Heterocyclic Building Block-benzofuran

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

EXAMPLE 111 6,7-Diethoxy-4-(3-oxo-1,3-dihydro-isobenzofuran-5-ylamino)-quinoline-3-carbonitrile A solution of 400 mg (1.44 mM) of 4-chloro-6,7-diethoxy-quinoline-3-carbonitrile, 230 mg (1.54 mM) of 6-Aminophthalide and 161 mg of pyridine hydrochloride in 12 ml of 2-methoxyethanol was refluxed for 3 hours. To the warm solution was added 1 ml of 1M sodium carbonate and the sample was heated for 5 minutes at 100 C., then poured into 300 ml of ice water. The solid was collected, washed with water followed by ether and dried under vacuum at 80 C. to yield 535 mg of 6,7-Diethoxy-4-(3-oxo-1,3-dihydro-isobenzofuran-5-ylamino)-quinoline-3-carbonitrile as a white solid: mass spectrum (electrospray, m/e): M+H 390.1, mp=280-284 C.

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

Reference£º
Patent; American Cyanamid Company; US6288082; (2001); B1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.127264-14-6,5-(2-Bromoethyl)-2,3-dihydrobenzofuran,as a common compound, the synthetic route is as follows.

Preparation 28 Preparation of N-{2-(2,3-dihydrobenzofuran-5-yl)ethyl}methylamine A solution of 5-(2-bromoethyl)-2,3-dihydrobenzofuran (1.5 g – see Preparation 20) in 33percent methylamine in methanol (40 ml) was heated at 100¡ãC in a stainless steel pressure vessel for 6 hours then concentrated in vacuo . The residue was partitioned between dichloromethane (50 ml) and 10percent aqueous sodium carbonate (50 ml). The layers where separated and the aqueous layer was further extracted with dichloromethane (2 * 50 ml). The aqueous layer was concentrated in vacuo to give a solid which was triturated with boiling 2-propanol. The mixture was filtered and the filtrate concentrated in vacuo to give a solid which was purified by column chromatography on silica eluding with dichloromethane containing methanol (0percent up to 1percent). The product-containing fractions were combined and concentrated in vacuo to give the title compound as a colourless solid, yield, 0.31 g, m.p. 153-155¡ãC. 1H N.m.r. (CDCl3) delta = 9.80-9.60 (brs, 1H), 7.10 (s, 1H), 7.00-6.95 (d, 1H), 6.75-6.70 (d, 1H), 4.60-4.50 (t, 2H), 3.30-3.10 (m, 6H), 2.75 (s, 3H) ppm., 127264-14-6

The synthetic route of 127264-14-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Pfizer Limited; PFIZER INC.; EP364123; (1991); B1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.82104-74-3,1-Oxo-1,3-dihydroisobenzofuran-5-carbonitrile,as a common compound, the synthetic route is as follows.

82104-74-3, 1048g of a 10percent solution of 4-fluorophenylmagnesium bromide in tetrahydrofuran are added to a suspension of 60.Og of 5-cyanophthalide in 390ml of 1 ,2-dimethoxyethane at -100C within three hours. After stirring for 30 minutes at -100C, the cold reaction mixture is poured into 1L of aqueous NH4CI (18Og in 1000ml of water, 200C) in about 5 minutes. The layers are separated and the aqueous layer is extracted with 300ml of tetrahydrofuran. The organic layers are combined and volatiles are removed under reduced pressure at 45¡ãC. The residue is dissolved in a mixture of 100OmL of CH2CI2 and 200ml of water containing 2.5g of sodium carbonate (pH of 9). The layers are separated and the organic phase is dried with 4Og of sodium carbonate. The dry CH2CI2 solution is treated with 6g of charcoal, stirred for 10 minutes and the charcoal is removed by filtration. The filter cake is washed with 5OmL of CH2CI2. Filtrate and washing liquid are combined and the solvent is removed under reduced pressure. 30OmL of diisopropylether are added to the residue. After stirring for 1 hour at 22¡ãC the crystal suspension is cooled to 0¡ãC and stirred for another two hours, then cooled to -100C and stirred for 14 hours. The product is isolated by filtration and washed with 4OmL of chilled diisopropylether, 8OmL of a 1 :1 mixture of diisopropylether/cyclohexane and 8OmL of cyclohexane. After drying for 3 hours at 50¡ãC in vacuo 83.0 g (86.2 percent of theory, purity (HPLC): 99.8 areapercent) white, crystalline powder of the title compound are obtained (mp. 85¡ãC).1H-NMR (CDCI3, 300MHz): delta 3.01 (t, J = 6.30, 0.8 H, OH), 3.66 (s, 0.2 H, OH), 4.66 (d, J = 6.11 Hz, 1.6 H, CH2-O), 5.33 (m, CH2-O, 0.4 H, lactol-isomer), 7.03 – 7.93 (m, 7 H, ArH)

The synthetic route of 82104-74-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SANDOZ AG; WO2007/82771; (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

To a solution of 5-fluoro-3H-isobenzofuran-1-one (1.00 g, 6.57 mmol) in DMF (5 ml) was25 added CH3I (0.82 ml, 13.1 mmol) at -20C followed by addition of NaH (0.34 g, 7.89mmol) portion wise. The reaction mixture was stirred at room temperature for 3h. Progressof the reaction was monitored by TLC and LCMS. After completion, the reaction mixturewas diluted with ice-cold saturated aqueous NH4CI solution (50 ml) and extracted withEtOAc (2 x 30 ml). The organic layer was separated, dried over anhydrous Na2S04 and30 concentrated under vacuum. The crude obtained was purified by combi-flash columnX-~chromatography (4% EtOAc in hexanes) to afford 5-fluoro-3-methyi-3H-isobenzofuran-1-one X-27a (0.44 g) an as an off-white solid.Yield: 35%Basic LCMS Method 2 (ES+): 167 (M+H)+, 87 % purity.5 1H NMR (400 MHz, DMSO-d5) o 1.56 (d, J=6.36 Hz, 3H) 5.68 (q, J=6.36 Hz, 1 H) 7.41-7.48 (m, 1 H) 7.62 (dd, J=8.80, 1.96 Hz, 1 H) 7.87-7.93 (m, 1 H).

700-85-6 5-Fluoroisobenzofuran-1(3H)-one 13770566, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; UCB PHARMA GMBH; MUELLER, Christa E.; PEGURIER, Cecile; DELIGNY, Michael Louis Robert; EL-TAYEB, Ali; HOCKEMEYER, Joerg; LEDECQ, Marie; MERCIER, Joel; PROVINS, Laurent; BOSHTA, Nader M.; BHATTARAI, Sanjay; NAMASIVAYAM, Vigneshwaran; FUNKE, Mario; SCHWACH, Lukas; GOLLOS, Sabrina; VON LAUFENBERG, Daniel; BARRE, Anais; (493 pag.)WO2018/122232; (2018); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

1914-60-9, 2,3-Dihydrobenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a mixture of 7 (1 eq) and 1,1?-carbodiimidazole (1.2 eq) in anhydrous THF was stirred for 1h then substituted aniline (0.9 eq) was added at room temperature. After stirring for 14 h, solvent was evaporated then the mixture acidified with 6N HCl to pH 2. The mixture was extracted with EtOAc (3 ¡Á 20 mL). The combined extracts were dried over anhydrous Na2SO4and the solvent was evaporated. After evaporation, the residue was purified by column chromatography (EtOAc/hexane = 1:3 – 1:50)., 1914-60-9

1914-60-9 2,3-Dihydrobenzofuran-2-carboxylic acid 2776555, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Article; Choi, Minho; Jo, Hyeju; Park, Hyun-Jung; Sateesh Kumar, Arepalli; Lee, Joonkwang; Yun, Jieun; Kim, Youngsoo; Han, Sang-Bae; Jung, Jae-Kyung; Cho, Jungsook; Lee, Kiho; Kwak, Jae-Hwan; Lee, Heesoon; Bioorganic and Medicinal Chemistry Letters; vol. 25; 12; (2015); p. 2545 – 2549;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.496-16-2,2,3-Dihydrobenzo[b]furan,as a common compound, the synthetic route is as follows.

2,3-Dihydrobenzofuran (100 g, 832 mmol) and N,N-dimethylformamide (134 g, 1830 mmol) were mixed and heated, and phosphorus oxychloride (255 g, 1643 mmol) were added thereto at an inner temperature of 70 to 80¡ãC over 2 hrs. The reaction mixture was heated at an inner temperature of 80 to 90¡ãC and stirred for 7.5 hrs. Then, the resulting mixture was added dropwise to water (1000 g) under cooling, and stirred at room temperature for 5 hrs. The resulting mixture was extracted with toluene, and the extract was washed sequentially with water, saturated sodium bicarbonate aqueous solution and water, and the organic layer was concentrated under vacuum to give a toluene solution of the title compound (amount 340 g, apparent yield 100percent).

496-16-2, The synthetic route of 496-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; EP1792899; (2007); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

7169-34-8, Benzofuran-3(2H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,7169-34-8

General procedure: A mixture of 7-substituted 3(2H)-benzofuranones (7a and 7b) (1 eq), substituted aromatic aldehydes (8a-d)(1 eq), in ethanol (10 mL) were added 3 drops of piperidine. The mixture was then heated under reflux for 2 hours. After cooling H2O (20 mL) was added slowly. The crystalline precipitate was separated by filtration and purified by recrystallization from ethanol to afford pure compounds (9a-g).

As the paragraph descriping shows that 7169-34-8 is playing an increasingly important role.

Reference£º
Article; Paidakula, Suresh; Nerella, Srinivas; Vadde, Ravinder; Kamal; Kankala, Shravankumar; Bioorganic and Medicinal Chemistry Letters; vol. 29; 16; (2019); p. 2153 – 2156;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1083168-69-7,(2,3-Dihydrobenzofuran-6-yl)methanol,as a common compound, the synthetic route is as follows.

A solution of 8 (2.38 g, 15.8 mmol) in CH2Cl2 (15.8 mL) was cooled with ice bath and SOCl2 (9.44 g, 79 mmol) was added dropwise. The mixture was stirred at room temperature for 1 h and concentrated in vacuo. The residue was stirred with phthalimide potassium salt (3.23 g, 17.4 mmol) and DMF (15.8 mL) at 90 C for 2 h and cooled, then partitioned between AcOEt (80 mL) and water (60 mL). The aqueous phase was extracted with AcOEt and the combined organic phase was washed with brine and 1 N NaOH, then dried over MgSO4 and filtered. After removal of the solvent in vacuo, the residue was recrystallized from MeOH (58 mL) and AcOEt (27 mL) to obtain 9 as a red solid (3.07 g, 69%). 1H NMR (400 MHz, CDCl3) delta = 7.84 (d, J = 8.4 Hz, 2H), 7.70 (d, J = 8.4 Hz, 2H), 7.11 (d, J = 8.0 Hz, 1H), 6.91 (dd, J = 1.6, 7.6 Hz, 1H), 6.84 (d, J = 1.6 Hz, 1H), 4.79 (s, 2H), 4.53 (t, J = 8.8 Hz, 2H), 3.15 (t, J = 8.8 Hz, 2H); MS (ESI+) 280.2 (M+H)+.

1083168-69-7, The synthetic route of 1083168-69-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Takahashi, Bitoku; Funami, Hideaki; Iwaki, Takehiko; Maruoka, Hiroshi; Shibata, Makoto; Koyama, Makoto; Nagahira, Asako; Kamiide, Yoshiyuki; Kanki, Satomi; Igawa, Yoshiyuki; Muto, Tsuyoshi; Bioorganic and Medicinal Chemistry; vol. 23; 15; (2015); p. 4792 – 4803;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.496-16-2,2,3-Dihydrobenzo[b]furan,as a common compound, the synthetic route is as follows.

Intermediate 1; 2,3-Dihydro-benzofuran-5-sulfonyl chlorideChlorosulphonic acid (43.4 g, 0.366 mol) in DCM (10 mL) was added to a cold solution (5 C) of 2,3-dihydrobenzofuran (20 g, 0.166 mol) in DCM (200 mL). After the addition the reaction was left at room temperature over night. The reaction mixture was quenched with water (150 mL) keeping the temperature below 10 C. The organic phase was separated and washed with aqueous solution OfNaHCO3 (13, 9 g in 150 mL of water). The organic solvents were evaporated giving a solid residue 3.3 g (23 %). 1H NMR 270 MHz (Chloroform-d) delta ppm 3.32 (t, J=8.91 Hz, 2 H) 4.75 (t, J=8.91 Hz, 2 H) 6.90 (d, J=9.15 Hz, 1 H) 7.78 – 7.90 (m, 2 H)., 496-16-2

The synthetic route of 496-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BIOVITRUM AB; WO2006/62481; (2006); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

652-39-1,652-39-1, 4-Fluoroisobenzofuran-1,3-dione is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-Fluorophthalic anhydride (377 mg, 2.27 mmol) was dissolved in MeOH (6 ml_) and heated to reflux for 15 h. The mixture was concentrated in vacuo and the two products (400 mg, 89percent), 2-fluoro-6-(methoxycarbonyl)benzoic acid and 3-fluoro-2- (methoxycarbonyl)benzoic acid, were taken on to the next step without purification.; Step B: (Z)-Methyl 2-((((1 -aminoethylidene)amino)oxy)carbonyl)-3- fluorobenzoate. To a heterogeneous mixture of the two acids from step A (400 mg, 2 mmol) at 0 ¡ãC in DCM (5 ml_) was added oxalyl chloride (0.244 ml_, 2.32 mmol) followed by DMF (0.05 ml_). Gas evolution commenced immediately and after 5 min the ice bath was removed. When gas evolution had ceased and the mixture was homogeneous an aliquot was removed and quenched with MeOH. Formation of the methyl ester was confirmed by HPLC and the mixture was concentrated in vacuo. The viscous liquid was dissolved in fresh DCM (5 ml_) and treated with solid N-hydroxyacetamidine (165 mg, 2.22 mmol) in several portions followed by TEA (0.351 ml_, 2.52 mmol). After stirring for 14 h at ambient temperature the mixture was concentrated in vacuo.Chromatography (Hex to 100percent EtOAc/Hex) afforded two products (477 mg, 94percent), (Z)-methyl 2-((((1 -aminoethylidene)amino)oxy)carbonyl)-3- fluorobenzoate and (Z)-methyl 2-((((1 -aminoethylidene)amino)oxy)carbonyl)-6- fluorobenzoate, which were taken on to the next step as a mixture. MS (ESI) mass calculated for Cn H FN2O4, 254.07; m/z found, 255.0.

652-39-1 4-Fluoroisobenzofuran-1,3-dione 69551, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; WO2011/50200; (2011); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem