Tag: M.W:100-200

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

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.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

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

To toluene 3.0mL suspension of tert-butyl 2-amino-4-phenylbenzoate 0.10g, 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl 9mg, tris(dibenzylideneacetone)dipalladium(0) 3mg and cesium carbonate 0.24g was added 5-bromobenzofuran 0.18g, and it was heated and refluxed for 24 hours. After the reaction mixture was cooled to room temperature, 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl 9mg and tris(dibenzylideneacetone)dipalladium(0) 3mg were added to it, and it was heated and refluxed for 24 hours. After the reaction mixture was cooled to room temperature, 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl 9mg and tris(dibenzylideneacetone)dipalladium(0) 3mg were added to it, and it was heated and refluxed for 24 hours. After the reaction mixture was cooled to room temperature, insoluble matter was filtrated, and ethyl acetate and 10percent citric acid aqueous solution were added to it. The organic layer was separated and collected, dried over anhydrous magnesium sulfate after washing with saturated sodium chloride aqueous solution, and the solvent was removed under reduced pressure. The obtained residue was refined by silica gel column chromatography [Trikonex company, Flash Tube 2008, eluent; hexane:ethyl acetate=30:1] to give tert-butyl 2-((benzofuran-5-yl)amino)-4-phenylbenzoate. Trifluoroacetic acid 3.0mL solution of the obtained tert-butyl 2-((benzofuran-5-yl)amino)-4-phenylbenzoate was stirred at room temperature for 3 hours. The solvent of reaction mixture was removed under reduced pressure, and the obtained residue was refined by silica gel column chromatography [Trikonex company, Flash Tube 2008, eluent; hexane:ethyl acetate:acetic acid=30:10:1] to give 2-((benzofuran-5-yl)amino)-4-phenylbenzoic acid 42mg. 1H-NMR(DMSO-d6) delta value: 6.95(1H,dd,J=2.2,0.7Hz),7.01(1H,dd,J=8.3,1.7Hz),7.23(1H ,d,J=1.4Hz),7.28(1H,dd,J=8.8,2.2Hz),7.34-7.46(3H,m),7.52-7.54(2H,m),7.61-7.64(2H,m),7.98(1H,d,J=8.3Hz),8.01(1H,d,J=2.2Hz),9.64-9.76(1H,broad),12.88-13.20(1H,broad).

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; TOYAMA CHEMICAL CO., LTD.; EP1860098; (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.652-39-1,4-Fluoroisobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

652-39-1, 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.; Step C: 3-Fluoro-2-(3-methyl-1 ,2,4-oxadiazol-5-yl)benzoic acid. To the mixture of products from Step B (477 mg, 1 .88 mmol) in t-BuOH (9 ml_) was added NaOAc (156 mg, 1 .88 mmol). The mixture was heated at 90 ¡ãC for 50 h and then concentrated in vacuo. This resulted in four products. The residue was dissolved in 1 M aq. K2CO3 and extracted with DCM to isolate methyl 2- fluoro-6-(3-methyl-1 ,2,4-oxadiazol-5-yl)benzoate and methyl 3-fluoro-2-(3- methyl-1 ,2,4-oxadiazol-5-yl)benzoate along with unreacted (Z)-methyl 2-((((1 – aminoethylidene)amino)oxy)carbonyl)-3-fluorobenzoate. The aqueous layer was then acidified with concentrated HCI and extracted with DCM. The combined organic layers from this extraction were dried over Na2SO4, filtered and concentrated in vacuo. The acid isomers were purified on a Prep Agilent system with a XBridge Ci8 OBD 50×100 mm column eluting with 5 to 99percent 0.05percent NH4OH in H2O/ACN over 17 min to afford the desired product (63 mg, 15percent) as a white solid after acidification with 1 M aq. HCI in Et2O. MS (ESI) mass calculated for C10H7FN2O3, 222.04; m/z found, 223.0.; Intermediate 69: 2-Fluoro-6-(3-methyl-1 ,2,4-oxadiazol-5-yl)benzoic acid.The title compound was isolated from the synthesis of Intermediate 68, Method A. MS (ESI) mass calculated for Ci0H7FN2O3, 222.04; m/z found, 223.0. 1H NMR (500 MHz, CDCI3): 7.89 (d, J = 7.7, 1 H), 7.65 – 7.59 (m, 1 H), 7.44 – 7.38 (m, 1 H), 2.50 (s, 3H).

The synthetic route of 652-39-1 has been constantly updated, and we look forward to future research findings.

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

66158-96-1, (2,3-Dihydrobenzofuran-2-yl)methanol is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

66158-96-1, A solution of 3a (0.30 g, 2.00 mmol) in THF and sat. aq NaHCO3 (1:1,12 mL) was stirred at r.t. and then TEMPO (59.1 mg, 0.38 mmol) and KBr (60.7 mg, 0.51 mmol) were added. A solution of aq NaOCl (2.5% w/v, 2 mL) was introduced in the reaction mixture. The mixture was stirred at r.t. for 3 h and then transferred to a separating funnel and treated with aq 1 N NaOH (25 mL). The aqueous layer was acidified with HCl (37% w/w) to pH 1 and extracted with CH2Cl2 (3 ¡Á 20 mL), dried (Na2SO4), filtered, and concentrated in vacuo. The crude acid was used in the next step. The crude acid was added to SOCl2 (2.90 mL, 40.00 mmol) at 60 C and kept for 6 h. The reaction mixture was then concentrated in vacuo. The mixture was diluted with Et2O (2 ¡Á 5 mL) and concentrated in vacuo again. The crude acid chloride was used in the next step. To a solution of the crude acid chloride in anhyd CH2Cl2 (5 mL) was added a solution of p-nitroaniline (1.10 g, 8.00 mmol) in anhyd CH2Cl2(10 mL) and the mixture was stirred at 50 C for 72 h. The crude mixture was concentrated in vacuo and purified by flash column chromatography (20% EtOAc in PE) to afford the desired product 1d; white solid; yield: 312.3 mg (55%); mp 109-112 C.

The synthetic route of 66158-96-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Triandafillidi, Ierasia; Sideri, Ioanna K.; Tzaras, Dimitrios Ioannis; Spiliopoulou, Nikoleta; Kokotos, Christoforos G.; Synthesis; vol. 49; 18; (2017); p. 4254 – 4260;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

3260-78-4, 6-Chlorobenzofuran-3(2H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 4: A mixture of 6-chloro-benzofuran-3 (2H)-ONE (1.68 g, 10 mmol) and (carboxymethylene) triphenylphosphorane (5.22 g, 15 mmol) was refluxed in toluene (100 ml) for 48 hrs. Afterwards, the reaction mixture was concentrated and loaded over a silica-gel column. The column was eluted with hexane (500 ml) and then with 25% ethyl acetate. The product, ethyl (6-chloro-1-benzofuran-3-yl) acetate, was obtained as a white oil. Yield: 2.1 g (87%) ; (M+H): 239., 3260-78-4

As the paragraph descriping shows that 3260-78-4 is playing an increasingly important role.

Reference£º
Patent; WYETH; WO2004/99191; (2004); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1914-60-9,2,3-Dihydrobenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 27; N-(2,3-dihydro-1-benzofuran-2-ylmethyl)-N’-1H-indazol-4-ylurea; Example 27A; A mixture of 0.5 g (3.05 mmol) of 2,3-dihydro-benzofuran-2-carboxylic acid and 0.83 g (6.09 mmol) of isobutyl chloroformate in 20 mL of tetrahydrofuran and 1.43 mL (10.3 mmol) of triethylamine was stirred for an hour at ambient temperature and filtered. The filtrate was added to 61 mL (30.5 mmol) of 0.5 M ammonia in dioxane and stirred overnight at ambient temperature, filtered and concentrated. The residue was chromatographed on silica gel, eluting with 20 to 80% ethyl acetate in hexane. The residue obtained was again chromatographed on silica gel with 0 to 10% methanol in dichloromethane to provide 0.26 g (52% yield) of Example 27A as a light yellow solid., 1914-60-9

The synthetic route of 1914-60-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Gomtsyan, Arthur; Bayburt, Erol K.; Schmidt, Robert G.; Lee, Chih-Hung; Brown, Brian S.; Jinkerson, Tammie K.; Koenig, John R.; Daanen, Jerome F.; Latshaw, Steven P.; US2006/128689; (2006); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

90843-31-5, 5-Acetyl-2,3-dihydrobenzo[b]furan is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,90843-31-5

W-(2,3-Dihydro-1-benzofuran-5-yl)acetamide (192). NH2OH HCI (7.3 g, 105 mmol) was added to a stirred solution of ketone 191 (14.2 g, 87.7 mmol) and pyridine (9.2 mL, 114 mmol) in MeOH (100 mL) and the mixture stirred at 20 0C for 16 h. The solvent was evaporated and the residue partitioned between brine and EtOAc. The organic fraction was dried and the solvent evaporated to give crude 1-(2,3-dihydro-1-benzofuran-5- yl)ethanone oxime (15.3 g, 99%). HCI gas was bubbled through a solution of the oxime (15.3 g, 86.5 mmol) in Ac2O (16.3 mL, 173 mmol) and HOAc (54 mL, 865 mmol), and the solution stood at 20 0C for 24 h. The precipitate was poured into ice/water, stirred for 2 h, the solid filtered and washed with water and dried. The aqueous fraction was extracted EPO with DCM (2 x 50 ml_), the combined organic extract dried and the solvent evaporated. The slurry was treated with water (20 mL) and evaporated several times to remove Ac2O. The combined solids were purified by chromatography, eluting with a gradient (50-100%) of EtOAc/pet. ether, to give acetamide 192 (7.94 g, 52%) as a white solid: mp 92-93 0C [lit. (Blade-Font, A.; de Mas Rocabayera, T. J. Chem. Soc. P1, 1982, 814-848) mp 93 0C]; 1H NMR delta 7.47 (br s, 1 H, H-4), 7.21 (br s, 1 H, NH), 6.99 (dd, J = 8.5, 2.1 Hz, 1 H, H-6), 6.69 (d, J = 8.5 Hz, 1 H, H-7), 4.55 (t, J = 8.7 Hz, 2 H, H-2), 3.18 (br t, J = 8.7 Hz, 2 H, H- 3), 2.13 (S1 3 H1 CH3).

90843-31-5 5-Acetyl-2,3-dihydrobenzo[b]furan 145220, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; AUCKLAND UNISERVICES LIMITED; WO2006/104406; (2006); 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.84594-78-5,6-Nitro-2,3-dihydrobenzofuran-5-amine,as a common compound, the synthetic route is as follows.

6,7-Dihydrofuro[3,2-g][1,2,4]benzotrazin-3-amine 1 -Oxide (195). A mixture of nitroaniline 194 (7.27 g, 40.4 mmol) and cyanamide (6.79 g, 162 mmol) were mixed together at 100 C, cooled to 50 0C, cHCI (15 mL) added carefully and the mixture heated at 100 0C for 4 h. The mixture was cooled to 50 C, 7.5 M NaOH solution added until the mixture was strongly basic and the mixture stirred at 100 0C for 3 h. The mixture was cooled, diluted with water (200 mL), filtered, washed with water (3 x 50 mL) and dried. EPO The aqueous fraction was extracted with CHCI3 (3 x 50 mL), dried and the solvent evaporated. The combined solids were purified by chromatography, eluting with a gradient (0-10%) of MeOH/DCM, to give crude amine 195 (1.87 g, 23%) as a yellow powder: mp (MeOH/DCM) 241-246 0C. Anal, calcd for C9H8N4O2: C, 52.9; H, 4.0; N1 27.4. Found: C, 53.3; H, 3.8; N, 26.4%., 84594-78-5

The synthetic route of 84594-78-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AUCKLAND UNISERVICES LIMITED; WO2006/104406; (2006); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem