Heterocyclic Building Block-benzofuran

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.77095-51-3,Benzofuran-6-carboxylic acid,as a common compound, the synthetic route is as follows.

77095-51-3, l-benzofuran-6-carboxylic acid (10 g), HOBt (12.5 g) and EDC.HC1 (17.75 g) was charged in THF (60 ml). To this solution was added di isopropyl ethyl amine (22.2 g). Reaction mass was cooled to 0~5C. Added (S)-2-(5,7-dichloro-l,2,3,4- tetrahydroisoquinoline-6-carboxamido)-3-(3-(methyl sulfonyl)phenyl)propanoic acid ( 28.5g) lot wise at -10C. Temperature of reaction mass was raised to room temperature. Stirred and monitored the reaction by TLC. After completion of reaction, Water (100 ml) and MDC (100 ml) were added. Stirred and separated the layers. Organic layer so obtained was washed with brine and 10% sodium carbonate solution. Organic layer was distilled to give crude lifitegrast which was then purified in acetone and methanol to give pure lifitegrast (3.1.2 g, 83.8%).

The synthetic route of 77095-51-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MANKIND PHARMA LTD.; BHAVSAR, Jigar Tarun Kumar; TIWARI, Rakesh; BHASHKAR, Bhuwan; KUMAR, Anil; (30 pag.)WO2019/73325; (2019); 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.54109-03-4,5-Chloroisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.,54109-03-4

a) 5-Chloro-1,3-dihydro-2-benzofuran-1-ol To a solution of 5-chlorophthalide (3.64 g, 21.6 mmol) in dichloromethane (100 mL) at -78¡ã C. was added di-isobutylaluminium hydride (1M in toluene) (23.8 mL, 23.8 mmol) dropwise. After 1 h the reaction mixture was quenched with a saturated solution of sodium tartrate (250 mL), allowed to warm to room temperature and stirred for 1h. The layers were separated and the aqueous layer extracted with dichloromethane. The combined organic layers were dried (MgSO4), filtered and concentrated in vacuo to yield the title compound as a white solid.

The synthetic route of 54109-03-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Agejas-Chicharro, Javier; Belen Bueno Melendo, Ana; Camp, Nicholas Paul; Gilmore, Jeremy; Jimenez-Aguado, Alma Maria; Lamas-Peteira, Carlos; Marcos-Llorente, Alicia; Mazanetz, Michael Philip; Montero Salgado, Carlos; Timms, Graham Henry; Williams, Andrew Caerwyn; US2004/122001; (2004); 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, Under the protection of nitrogen, are weighing 30 g raw material C (177 mmol), 34.9 g raw material G (177 mmol), 42.6 g sodium tert-butanol (443 mmol), 0.40 g Pd (OAc)2(1.77 Mmol), 1.55 g C10104 R3 (3.54 mmol), dimethyl benzene is used for stirring and mixing, heating to 120 – 130 C, reflux reaction 5 – 7 hours, sampling TLC detection display without material remaining C; natural cooling to room temperature, water washing, over silica gel column, for refining THF, and dried to obtain the 31.6 g intermediate E, yield: 62.5%, HPLC: 99.9%. C raw material, the raw material G, […] molar ratio of 1:1: 2.5.

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

Reference£º
Patent; Yantai Jiu Mu Chemicals Co., Ltd.; Chi Shenghua; Fang Pinglei; Zhang Shicai; Cui Lisha; Cheng Daxing; Liu Kai; (27 pag.)CN109369420; (2019); 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.16859-59-9,3-Hydroxyisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.

General procedure: A mixture of 3-aminothienopyridine 1a (1.21 g, 4.3 mmol), ortho-formylbenzoic acid (0.77 g, 5.0 mmol), and p-TsOH (20 mg) was refluxed in toluene (30 ml) for 6-7 h. Cooling of the reaction mixture to room temperature gave a precipitate that was filtered off and recrystallized from EtOH. Yield 1.24 g (70%), yellow crystals., 16859-59-9

16859-59-9 3-Hydroxyisobenzofuran-1(3H)-one 3804259, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Article; Vasilin; Lukina; Stroganova; Krapivin; Chemistry of Heterocyclic Compounds; vol. 50; 10; (2015); p. 1486 – 1494; Khim. Geterotsikl. Soedin.; 10; (2014); p. 1614 – 1623,10;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

4687-25-6,4687-25-6, Benzofuran-3-carbaldehyde is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 9Syntheses of N-benzofuran-3-yl-methylidene-N’-(8-morpholin-4-yl-2-pyridin-4-yl-imidazo[1.2-b]pyridazin-6-yl)-hydrazine (Compound 9)6-Chloro-8-morpholin-4-yl-2-pyridin-4-yl-imidazo[1,2-b] pyridazine (65.6mg, 0.208mol) was dissolved in N-methylpyrrolidone (2mL).Potassium carbonate (57.5mg, 0.416mmol) and hydrazine monohydrate (101 muL, 2.08mmol) were added thereto and stirred in a sealed tube at 150¡ãC for 2 hours.Thus obtained reaction liquid was diluted with water and extracted with an ethyl acetate.The extract together with the extraction liquid was dried with anhydrous sodium sulfate, and then the solvent was removed therefrom.The obtained residue was dissolved in ethanol (3mL), and benzofuran-3-carboxyaldehyde (30.4mg, 0.208mmol) was added thereto and stirred at room temperature for 3 hours.Then, the reaction liquid was filtered, and the obtained solid material was washed with diethyl ether to obtain a title compound (37.2mg, 41percent).The characteristic value of the compound is shown below.1H-NMR (300 MHz, DMSO): delta 3.87-3.89 (m, 4H), 3.98-4.00 (m, 4H), 6.50 (s, 1H), 7.40-7.43 (m, 2H), 7.64 (m, 1H), 7.88 (d, 2H, J=6.2 Hz), 8.21-8.24 (m, 2H), 8.37 (s, 1H), 8.57 (d, 2H, J=6.2 Hz), 8.59 (s, 1H), 11.03 (s, 1H); MS (ESI) m/z 440 (M+H)+.

The synthetic route of 4687-25-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AJINOMOTO CO., INC.; EP2518072; (2012); A1;,
Benzofuran – Wikipedia
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

A mixture of 3-hydroxyphthalic anhydride (543 mg, 3.31 mmol), 4-methoxybenzylamine (0.43 mL, 3.31 mmol) and acetic acid (3 mL) was heated at 1000C for 4 hours. The mixture was allowed to cool and diluted with water (20 mL). The white solid was collected by filtration, washed well with water and dried to give the title compound (760 mg, 81 percent). 1H NMR (DMSOd6) 11.03 (1 H, s), 7.61 (1H, dd), 7.28 (1 H, d), 7.23-7.19 (3H, m), 6.89-6.86 (2H, m), 4.63 (2H, s), 3.71 (3H, s). MS: [M-H+] 282., 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; ASTEX THERAPEUTICS LIMITED; WO2008/44041; (2008); 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.174775-48-5,Ethyl 5-aminobenzofuran-2-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: To a stirred solution of 1-(2,3-dichlorophenyl) piperazine (entry 3) (5 g, 0.022 mol) in THF (25 mL) was added formamide (2.4 g, 0.054 mol).To the above mixture was added sodium methoxide (30% solution in methanol, 9.7 g, 0.054 mol) and stirred at room temperature for 6 h. The solvent was evaporated and the reaction mixture was diluted with water and extracted with dichloromethane (50 mL ¡Á 2). The dichloromethane layer was washed with 25 mL of dilute HCl and concentrated under reduced pressure to give the product (5.1 g, 92%)., 174775-48-5

The synthetic route of 174775-48-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Joseph, Sony; Das, Prasenjit; Srivastava, Bindu; Nizar, Hashim; Prasad, Mohan; Tetrahedron Letters; vol. 54; 8; (2013); p. 929 – 931;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16859-59-9,3-Hydroxyisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.

General procedure: 3.3 Mmol (0.5 g) o-formylbenzoic acid or opianic acid (0.62 g.) was triturated with 2 mL of conc. H2SO4 until dissolution and then was added 0.7 g (3.6 mmol) sodium carbamoylmethyl thiosulfate, triturated again and left for 12 hours at r.t. The reaction mixture was treated with 25 mL of cold water. The solid product was filtered off, washed with water and dried.

16859-59-9, The synthetic route of 16859-59-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ukhin, L.Yu.; Akopova; Bicherov; Kuzmina; Morkovnik; Borodkin; Tetrahedron Letters; vol. 52; 42; (2011); p. 5444 – 5447;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.28418-88-4,4-Iodoisobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

(1-1) Production of N-(4-methyl-3-trifluoromethylisoxazol-5-yl)-3-iodophthalimide In 20 ml of acetic acid, 0.6 g of 3-iodophthalic anhydride and 0.44 g of 5-amino-4-methyl-3-trifluoromethyl-isoxazole were dissolved and reacted for 9 hours with heating under reflux. After completion of the reaction, the solvent was distilled off under reduced pressure, and the residue was dissolved in ethyl acetate, washed with dilute hydrochloric acid, saturated aqueous solution of sodium bicarbonate and saturated aqueous solution of sodium chloride, and then dried on sodium sulfate. After distilling off the solvent under reduced pressure, the residue was purified by silica gel column chromatography using a 3/1 mixture of hexane and ethyl acetate as an eluent to obtain 0.71 g of the objective product. Property: m.p. 105C; Yield: 69%

28418-88-4, 28418-88-4 4-Iodoisobenzofuran-1,3-dione 282071, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Nihon Nohyaku Co., Ltd.; EP1193254; (2002); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

17403-47-3, 5-Nitro-2,3-dihydrobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2: Preparation of 5-amino-2,3-dihydrobenzofuran [Show Image] The product (1 g, 6.1 mmol) obtained in Step 1, Raney Ni (0.1 g) and MeOH(10 mL) were used for hydrogenation at room temperature and hydrogen pressure of 50 PSI, until the reaction was finished. The catalyst was removed by filtration, the fitrate was concentrated under vacuum to obtain a product (800 mg, 97.2%)., 17403-47-3

As the paragraph descriping shows that 17403-47-3 is playing an increasingly important role.

Reference£º
Patent; Xuanzhu Pharma Co., Ltd.; EP2532665; (2012); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem