Analyzing the synthesis route of 66826-78-6

66826-78-6 5-Bromo-2,3-dihydrobenzofuran 2776159, abenzofuran compound, is more and more widely used in various.

66826-78-6, 5-Bromo-2,3-dihydrobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

PREPARATION 108 2,3-Dihydrobenzofuran-5-ylboronic Acid Obtained as a colourless solid (38%), m.p. >240 C.(decomp.), from 5-bromo-2,3-dihydrobenzofuran (Synthesis, 1988, 952) and trimethyl borate, using the procedure of Preparation 101. delta(DMSOd6): 3.33 (t,2H), 4.48 (t,2H), 6.68 (d,1H), 7.56 (d,1H), 7.63 (s,1H), 7.70 (brs,2H).

66826-78-6 5-Bromo-2,3-dihydrobenzofuran 2776159, abenzofuran compound, is more and more widely used in various.

Reference£º
Patent; Pfizer INC; US6387931; (2002); B1;,
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Analyzing the synthesis route of 1914-60-9

1914-60-9 2,3-Dihydrobenzofuran-2-carboxylic acid 2776555, abenzofuran compound, is more and more widely used in various.

1914-60-9, 2,3-Dihydrobenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To Intermediate 7 (0.05 g, 0.14 mmol) were added HATU (0.11 g, 0.28 mmol) and the appropriate carboxylic acid (0.18 mmol). The mixture was dissolved in DMF (5 mL) and DIPEA (0.11 mL, 0.64 mmol) was added. The mixture was stirred under nitrogen at r.t. for 72 h. The residue was concentrated in vacuo and purified by preparative HPLC, to yield the title compound as an off-white solid.

1914-60-9 2,3-Dihydrobenzofuran-2-carboxylic acid 2776555, abenzofuran compound, is more and more widely used in various.

Reference£º
Patent; UCB PHARMA S.A.; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U.LEUVEN R&D; FORD, Daniel James; FRANKLIN, Richard Jeremy; GHAWALKAR, Anant Ramrao; HORSLEY, Helen Tracey; HUANG, Qiuya; REUBERSON, James Thomas; VANDERHOYDONCK, Bart; WO2014/96423; (2014); A1;,
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Brief introduction of 77095-51-3

77095-51-3 Benzofuran-6-carboxylic acid 17867234, abenzofuran compound, is more and more widely used in various.

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.

l-benzofuran-6-carboxylic acid (5.0 g) was charged in dichloromethane and added thionyl chloride (4.5 g) followed by stirring to get clear solution. The solvent was removed under reduced pressure, MDC (20 ml) was charged to the residue. The acid chloride, in methylene chloride was added slowly to a solution of (S)-2-(5,7-dichloro-l,2,3,4- tetrahydroisoquinoline-6-carboxamido)-3-(3-(methyl sulfonyl)phenyl)propanoic acid (13.8 g) and diisopropylethyl amine (10 ml) below 5C. Reaction mass was stirred at 0-5C till, completion of reaction. Reaction mass was then quenched with water 25ml. Layers were separated and organic layer washed with sodium bicarbonate solution. Organic layer concentrated to get crude Lifitegrast. Crude lifitegrast was recrystaliized in acetone. (13 g, yield-72.8%)

77095-51-3 Benzofuran-6-carboxylic acid 17867234, abenzofuran compound, is more and more widely used in various.

Reference£º
Patent; MANKIND PHARMA LTD.; BHAVSAR, Jigar Tarun Kumar; TIWARI, Rakesh; BHASHKAR, Bhuwan; KUMAR, Anil; (30 pag.)WO2019/73325; (2019); A1;,
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Downstream synthetic route of 59434-19-4

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

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

To a stirred mixture of 3-(diethoxymethyl)benzaldehyde (3.75 g, 18 mmol) and anhydrous sodium sulfate (21.3 g, 150 mmol) in anhydrous dichloromethane (300 mL) was added 4-aminoisobenzofuran-1(3H)-one (2.24 g, 15 mmol) at 0 C. After the addition, the mixture was stirred at room temperature for 6 days. The mixture was filtered and the cake was washed with dichloromethane (50 mL¡Á3). The filtrate was concentrated to give crude product. The crude product was washed with petroleum ether to give (E)-4-(3-(diethoxymethyl)benzylideneamino)isobenzofuran-1(3H)-one (3.1 g, yield 61%) as a white solid. LC-MS (ESI) m/z: 340 (M+1)+

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

Reference£º
Patent; LEAD THERAPEUTICS, INC.; US2010/35883; (2010); A1;,
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Simple exploration of 66826-78-6

As the paragraph descriping shows that 66826-78-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.66826-78-6,5-Bromo-2,3-dihydrobenzofuran,as a common compound, the synthetic route is as follows.

(i) Production of Ethyl 2,3-Dihydronaphtho[2,3-b]furan-6-carboxylate 5-Bromo-2,3-dihydrobenzofuran (38.86 g), which was prepared according to the literature (Alabaster, Ramon J. et al., Synthesis, 1988, vol. 12, pp950.), was dissolved in THF (300 mL) and cooled to -78 C. n-Butyl-lithium in hexane (1.6M; 160 mL) was added to the solution and stirred for 30 min. DMF (40 mL) was added to the mixture and was allowed to warm to room temperature. Water was added to the mixture and the solvent was evaporated. The residue was diluted with ethyl acetate, washed with water and brine, dried and concentrated to give crude product of 5-formyl-2,3-dihydrobenzofuran (28.47 g) as an oil.

As the paragraph descriping shows that 66826-78-6 is playing an increasingly important role.

Reference£º
Patent; Takeda Chemical Industries, Ltd.; US6649643; (2003); B1;,
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Benzofuran | C8H6O – PubChem

Brief introduction of 10035-16-2

The synthetic route of 10035-16-2 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10035-16-2,Benzofuran-5-carbaldehyde,as a common compound, the synthetic route is as follows.

To a solution of aldehyde (400 g) in ether (10 ml) was added LiN(TMS)2 (1 M in THF, 3.3 ml) at 0 C. dropwise. The solution was stirred at 0 C. for 30 min and EtMgBr (3M in THF, 1.83 ml) was added dropwise. The reaction was refluxed overnight, cooed to 0 C., quenched with saturated ammonium chloride and extracted with ether. The ether was stirred with 3N HCl (20 ml), then the aqueous layer was basified with NaOH pellets and extracted with ether. The ether layer was washed with brine, dried with MgSO4, filtered and concentrated in vacuo to give 220 mg of product (46%).

The synthetic route of 10035-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Schering Corporation; US2004/106794; (2004); A1;,
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New learning discoveries about 196799-45-8

As the paragraph descriping shows that 196799-45-8 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.196799-45-8,2,3-Dihydrobenzofuran-7-carbaldehyde,as a common compound, the synthetic route is as follows.

General procedure: Et3N (1.0 equiv) was added to a suspension of 2-(4-bromo-2,5-dimethoxyphenyl)ethanamine hydrochloride (2C-B*HCl, 1.0 mmol) and the required aldehyde (1.1 equiv) in EtOH (10 mL) and the reaction was stirred until formation of the imine was complete according to TLC or GC (between 30 min and 3 h depending on the aldehyde). NaBH4 (2.0 mmol) was then added and the reactionwas stirred for another 30 min. The reaction mixture was concentratedunder reduced pressure and the residue was partitioned between CH2Cl2 and water (30 mL, 1:1). The organic layer was isolated and the aqueous layer was extracted with CH2Cl2 (2 x 15 mL). The combined organic extracts were dried over Na2SO4, filtered and evaporated under reduced pressure. The residue was purified by flash chromatography (CH2Cl2/MeOH/NH3 98:2:0.04). The purified free base was dissolved in EtOH (2 mL) and HCl (1 M in EtOH, 2 mL) was added and the resulting solution was diluted with Et2O until a precipitate was formed. The crystals were collected by filtration and dried under reduced pressure to provide the desired products.

As the paragraph descriping shows that 196799-45-8 is playing an increasingly important role.

Reference£º
Article; Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Braeuner-Osborne, Hans; Kristensen, Jesper Langgaard; Bioorganic and Medicinal Chemistry; vol. 23; 14; (2015); p. 3933 – 3937;,
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Analyzing the synthesis route of 569-31-3

As the paragraph descriping shows that 569-31-3 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.569-31-3,6,7-Dimethoxy-3H-1-isobenzofuranone,as a common compound, the synthetic route is as follows.

A solution of Compound 31a (6.31 g, 32.5 mmol) in acetonitrile (60 mL) was added NCS (4.77 g, 35.7 mmol) . After stirring at 60 C for 1 hour, the insoluble matter was collected by filtration, so as to yield compound 31b. Yield: 6.15 g, (83%) 1H-N R (CDC13) delta: 3.91 (3H,’s), 4.09 (3H, s) , 5.15 (2H, s), 7.16 (1H, s) .

As the paragraph descriping shows that 569-31-3 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; SHIONOGI & CO., LTD.; LIAO, Xiangmin; PEARSON, Neil, David; PENDRAK, Israil; THALGI, Reema; YAMAWAKI, Kenji; YOKOO, Katsuki; SATO, Jun; KUSANO, Hiroki; AOKI, Toshiaki; WO2014/68388; (2014); A1;,
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Brief introduction of 3199-61-9

As the paragraph descriping shows that 3199-61-9 is playing an increasingly important role.

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.

A mixture of ethyl benzofuran-2-carboxylate 1 (3.80g, 20mmol), and hydrazine monohydrate (3mL, 61.5mmol) in EtOH (5mL) was refluxed for 3h. After cooling the formed precipitate was filtered off, washed with water (5¡Á10mL) dried and used without further purification. Yield 85%. Mp 190-192C (lit. 190-194C [47]). 1H NMR (DMSO-d6): delta 4.56 (s, 2H, NH2), 7.31 (m, 1H, Ar), 7.42 (m, 1H, Ar), 7.50 (s, 1H, Ar), 7.63 (d, J=8.5Hz, 1H, Ar), 7.74 (d, J=8.0Hz, 1H, Ar), 10.00 (s, 1H, NH). IR (Nujol) 3322, 3184, 1661, 1601cm-1m/z 177 (M+H)+. Anal. Calcd for C9H8N2O2: C, 61.36; H, 4.58; N, 15.90. Found: C, 61.29; H, 4.59; N, 15.93.

As the paragraph descriping shows that 3199-61-9 is playing an increasingly important role.

Reference£º
Article; Baldisserotto, Anna; Demurtas, Monica; Lampronti, Ilaria; Moi, Davide; Balboni, Gianfranco; Vertuani, Silvia; Manfredini, Stefano; Onnis, Valentina; European Journal of Medicinal Chemistry; vol. 156; (2018); p. 118 – 125;,
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Analyzing the synthesis route of 13391-28-1

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

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.

Step A: Preparation of 5-Methoxy-2-sulfamoylbenzo[b]furan A solution of 5-methoxybenzo[b]furan (10.8 g, 73 mmol) in 100 ml of dry THF was cooled to -65 C. A 1.6M solution of n-butyllithium in hexane (50 ml, 80 mmol) was added rapidly, dropwise, such that the temperature did not exceed -55 C. After 15 minutes at -55 C. sulfur dioxide gas was passed into the reaction flask until an aliquot removed from the flask and dissolved in water was no longer basic to pH paper. Hexane (100 ml) was added to precipitate the product. After warming to room temperature, the product was isolated by filtration. The crude product was dried under low vacuum for 18 hours at room temperature, yielding 15.6 g (98%) of a tan powder. The dry sulfinate salt so obtained was suspended in 150 ml CH2 Cl2 and cooled to 5 C. prior to adding 10.7 g of N-chlorosuccinimide (80 mmol). Stirring was continued for 15 minutes at 5 C. and the cooling bath was removed. After an additional 15 minutes the suspension was filtered through a pad of filter aid. Evaporation of the solvent furnished 17.2 g of sulfonyl chloride as a brown solid. This material was dissolved in 50 ml of dry acetone and added over a 1 minute period to a chilled (5 C.) stirring solution of 15 ml NH4 OH in 150 ml acetone. After 30 minutes the solvent was evaporated. The residue was partitioned between water and ethyl acetate. The organic phase was washed with brine and dried (Na2 SO4). Evaporation left 17.2 g of brown solid. The pure compound was obtained by recrystallization from dichloroethane; m.p. 119-120 C. Analysis calculated for C9 H9 NO4 S: C, 47.57; N, 6.16; H, 3.99; Found: C, 47.52; N, 6.14; H, 4.02. ‘H NMR (d6 -acetone) 7:7.50 (1H, d, J=9), 7.30 (1H, s), 7.25 (1H, d, J=3), 7.1 (1H, dd, J=9, 3), 3.83 (3H, s).

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

Reference£º
Patent; Merck & Co., Inc.; US4544667; (1985); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem