Heterocyclic Building Block-benzofuran

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.76429-69-1,5-Chloro-2,3-dihydrobenzofuran,as a common compound, the synthetic route is as follows.

76429-69-1, Intermediate 10: 5-chloro-7-nitro-2,3-dihydro-1 -benzofuran; To a mixture of 5-chloro-2,3-dihydro-1-benzofuran (prepared by the method of :Ramon J. Alabaster*, Ian F. Cottrell, Hugh Marley, Stanley H. B. Wright Synthesis (1988), (12), 950-952) (4.3g) in glacial acetic acid (20ml) and concentrated sulphuric acid (4ml) at 1000C was added concentrated nitric acid (1.57ml) and glacial acetic acid (1 ml). After forty five minutes, the mixture was allowed to cool and dissolved in dichloromethane (250ml). The organic layer was washed with water (250ml), 1 M ammonium hydroxide (250ml) and water (250ml) and then dried (MgSO4) and evaporated. The solid was dissolved in dichloromethane and applied to a column and the column eluted to afford the title compound as a yellow solid (3.4g).

As the paragraph descriping shows that 76429-69-1 is playing an increasingly important role.

Reference£º
Patent; Glaxo Group Limited; WO2007/88168; (2007); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

942-06-3, 4,5-Dichlorophthalic Anhydride is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of anhydride (1 mmol), formamide (1.1 mmol for monoanhydrides and 2.2 mmol for dianhydrides) and 1 g clay was ground together in a mortar using pestle for the time described in Table 1. The reaction mixture was warmed. After completing the reaction (monitored by TLC, after observing no anhydride presence in the reaction mixture), the product was extracted by washing clay with chloroform (2¡Á15 mL), the solvent was removed under vacuum to afford the relevant N-unsubstituted cyclic imide. The solid imide was washed thoroughly with water, dried, and then recrystallized from ethanol. The solid clay portion was washed with methanol and dried at 120 ¡ãC under a reduced pressure to be reused in the subsequent reactions which showed the gradual decrease in the activity (Table 1). Isolated products were characterized by melting points, IR, 1H NMR spectrometric data and were compared with the literature or authentic samples., 942-06-3

The synthetic route of 942-06-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Marvi, Omid; Journal of the Chilean Chemical Society; vol. 62; 2; (2017); p. 3501 – 3504;,
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.

Dissolve 2,3-dihydrobenzofuran (1,5 g, 41.6 mmol) in dichloromethane (35 mL),Br2 (6.65 g, 41.6 mmol) was weighed and dissolved in dichloromethane (15 mL). The mixture was added dropwise to the above mixture within 45 minutes at room temperature, and the mixture was stirred at room temperature for 2 hours. After the reaction was completed, a saturated NaHSO3 solution (25 mL) was added to quench, and extracted with dichloromethane (15 mL ¡Á 3). The separated organic layer was washed with water, dried over anhydrous Na2SO4, and concentrated under reduced pressure to obtain the target compound as a white solid 7.5 g, yield: 91%. This white solid was 5-bromo-2,3-dihydrobenzofuran (the compound 2)., 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; Taizhou Polytechnic College; Zhang Maofeng; Zhang Yanmei; Wang Lizhong; Wu Xishan; (7 pag.)CN110452201; (2019); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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

59434-19-4, A mixture of 4-aminoisobenzofuran-1(3H)-one (149 mg, 1 mmol) and nicotinaldehyde (268 mg, 2.5 mmol) in ethyl propionate (10 mL) was cooled to 0 C. A solution of sodium methoxide in methanol [sodium (93 mg, 4 mmol) in methanol (3 mL)] was then added dropwise. After the addition, the mixture was stirred at 25 C. for 16 hr. The mixture was quenched with water (5 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 prep-HPLC to give methyl 4-oxo-2,3-di(pyridin-2-yl)-1,2,3,4-tetrahydroquinoline-5-carboxylate (72 mg, yield 20%) and ethyl 4-oxo-2,3-di(pyridin-2-yl)-1,2,3,4-tetrahydroquinoline-5-carboxylate (14 mg, yield 3%) as a light yellow solid. LC-MS (ESI) m/z: 360(M+1)+ (methyl 4-oxo-2,3-di(pyridin-2-yl)-1,2,3,4-tetrahydroquinoline-5-carboxylate); 374(M+1)+(ethyl 4-oxo-2,3-di(pyridin-2-yl)-1,2,3,4-tetrahydroquinoline-5-carboxylate)

59434-19-4 4-Aminophthalide 12284649, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; LEAD THERAPEUTICS, INC.; US2010/35883; (2010); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

64169-34-2, 5-Bromoisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 35: Synthesis of 5-(5-Fluoro-4-hydroxymethyl-pyridin-3-yl)-3H-isobenzofuran- 1 -one Step 1 : 5-(4,4,5,5-Tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-3H-isobenzofuran-1-one (35a) A 100 round bottom flask was charged with 5-bromo-3H-isobenzofuran-1-one (750 mg, 3.52 mmol), bis(pinacolato)diboron (894 mg, 3.52 mmol), potassium acetate (691 mg, 7.04 mmol) and 1,4-dioxane (25 mL). The reaction mixture was evacuated and flushed with N2 twice followed by addition of PdClz(dppf).CH2CI2 adduct (144 mg, 0.176 mmol). The reaction was stirred under N2 at 100 “C overnight. The reaction mixture was cooled to room temperature, diluted with ethyl acetate and washed with water twice. The organic layer was dried over sodium sulfate and concentrated in vacuo. The crude was purified using silica gel flash chromatography employing heptane-ethyl acetate(7:3) to afford 5-(4,4,5,5-tetramethyl- [1 ,3,2]dioxaborolan-2-yl)-3H-isobenzofuran-1-one., 64169-34-2

64169-34-2 5-Bromoisobenzofuran-1(3H)-one 603144, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; NOVARTIS AG; ALLAN, Martin; CHAMOIN, Sylvie; HU, Qi-Ying; IMASE, Hidetomo; PAPILLON, Julien; WO2011/61168; (2011); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

166599-84-4, Benzofuran-4-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(RS)-2-Cyclopropyl-2-[methyl-(2-methyl-5-phenyl-thiazole-4-carbonyl)-amino]-ethyl- ammonium chloride (0.17 mmol, 1.0 eq.) was suspended in DMF (0.2 ml) and a solution of benzofuran-4-carboxylic acid (0.135 mmol, 0.79 eq.) and DIPEA (0.57 mmol, 3.4 eq.) in DMF (0.54 ml) was added. Finally a solution of HATU (0.135 ml, 0.79 eq.) was added and the mixture was shaken overnight. The solvent was stripped off and the residue was purified by preparative HPLC yielding the desired product (0.0134 g, 22%)LC-MS: tR = 0.99; [M+H]+ = 460.18, 166599-84-4

166599-84-4 Benzofuran-4-carboxylic acid 22324117, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; ACTELION PHARMACEUTICALS LTD; WO2009/22311; (2009); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

87-41-2, Isobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step (1) Preparation of 3-Bromophthalide A mixture of phthalide (7.5 g, 56 mmol) and N-bromosuccinimide (10 g, 55.5 mmol) in CCl4 (150 mL) was heated at reflux for 3 hours (reaction checked by TLC). The mixture was filtered hot and the filtrate was evaporated to dryness to yield the crude title compound (11.15 g, 97%). It was used as such in the next step.

87-41-2, As the paragraph descriping shows that 87-41-2 is playing an increasingly important role.

Reference£º
Patent; American Home Products Corporation; US4960902; (1990); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13391-28-1,5-Methoxybenzofuran,as a common compound, the synthetic route is as follows.

prepared from 5-methoxybenzo[b]furan according to a similar demethylation method as described in WO 04/043904).

13391-28-1, As the paragraph descriping shows that 13391-28-1 is playing an increasingly important role.

Reference£º
Patent; N.V. Organon; US2007/112019; (2007); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

50551-63-8, 6-Methoxybenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a reaction tube were added 20 mol % CuI, 20 mol % KI (or Xphos), 0.25 mmol heterocycles, 3.0 equiv DTBP, and 1.5 mL cyclic ethers under a nitrogen atmosphere. The resulting mixture was heated at 120 C. After 24 h, the solvent was removed under vacuum, and the residue was purified by flash chromatography (SiO2, petroleum ether/ethyl acetate10:1)., 50551-63-8

50551-63-8 6-Methoxybenzofuran 5314410, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Article; Wang, Chenyang; Gong, Ming; Huang, Mengmeng; Li, Yabo; Kim, Jung Keun; Wu, Yangjie; Tetrahedron; vol. 72; 49; (2016); p. 7931 – 7936;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

64169-34-2, 5-Bromoisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A: 5-(l,3-Dioxolan-2-ylmethyl)-2-benzofuran-l(3H)-one: A three-neck 5L round bottomed flask equipped with a stir bar, firestone valve, thermocouple, condenser and heating mantle was charged with tri-t-butyl phosphonium tetrafluoroborate (500 mg, 1.72 mmol), palladium (II) acetate (250 mg, 1.1 mmol) and 5-bromo-2-benzofuran-l(3H)-one (100 g, 470 mmol). DMF (1.88 L) was added to the flask, and the mixture was degassed three times by alternating vacuum and nitrogen purge. Commercially available bromo(l,3-dioxolan-2- ylmethyl)zinc solution (1.03 L, 516 mmol) was added via canula and the mixture was again degassed three times. The mixture was then heated at 85 C for 10 h. The mixture was then allowed to return to room temperature for overnight. 2-methylTHF (2L) and brine were added, and the mixture was stirred for 5 min. The layers were separated and the aqueous layer was extracted again with 2-methylTHF. The organic layers were combined, washed three times with brine (4L each), dried over MgS04, filtered, and concentrated. The crude product was purified by flash chromatography (1.5 kg silica cartridge), eluting with 0-20% ethyl acetate in dichloromethane to afford 5-(l,3-dioxolan-2-ylmethyl)-2-benzofuran-l(3H)-one., 64169-34-2

As the paragraph descriping shows that 64169-34-2 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; DONG, Shuzhi; PASTERNAK, Alexander; GU, Xin; FU, Qinghong; JIANG, Jinlong; DING, Fa-Xiang; TANG, Haifeng; DEJESUS, Reynalda, K.; SUZUKI, Takao; WO2015/100147; (2015); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem