Heterocyclic Building Block-benzofuran

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.15832-09-4,6-Methoxy-3(2H)-benzofuranone,as a common compound, the synthetic route is as follows.,15832-09-4

Step 4: A mixture of 6-methoxy-benzofuran-3(2H)-one (1.64 g, 10 mmol) and (carboxymethylene)triphenylphosphorane (5.22 g, 15 mmol) was refluxed in toluene (100 ml) for 48 hrs. Afterwards, 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-methoxy-1-benzofuran-3-yl)acetate, was obtained as a white oil. Yield: 1.8 g (76%); (M+H): 235.

The synthetic route of 15832-09-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Venkatesan, Aranapakam Mudumbai; Santos, Osvaldo Dos; Asselin, Magda; Grosu, George Theodore; Evrard, Deborah A.; Mewshaw, Richard Eric; Meagher, Kristin; US2009/54454; (2009); A1;,
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166599-84-4, Benzofuran-4-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,166599-84-4

To benzofuran-4-carboxylic acid (50 mg, 0.308 mmol, commercially available from, for example, J&W PharmLab) in THF (1 mL), borane tetrahydrofuran complex (0.47 mL, 1M in THF, 0.470 mmol) was added and the reaction stirred at rt for 1 h. The reaction was quenched with NaHCO3 (20 mL)and extracted with EtOAc (3 x 10 mL). The organic layers were dried over a hydrophobic frit and concentrated to give 50 mg of a colourless oil. This was purified bychromatography on 5i02 (Biotage SNAP 10 g cartridge, eluting with O-5O% EtOAc/cyclohexane), theappropriate fractions were concentrated to give benzofuran-4-ylmethanol (37 mg, 0.225 mmol, 72.9 % yield) as a white solid.LCMS (2 mm Formic): Rt = 0.72 mi [M-OH] = 131.1.

The synthetic route of 166599-84-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; AYLOTT, Helen Elizabeth; COOPER, Anthony William James; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; HAYHOW, Thomas George Christopher; LINDON, Matthew J; PRESTON, Alexander G; SEAL, Jonathan Thomas; WALL, Ian David; WATSON, Robert J; WOOLVEN, James Michael; (308 pag.)WO2017/37116; (2017); A1;,
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18761-31-4, 5-Nitrobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,18761-31-4

(a) 2,3-Dihydrobenzo[b]furan-5-ylamine. To a 150 mL round-bottomed flask was added 5-nitrobenzofuran, Example 38(d), (250 mg, 1.5 mmol), EtOAc (16 mL) and 10% Pd on carbon (33 mg, Aldrich). The suspension was stirred at 25 C. under 1 atm H2 for 24 h, then purged with N2, filtered through Celite and concentrated in vacuo to provide the aniline as a red-brown solid. MS (ESI, pos. ion) m/z: 136 (M+1).

The synthetic route of 18761-31-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bo, Yunxin Y.; Chakrabarti, Partha P.; Chen, Ning; Doherty, Elizabeth M.; Fotsch, Christopher H.; Han, Nianhe; Kelly, Michael G.; Liu, Qingyian; Norman, Mark Henry; Ognyanov, Vassil I.; Wang, Xianghong; Zhu, Jiawang; US2003/195201; (2003); A1;,
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Benzofuran | C8H6O – PubChem

24673-56-1, 3-Methylbenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,24673-56-1

Step 1: 3-Phenethyl-benzofuran-2-carboxylic acid. 3-Methyl-benzofuran-2-carboxylic acid (9.99 g, 56.7 mmol) in 150 mL of anhydrous THF was added under nitrogen dropwise to a solution of lithium diisopropylamide (60 mL of a 2.0 M solution in heptane/THF/ethylbenzene; 120 mmol) in 350 mL of anhydrous THF at -10 C. After the addition was complete the reaction was stirred at -10 C. for approximately 10 minutes. Benzyl bromide (13.5 mL, 113 mmol) was then added dropwise to the reaction. After the addition the reaction was allowed to warm to room temperature and then stirred at room temperature for 2 h. The reaction was acidified by the addition of 1 N HCl and then concentrated under reduced pressure to remove the THF. The residue was partitioned between 1 N HCl and methylene chloride. The aqueous layer was separated and extracted two times with methylene chloride. The combined extracts were dried (MgSO4) and the solvent removed under reduced pressure. The residue was recrystallized from ethyl acetate to give 3-phenethyl-benzofuran-2-carboxylic acid (1.62 g, 11 %) as a white solid, mp 169-172 C. Elemental Analysis for C17H14O3 Calc’d: C, 76.68; H, 5.30; N, 0.00 Found: C, 76.18; H, 5.27; N, 0.02

The synthetic route of 24673-56-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Wyeth; US2003/45560; (2003); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.253429-31-1,7-Bromo-4-fluorobenzofuran,as a common compound, the synthetic route is as follows.,253429-31-1

Step C- Synthesis of Compound 16D; A solution of compound 16C (124.12 g, 577.25 mmol) in ether (2.0 L) was cooled to – 78 0C and treated dropwise with a solution of 2.5 M of n-butyllithium in hexane (235.5 mL) and allowed to stir at -78 C for 15 minutes. To this reaction mixture was added DMF (89.393 mL, 1.15 mol) and allowed to stir at -78 C for 30 minutes. The reaction mixture was quenched with methanol (23.383 mL, 577.25 mmol) and warmed to room temperature. The reaction mixture was diluted with ether (300 mL) and the organic layer was washed with water (300 mL). The separated organic layer was dried (MgSO4) filtered, concentrated in vacuo to provide compound 16D (89.00 g, 93.9%).

The synthetic route of 253429-31-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SCHERING CORPORATION; WO2009/32123; (2009); A2;,
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25834-16-6,25834-16-6, 1,3-Isobenzofurandione, 4,7-dibromo is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4.7- dibromoisobenzofuran- l ,3-dione (34d) (1.6 g, 5.23 mmol), urea (0.47 g, 7.86 mmol) and xylene (15 ml) were mixed together and heated in a microwave for 30 min at 150C. The resulting reaction mixture was cooled at room temperature and the precipitate so obtained was filtered, washed with water and dried under reduced pressure to afford 4,7-dibromoisoindoline- l ,3-dione (34e) ( 1 g, 62.5%) as a solid. MS (EI) m/z: 305.9 (M+ l). ? NMR (400 MHz, DMSO): 8 1 1.69 (s, 1H), 7.86 (d, J = 8.4 Hz, 2H)..

The synthetic route of 25834-16-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LUPIN LIMITED; KUKREJA, Gagan; PHUKAN, Samiron; KODAM, Jawahar; MORE, Dattatray, Maruti; URAVANE, Mahesh, Vilas; PALLE, Venkata, P.; KAMBOJ, Rajender, Kumar; WO2013/5157; (2013); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

28418-88-4, 4-Iodoisobenzofuran-1,3-dione is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,28418-88-4

A solution of 3.5 g of 4-heptafluoro-isopropyl-2-methylaniline in 3 ml of acetonitrile was slowly dropped into a suspension of 3.5 g of 1-iodophthalic anhydride in 30 ml of acetonitrile under ice-cooling. After completion of the dropwise addition, the reaction was carried out with stirring at room temperature for 3 hours. After completion of the reaction, the crystals precipitated were collected by filtration and washed with a small volume of acetonitrile to obtain 4.0 g of the desired compound. [0086] Physical property: m.p. 174-181 C. Yield: 57%.

The synthetic route of 28418-88-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Tohnishi, Masanori; Kohno, Eiji; Nakao, Hayami; Nishida, Tateki; Furuya, Takashi; Shimizu, Toshiaki; Seo, Akira; Sakata, Kazuyuki; Fujioka, Shinsuke; US2004/9982; (2004); A1;,
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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.3199-61-9,Ethyl benzofuran-2-carboxylate,as a common compound, the synthetic route is as follows.,3199-61-9

General procedure: To ethyl-1-benzofuran-2-carboxylate (2) (1mmol) containing ethanol was added water (2:1, 30mL) and otassium hydroxide (2mmol). The mixture refluxed for 2h. The reaction was monitored by thin layer chromatography. After completion of the reaction, the reaction mixture was decanted into ice water and extracted the ethyl acetate ayer to give target compounds 3a and 3b. 4.1.2.1. Benzofuran-2-carboxylic acid (3a) White crystal; yield: 85%; mp 190C [mp lit. 191-192C] [50]; 1H NMR (500MHz, DMSO-d6): 7.35 (t, J=7.5Hz, 1H, H5-benzofuran), 7.50 (t, J=7.5Hz, 1H, H6-benzofuran), 7.66 (s, 1H, H3-benzofuran), 7.69 (d, J=8.5Hz, 1H, H7-benzofuran), 7.79 (d, J=7.5Hz, H4-benzofuran), 13.5 (bs, 1H, -OH).

The synthetic route of 3199-61-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Abedinifar, Fahimeh; Farnia, S. Morteza F.; Mahdavi, Mohammad; Nadri, Hamid; Moradi, Alireza; Ghasemi, Jahan B.; Kuecuekk?l?nc, Tuba Tueylue; Firoozpour, Loghman; Foroumadi, Alireza; Bioorganic Chemistry; vol. 80; (2018); p. 180 – 188;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

496-41-3, Benzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,496-41-3

General procedure: A mixture of the corresponding carboxylic acid (12.3mmol) and thionyl chloride (6 ml, 83 mmol) in 40 ml of dry dichloromethane (DCM) was stirred under reflux for 6 h. After cooling to room temperature, DCM and excess thionyl chloride were evaporated under reduced pressure. The residue was treated without further purification.

The synthetic route of 496-41-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Sweidan, Kamal; Engelmann, Joern; Rayyan, Walid Abu; Sabbah, Dima; Zarga, Musa Abu; Al-Qirim, Tariq; Al-Hiari, Yusuf; Sheikha, Ghassan Abu; Shattat, Ghassan; Letters in drug design and discovery; vol. 12; 5; (2015); p. 417 – 429;,
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

Tert-butyl 4-(benzofuran-2-yl)benzoate. To a solution of tert-butyl 4-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl) benzoate (1.0 g, 3.3 mmol), 2-bromobenzofuran (0.64 g, 3.3 mmol) and tetrakis(triphenylphosphine) palladium(O) (0.5 g, 0.4 mmol) in a mixed solution of 1 ,4-dioxane (20 mL) and water (2.0 mL) was added sodium carbonate(1.0 g, 7.2 mmol). The reaction mixture was stirred at 90C under nitrogen for 12 hours. After the reaction, it was allowed to cool to room temperature, and concentrated in vacuo, then diluted with ethyl acetate (100 mL), washed with water (100 mL). The organic phase was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and the residue was purified by column chromatography (silica gel, ethyl acetate/ petroleum ether = 1 :20) to give the pure product tert- butyl 4-(benzofuran-2-yl)benzoate as a white solid(0.65 g, 67%). 1H NMR (300 MHz, CDC13): delta 8.06 (d, J= 8.7 Hz, 2H), 7.90 (d, J= 8.4 Hz, 2H), 7.62-7.53 (m, 2H), 7.32-7.25 (m, 2H), 7.14 (s, 1H),1.62 (s, 9H).

The synthetic route of 54008-77-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CONSTELLATION PHARMACEUTICALS; ALBRECHT, Brian, K.; AUDIA, James, Edmund; COOK, Andrew; GAGNON, Alexandre; HARMANGE, Jean-christophe; NAVESCHUK, Christopher, G.; WO2013/75083; (2013); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem