Brief introduction of 69604-00-8

69604-00-8 Ethyl 5-nitrobenzofuran-2-carboxylate 1382954, abenzofuran compound, is more and more widely used in various fields.

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, Ethyl 2-nitrobenzofuran-2-carboxylate (23.5 g) prepared according to Example 4 was added to a reaction flask, 200 ml of ethanol was added, 3 g of 5% palladium carbon was added, and the mixture was replaced with hydrogen 3 times.The hydrogen pressure was controlled to be 0.4-0.5 MPa, hydrogenation reaction was performed at 30 C. for 3 hours, the reaction was completed, and the reaction was filtered. The filtrate was concentrated under reduced pressure to dryness to obtain 19.5 g of 5-aminobenzofuran-2-carboxylic acid ethyl ester.Yield 95.1%, purity 98.8%.

69604-00-8 Ethyl 5-nitrobenzofuran-2-carboxylate 1382954, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Lianyungang Hengyun Pharmaceutical Co., Ltd.; Dong Shuqiu; Feng Ruimao; Zhang Qingjie; (8 pag.)CN107540646; (2018); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Analyzing the synthesis route of 69604-00-8

69604-00-8 Ethyl 5-nitrobenzofuran-2-carboxylate 1382954, abenzofuran compound, is more and more widely used in various fields.

69604-00-8,69604-00-8, Ethyl 5-nitrobenzofuran-2-carboxylate is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Commercially available ethyl 5-NITROBENZOFURAN-2-CARBOXYLATE 30 was HYDROGENATED on PD-C and ACYLATED using commercially available 4-NITRO-N-METHYL-2- TRICHLOROACETYL-PYRROLE 32 to form 33. HYDROGENATION of 33 followed by acylation with 32 afforded the nitro compound 35, which upon HYDROGENATION yielded 36 as the amino compound. ACETYLATION of the amino group of 36 followed by base catalyzed hydrolysis resulted in the acid 37. Coupling of 37 with the hydrochloride salt 39 (obtained by DEPROTECTION of the BOC derivative 38) using EDC afforded the ester 40. See Figure 4.

69604-00-8 Ethyl 5-nitrobenzofuran-2-carboxylate 1382954, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; THE GOVERNMENT OF THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; WO2005/32594; (2005); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Brief introduction of 69604-00-8

The synthetic route of 69604-00-8 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.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;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Downstream synthetic route of 69604-00-8

The synthetic route of 69604-00-8 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.69604-00-8,Ethyl 5-nitrobenzofuran-2-carboxylate,as a common compound, the synthetic route is as follows.

69604-00-8, Step A: Preparation of ethyl-5-amino-1-benzofuran-2-carboxylateEthyl-5-nitro-1-benzofuran-2-carboxylate (100 g) was added to methanol (500mL). 2.5% (w/w) Palladiumlcarbon (10 g in 10 mL water) was added to the hydrogenator.The hydrogen gas was passed at a pressure of 1 to 4 kg/cm2 for 2 hours to 4 hours at 25C to 50C. The reaction mixture was filtered through a Celite filter. The solvent was recovered under vacuum. A mixture of de-ionized water (500 mL) and dichloromethane (300 mL) was added to the reaction mixture and the layers obtained were separated. Theorganic layer was recovered under vacuum to obtain the title compound.Yield (Wet): 82 g

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

Reference£º
Patent; RANBAXY LABORATORIES LIMITED; DAS, Prasenjit; SRIVASTAVA, Bindu; JOSEPH, Sony; MAHESHWARI, Nitin; PRASAD, Mohan; ARORA, Sudershan, Kumar; WO2014/61000; (2014); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Analyzing the synthesis route of 69604-00-8

69604-00-8 Ethyl 5-nitrobenzofuran-2-carboxylate 1382954, abenzofuran compound, is more and more widely used in various.

69604-00-8,69604-00-8, Ethyl 5-nitrobenzofuran-2-carboxylate is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example-2: preparation of ethyl-5-amino-l-benzofuran-2-carboxylate To a solution of ethyl-5-nitro- 1 -benzofuran-2-carboxylate (100g) in Ethyl acetate (800ml) was added 10% palladium on carbon (4.0g). The reaction mixture was stirred under an atmosphere of hydrogen at 33-38C with 4-5kg/cm2 hydrogen pressure for 4-6 hrs. After completion of the reaction, reaction mixture was filtered through hyflo, washed with ethyl acetate. The filtrate was concentrated in vacuo to give ethyl-5-amino-l-benzofuran-2- carboxylate yield: 100%

69604-00-8 Ethyl 5-nitrobenzofuran-2-carboxylate 1382954, abenzofuran compound, is more and more widely used in various.

Reference£º
Patent; ALEMBIC PHARMACEUTICALS LIMITED; JAYARAMAN, Venkat Raman; RATHOD, Dhiraj; VOHRA, Irfan; BHUJADE, Vinayak; MODI, Viral; GANDHI, Ojas; BUDH, Mayur; WO2013/153492; (2013); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Downstream synthetic route of 69604-00-8

As the paragraph descriping shows that 69604-00-8 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.69604-00-8,Ethyl 5-nitrobenzofuran-2-carboxylate,as a common compound, the synthetic route is as follows.,69604-00-8

Ethyl 5-nitro-1-benzofuran-2-carboxylate (2.0 g, 8.54 mmol) was suspended in a mixed solvent of methanol (3.2 mL) and THF (3.2 mL), then a 4 mol/L aqueous solution of sodium hydroxide (3.2 mL) was added thereto, and the mixture was stirred at 70C for 1 hour. A 1 mol/L aqueous solution of hydrochloric acid was added to the reaction solution, followed by extraction with ethyl acetate twice. The organic layer was washed with a saturated saline solution, dried over anhydrous sodium sulfate and filtered, and then the solvent was concentrated under reduced pressure to obtain a crude product. The obtained crude product was dissolved in DMF (20 mL), then 1,1-di-tert-butoxy-N,N-dimethylmethaneamide (13.9 g, 68.32 mmol) was added, and the mixture was stirred at 80C for 11 hours. Water was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was washed with a saturated saline solution, dried over anhydrous sodium sulfate and filtered, and then the organic layer was concentrated under reduced pressure to obtain a crude product. Chloroform (10 mL) was added to the obtained crude product, and the crystal was filtered out to obtain the title compound (1.76 g, 78%). 1H NMR (CDCl3, 300 MHz) delta 12.43 (s, 1H), 8.13-8.11 (m, 1H), 7.61-7.59 (m, 1H), 7.34 (s, 1H), 2.11-1.98 (m, 4H), 1.64-1.59 (m, 9H).

As the paragraph descriping shows that 69604-00-8 is playing an increasingly important role.

Reference£º
Patent; Sumitomo Dainippon Pharma Co., Ltd.; IKUMA Yohei; FUKUDA Nobuhisa; IWATA Masato; KIMURA Hidenori; SUZUKI Kuniko; EP2876105; (2015); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

New learning discoveries about 69604-00-8

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

69604-00-8, Ethyl 5-nitrobenzofuran-2-carboxylate is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

20.0g of ethyl 5-nitrobenzofuran-2-carboxylate prepared in Example 2 was added into a reaction flask, 300ml of ethanol was added, 2g of 5% Pd on carbon was added, the mixture was replaced with hydrogen twice, and the hydrogen pressure was controlled to 0.3 -0.5MPa, 10-30 hydrogenation reaction for 3 hours, the reaction was completed, filtered and the filtrate was concentrated under reduced pressure to give dry 5-aminobenzofuran-2-carboxylic acid ethyl ester 17.1g, yield 98%.

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

Reference£º
Patent; (8 pag.)CN107674052; (2018); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem