Heterocyclic Building Block-benzofuran

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, 2N sodium hydroxide solution (15.62 mL) was added dropwise to a solution of compound 10 (2.35 g, 10 mmol) and methanol (32 mL), The reaction solution began to cloud, gradually clear, the reaction for half an hour, the concentrated hydrochloric acid added to the reaction solution,The pH was adjusted to 1 and then extracted with ethyl acetate. The organic phase was dried and concentrated to give 1.69 g of a yellow solid as Compound 11 in a yield of 82%.

The synthetic route of 69604-00-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Luoyang Juhui Pharmaceutical Technology Co., Ltd.; Zhang Hongli; Yang Songfeng; (36 pag.)CN106749203; (2017); A;,
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Benzofuran | C8H6O – PubChem

37418-88-5, 4-Hydroxyisobenzofuran-1,3-dione is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 20 mL glass vial, a mixture of 3-hydroxyphthalic anhydride (500 mg, 3.05 mmol, 1 equiv), potassium acetate (927 mg, 9.44 mmol, 3.1 equiv) and 3-aminopiperidine-2,6-dionehydrochloride (552 mg, 3.35 mmol, 1.1 equiv) in acetic acid (10.2 mL, 0.3 M) was heated to 90C overnight. The black reaction mixture was cooled to room temperature and diluted to 20 mLwith water, and subsequently cooled on ice for 30 mm. The resulting slurry was transferred to a50 mL Falcon tube, which was centrifuged at 3500 rpm for 5 mm. The supernatant was discardedand the black solid was transferred to a 250 mL RBF with methanol and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (CH2C12:MeOH (9:1)) to afford the title compound as a white solid (619 mg, 74%). 1H NMR (400 MHz, DMSO-d6) 11.07 (s, 1H), 7.65 (dd,J=8.4, 6.8Hz, 1H), 7.31 (d,J=6.8Hz, 1H), 7.24(d,J=8.4Hz, 1H), 5.06(dd, J= 12.8, 5.4 Hz, 1H), 2.94-2.82 (m, 1H), 2.64-2.43 (m, 2H), 2.08 – 1.97 (m, 1H); MS (ESI)calcd for C13H11N205 [M+H] 275.07, found 275.26., 37418-88-5

The synthetic route of 37418-88-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DANA-FARBER CANCER INSTITUTE, INC.; BRADNER, James; ROBERTS, Justin; BEHMAN, Nabet; WINTER, Georg; PHILLIPS, Andrews, J.; HEFFERNAN, Timothy, P.; BUCKLEY, Dennis; (617 pag.)WO2018/148440; (2018); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

54008-77-4, 2-Bromobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,54008-77-4

General procedure: In a hot oven-dried Schlenk tube under N2 atmosphere were added Ph3Bi (0.25 mmol, 110 mg, 1.0 equiv), 2-bromobenzofuran (0.825 mmol, 163 mg, 3.3 equiv), Cs2CO3 (0.75 mmol, 244 mg, 3.0 equiv), Pd(OAc)2 (0.025 mmol, 5.6 mg, 0.1 equiv), PPh3 (0.1 mmol, 26 mg, 0.4 equiv), and NMP (3 mL) solvent. The resulting mixture was stirred in preheated oil bath at 90 C for 1 h. After the reaction is over, the mixture was cooled, quenched with dil HCl and extracted with ethyl acetate. The combined organic extract was washed with water, brine, and dried over MgSO4 and concentrated. The crude was subjected to silica gel column chromatography (230-400 mesh) using petroleum ether as the eluent to obtain the pure 2-phenylbenzofuran (2.1) as a white solid (140 mg, 96%). The product was characterized by spectroscopy and in comparison with the literature data.

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

Reference£º
Article; Rao, Maddali L.N.; Awasthi, Dheeraj K.; Talode, Jalindar B.; Tetrahedron Letters; vol. 53; 21; (2012); p. 2662 – 2666;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.32703-79-0,5-(tert-Butyl)isobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

4.1.38 2-(3-Bromo-2-methylphenyl)-5-(tert-butyl)isoindoline-1,3-dione (7l) A mixture of 5-(tert-butyl)isobenzofuran-1,3-dione (93 mg, 0.5 mmol), 3-bromo-2-methylaniline (100 mg, 0.5 mmol) in AcOH (2 mL) was stirred at 100 C for 2 h. The reaction mixture was cooled down to room temperature and diluted with water (10 mL), and then the NaHCO3 solution was added. The product was extracted three times with EtOAc (30 mL) and the combined organic layer was dried over Na2SO4. The solvent was removed in vacuo and the residue product was purified on a silica gel column using petroleum ether/EtOAc (4:1, v/v) as eluent to afford 7l (83 mg, 45.2%) as a gray solid. MS (ESI) m/z 372.1 [M+H]+; 1H NMR (400 MHz, DMSO-d6): delta 7.97-7.95 (m, 1H), 8.42 (s, 1H), 7.93-7.91 (d, J = 8.60 Hz, 1H), 7.77-7.75 (d, J = 8.00 Hz, 1H), 7.44-7.43 (d, J = 7.72 Hz, 1H), 7.33-7.29 (t, J = 15.90 Hz, 1H), 2.17 (s, 3H), 1.38 (s, 9H)., 32703-79-0

32703-79-0 5-(tert-Butyl)isobenzofuran-1,3-dione 122930, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Article; Zhao, Xinge; Xin, Minhang; Huang, Wei; Ren, Yanliang; Jin, Qiu; Tang, Feng; Jiang, Hailong; Wang, Yazhou; Yang, Jie; Mo, Shifu; Xiang, Hua; Bioorganic and Medicinal Chemistry; vol. 23; 2; (2015); p. 348 – 364;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.120973-72-0,2-Benzoylbenzofuran-5-carbaldehyde,as a common compound, the synthetic route is as follows.

General procedure: To a stirred solution of 1 (100 mg, 0.56 mmol) and 4-(dimethylamino)benzaldehyde (2a) (83 mg, 0.56 mmol) in dry 1,4 dioxane was added gradually BF3¡¤OEt2 (0.142 mL, 1.12 mmol) at room temperature. The whole reaction mixture was stirred for 24 h. The reaction mixture was then diluted with ethyl acetate (100 mL) and washed with water (3 x 25 mL) to decompose the BF3¡¤OEt2 complex. The organic solution obtained after extraction was dried over anhyd. Na2SO4, filtered and the solvent was evaporated under reduced pressure. The crude product was purified by silica gel column chromatography using hexane-ethyl acetate (93:7) as a mobile phase to afford 3a. (140 mg, 80%),, 120973-72-0

120973-72-0 2-Benzoylbenzofuran-5-carbaldehyde 2794865, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Article; Narender; Venkateswarlu; Nayak, B. Vishnu; Sarkar; Tetrahedron Letters; vol. 52; 44; (2011); p. 5794 – 5798;,
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;,
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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.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

115010-11-2, 2,3-Dihydro-1-benzofuran-5-sulfonoylchloride is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 47 Preparation of N-[2R-hydroxy-3-[[(2,3-dihydrobenzofuran-5-yl)sulfonyl](2-methylpropyl)amino]-1S-(phenylmethyl)propyl]-2S-[[(pyrrolidino)acetyl]amino]-3,3-dimethylbutanamide STR92 N-[2R-hydroxy-3-[[(1,1-dimethylethoxy)carbonyl](2-methylpropyl)amino]-1S-(phenylmethyl)propyl]-2S-[[(pyrrolidin-1-yl)acetyl]amino]-3,3-dimethylbutanamide (2 g, 3.57 mmol) in Dioxane/HCl (4N, 10 mL) was stirred for 2 hours at room temperature. The solvent was removed and the residue was dried in vacuo. The residue was stirred in ethyl acetate (50 mL) then 2,3-dihydro benzofuran-5-ylsulfonyl chloride (0.737 g, 3.57 mmol) was added followed by triethylamine (1.587 g, 15.71 mmol) and the mixture was stirred for 18 hours at room temperature. The reaction mixture was diluted with ethyl acetate (100 mL), washed with saturated sodium bicarbonate (saturated, 100 mL) and brine (100 mL), dried (MgSO4), and concentrated. The residue was chromatographed in ethyl acetate to afford the desired product as a white powder.

115010-11-2, The synthetic route of 115010-11-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; G.D. Searle & Co.; US5756533; (1998); A;,
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