone bath), allowed to warm to r.t., and stirring was continued for an additional 1 h. An off-white precipitate was observed, and the reaction mixture was diluted with EtOAc (3 mL) and filtered through a short silica gel column. The solvent was removed under reduced pressure with a rotatory evaporator, and the crude residue was purified by silica gel column chromatography to give the desired trifluoromethylation product 3. The yields of products 3a, 3f, 3g, 3l, 3o, 3r, 3x, and 3zb are based on the 19F NMR spectra with 4-F3COC6H4OMe as internal standard. Analytical data for the representative product ethyl 4-(trifluoromethyl)benzoate (3i) are provided below. Data for other products can be found in the literature.

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Reference£º
Article; Wang, Xi; Xu, Yan; Zhou, Yujing; Zhang, Yan; Wang, Jianbo; Synthesis; vol. 46; 16; (2014); p. 2143 – 2148;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.77095-51-3,Benzofuran-6-carboxylic acid,as a common compound, the synthetic route is as follows.

An oven-dried flask was charged with 2 (40 mg, 0.103 mmol), EDC.HCl (29.5 mg, 0.154 mmol), DMAP (18.8 mg, 0.154 mmol), and the appropriate acid (0.154 mmol). To the flask was added CH2CI2 (8 mL). After stirring overnight at RT the reaction was quenched with HC1 (1 M, 8 mL) and the organic layer rinsed sequentially with saturated NaHCCh (8 mL) and brine (8 mL) then dried over NarSOu The solvent was removed in vacuo and the resulting residue purified by flash column chromatography (?FCC?) eluting with 30-35% EtOAc/Pent. Compounds <95% pure as indicated by HPLC were further purified by reverse phase semi -preparatory HPLC. 77095-51-3 Benzofuran-6-carboxylic acid 17867234, abenzofuran compound, is more and more widely used in various. Reference£º
Patent; UNIVERSITY OF KANSAS; VICTORIA LINK LIMITED; PRISINZANO, Thomas E.; CROWLEY, Rachel Saylor; DAKEN, Bronwyn Maree; (56 pag.)WO2019/99588; (2019); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7169-34-8,Benzofuran-3(2H)-one,as a common compound, the synthetic route is as follows.

General procedure: A mixture of benzofuran-3(2H)-one (2.0 mmol), benzaldehyde (2.2mmol) and water (5 mL) was stirred at reflux temperature for 6-10 h. Completion of the reaction was checked on TLC. Then the mixture was allowed to rt and stirred for 1 h. The precipitated solids were filtered, washedwith water (2 ¡Á 5 mL) and dried to give the product.

The synthetic route of 7169-34-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Venkateswarlu, Somepalli; Murty, Gandrotu Narasimha; Satyanarayana, Meka; Arkivoc; vol. 2017; 4; (2017); p. 303 – 314;,
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59434-19-4, 4-Aminophthalide is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 4-((dimethylamino)methyl)benzaldehyde (539 mg, 3.3 mmol) and 4-aminoisobenzofuran-1(3H)-one (223 mg, 1.5 mmol) in ethyl propionate (14 mL) was cooled to 0 C. A solution of sodium methoxide in methanol [sodium (138 mg, 6 mmol) in methanol (4 mL)] was then added dropwise. After the addition, the mixture was stirred at room temperature for 20 hr. The mixture was quenched with water (10 mL) and solvent was removed in vacuum. The residue was dissolved in water, and then extracted with ethyl acetate (50 mL¡Á3). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, and concentrated to give crude product. The crude product was purified by chromatography (silica gel, petroleum ether/ethyl acetate=100:1 to 10:1) to give a mixture of methyl 2,3-bis(4-((dimethylamino)methyl)phenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-5-carboxylate and ethyl 2,3-bis(4-((dimethylamino)methyl)phenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-5-carboxylate (165 mg) as a light yellow solid

The synthetic route of 59434-19-4 has been constantly updated, and we look forward to future research findings.

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.13414-56-7,2,3-Dihydrobenzofuran-7-amine,as a common compound, the synthetic route is as follows.

7-Aminobenzo-2,3-dihydrofuran (3 g, 22.22 mmol) was dissolved in N, N-dimethylformamide (7 mL) and thereaction solution was cooled to 0C. A solution of N-bromosuccinimide (3.93 g, 22.22 mmol) in N,N-dimethylformamide(7 mL) was then added dropwise to the above solution over 30 minutes. After the addition, stirring was continued for 30minutes. The reaction mixture was poured into water (100 mL) and extracted with ethyl acetate (100 mL). The organicphase was washed with saturated sodium chloride solution (50 mL 3 2), dried over anhydrous sodium sulfate, filtered,and the filtrate was concentrated under reduced pressure. And the residue was purified by silica gel column chromatography(petroleum ether: ethyl acetate = 10: 1) to deliver a yellow solid15-d (2.5 g, yield: 53%).LC-MS (ESI): m/z =214 (M+H)+

As the paragraph descriping shows that 13414-56-7 is playing an increasingly important role.

Reference£º
Patent; Guangzhou Maxinovel Pharmaceuticals Co., Ltd.; ZHANG, Nong; XU, Zusheng; WANG, Tinghan; WANG, Yuguang; (99 pag.)EP3287463; (2018); A1;,
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54008-77-4, 2-Bromobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred solution of 2-bromobenzofuran/2-bromobenzo[b]thiophene (2.53 mmol) in ethanol (5 mL) was added hydrazine(0.08 g, 2.53 mmol), I2 (0.03 g, 10 mol%) and alkanone (2.53 mmol).The reaction mixture was reuxed for 1e3 h. After completion ofthe reaction as monitored by TLC, the reaction mixture wasquenched with a saturated aqueous solution of Na2S2O3. Theorganic and aqueous layers were then separated. The aqueous layerwas extracted with ethyl acetate (3 50 mL). The extract waswashed with water and nally with brine. The organic layer wasdried over anhydrous Na2SO4 and concentrated by rotary evapo-rator. Finally, the residue was puried by recrystallization from ethanol.

54008-77-4 2-Bromobenzofuran 2776264, abenzofuran compound, is more and more widely used in various.

Reference£º
Article; Chacko, Priya; Shivashankar, Kalegowda; Tetrahedron; vol. 74; 13; (2018); p. 1520 – 1526;,
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Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.90843-31-5,5-Acetyl-2,3-dihydrobenzo[b]furan,as a common compound, the synthetic route is as follows.

Preparation of -(2,3-dihydrobenzofuran-5-yl)acetamide Into a 2000 mL round-bottom flask, was placed a solution of 1-(2,3-dihydrobenzofuran-5-yl)ethanone (67 g, 413.58 mmol, 1.00 equiv) in MeOH (600 mL). To this was added NH2OH.HCl (34.5 g, 496.40 mmol, 1.20 equiv). To the mixture was added pyridine (Py, 42.5 g, 537.97 mmol, 1.30 equiv). The resulting solution was allowed to react, with stirring, overnight while the temperature was maintained at room temperature. The mixture was concentrated by evaporation under vacuum using a rotary evaporator. The residue was dissolved in 100 mL of water. The resulting solution was extracted two times with 100 mL of EtOAc and the organic layers combined and dried over Na2SO4 and concentrated by evaporation under vacuum using a rotary evaporator. This resulted in 70 g (crude) of 1-(2,3-dihydrobenzofuran-5-yl)ethanone oxime. HCl gas was bubbled through a solution of the oxime (70 g) in Ac2O (86 mL) and HOAc (500 mL). The resulting solution was allowed to react, with stirring, overnight at 20 C. The precipitate was poured into ice/water. The mixture was stirred for 4 h. A filtration was performed. The solid was product (part 1). The filtrate was extracted two times with dichloromethane and was dried over Na2SO4 and concentrated. The solid was also product (part 2). Two parts combined and this resulted in 70 g (86%) N-(2,3-dihydrobenzofuran-5-yl)acetamide as a brown oil.

As the paragraph descriping shows that 90843-31-5 is playing an increasingly important role.

Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; US2008/318941; (2008); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

57319-65-0, 6-Aminoisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-Nitrophthalide (10 mmol) was dissolved in ethyl acetate (100 mL) and methanol (25 mL) and hydrogenated at atmospheric pressure in the presence of 10% Pd/C (0.2 g). After 24 h the reaction mixture was filtered through a bed of celite and the filtrate was removed under reduced pressure.The residue was washed with cold ethyl acetate (20 mL) to yield 6-aminophthalide. 6-Hydroxyphthalide was synthesized by reacting a cold suspension of 6-aminophthalide (3 mmol) in 10 mL H2SO4 (50%) with a cold solution of NaNO2 (3.5 mmol in 3 mL H2O) to yield the diazonium salt. The resulting solution was added to boiling (125 C) H2SO4 (50%, 20 mL) and the reaction mixture was boiled for 5 min. The reaction was rapidly cooled in an ice bath, and subsequently extracted to diethyl ether (3×20 mL). The ether portions were combined, washed with a saturated solution of NaHCO3 (25 mL) and dried over anhydrous Na2SO4. The ether was removed under reduced pressure, leaving the brown 6-hydroxyphthalide residue. Yield 65%; m.p. 198-200 C; 1H NMR (300MHz, DMSO) delta 5.25 (s, 2H), 7.15-7.18 (m, 2H), 7.39 (d, J=9.0 Hz, 1H); ESI-MS m/z: 150.9 [M+H]+.

As the paragraph descriping shows that 57319-65-0 is playing an increasingly important role.

Reference£º
Article; Wang, Zhimin; Wu, Jiajia; Yang, Xuelian; Cai, Pei; Liu, Qiaohong; Wang, Kelvin D.G.; Kong, Lingyi; Wang, Xiaobing; Bioorganic and Medicinal Chemistry; vol. 24; 22; (2016); p. 5929 – 5940;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem