Downstream synthetic route of 95333-17-8

The synthetic route of 95333-17-8 has been constantly updated, and we look forward to future research findings.

95333-17-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.95333-17-8,Benzofuran-4-carbonitrile,as a common compound, the synthetic route is as follows.

To a solution of benzofuran-4-carbonitrile (750 mg, 4.72 mmol, 1.00 equiv) in methyl alcohol (10.0 mL) was added Boc20 (3.09 g, l4.2mmol, 3.00 equiv) and Pd/C (4.72 mmol, 10.0 w. %, 1.00 equiv). The mixture was stirred at 30 C for 24 h under hydrogen (50.0 psi). The reaction mixture was filtered and concentrated under reduced pressure to give the crude material, which was purified by column chromatography (petroleum ether / ethyl acetate = 1 / 0 to 50 / 1) to afford /er/-butyl N-( 2, 3-dihydrobenzofuran-4-ylmethyl) carbamate (140 mg, 562 pmol, 11.9% yield) as a colorless oil. 1H NMR (400MHz, CDCI3) d = 7.10 (t, J=8.0 Hz, 1H), 6.74 (dd, J=8.0, 14.0 Hz, 2H), 4.75 (br s, 1H), 4.59 (t, J=8.8 Hz, 2H), 4.28 (br d, J=5.6 Hz, 2H), 3.20 (t, J=8.8 Hz, 2H), 1.47 (s, 9H).

The synthetic route of 95333-17-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MIRATI THERAPEUTICS, INC; MARX, Matthew, Arnold; LEE, Matthew, Randolph; BOBINSKI, Thomas, P.; BURNS, Aaron, Craig; ARORA, Nidhi; CHRISTENSEN, James, Gail; KETCHAM, John, Nichael; (225 pag.)WO2019/152419; (2019); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Downstream synthetic route of 37418-88-5

37418-88-5 4-Hydroxyisobenzofuran-1,3-dione 96580, 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.37418-88-5,4-Hydroxyisobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

3-Hydroxyphthalic anhydride (1.641 g, 10 mmol, 1 eq) and 3-aminopiperidine-2,6- dione hydrochloride (1.646 g, 10 mmol, 1 eq) were dissolved in pyridine (40 mL, 0.25 M) and heated to 110 ¡ãC. After 14 hours, the mixture was cooled to room temperature and concentrated under reduced pressure. Purification by column chromatography (ISCO, 24 g silica column, 0-10percent MeOH/DCM) gave the desired product as a tan solid (2.424 g, 8.84 mmol, 88percent). JH NMR (400 MHz, DMSO-c e) delta 11.08 (s, 2H), 7.65 (dd, J = 8.4, 7.2 Hz, 1H), 7.36 – 7.28 (m, 1H), 7.25 (dd, J= 8.4, 0.6 Hz, 1H), 5.07 (dd, J= 12.8, 5.4 Hz, 1H), 2.88 (ddd, J= 17.3, 14.0, 5.4 Hz, 1H), 2.63 – 2.50 (m, 2H), 2.08 – 1.95 (m, 1H)., 37418-88-5

37418-88-5 4-Hydroxyisobenzofuran-1,3-dione 96580, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; DANA-FARBER CANCER INSTITUTE, INC.; BRADNER, James; BUCKLEY, Dennis; WINTER, Georg; (418 pag.)WO2017/24317; (2017); A2;,
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Some tips on 7168-85-6

As the paragraph descriping shows that 7168-85-6 is playing an increasingly important role.

7168-85-6, 7-Methoxybenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of POCl3 (0.65 ml, 0.04 mol) and DMF (2.1 ml, 0.04 mol) at 0 C. was added 7-methoxybenzofuran (1 g, 0.0067 mol). The resulting solution was heated to 80 C. and stirred for 4 h. After being cooled to room temperature, the reaction mixture was poured into ice and extracted with ether. The combined extracts were concentrated in vacuo and purified by silica gel flash column chromatography (10% EtOAc/hexanes) to afford benzaldehyde (750 mg, 64%) as an off-white solid., 7168-85-6

As the paragraph descriping shows that 7168-85-6 is playing an increasingly important role.

Reference£º
Patent; Prosetta Antiviral, Inc.; ATUEGBU, Andy; SOLAS, Dennis; HURT, Clarence R.; KITAYGORODSKYY, Anatoliy; (141 pag.)US2016/168100; (2016); A1;,
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Downstream synthetic route of 57319-65-0

As the paragraph descriping shows that 57319-65-0 is playing an increasingly important role.

57319-65-0, 6-Aminoisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

57319-65-0, 6-Amino-1(3H)-isobenzofuranone (3.0 g, 20 mmol) obtained from Example 26-(1) was dissolved in a mixture of 47% aqueous hydrobromic acid solution (15 ml) and water (15 ml), then the mixture was cooled to 0C, and a solution of sodium nitrite (1.45 g, 21 mmol) in water (7 ml) was slowly added thereto. Further, a solution of copper (I) bromide (3.6 g, 25 mmol) dissolved in 47% aqueous hydrobromic acid solution (10 ml) was added to the reaction mixture, and the resulting mixture was stirred at 80C for 20 minutes. After cooling the mixture, the liberated product was collected by filtration and then washed with water. The obtained pale brown solid was dissolved in ethyl acetate, then the insoluble material was removed by filtration, and the filtrate was washed successively with a 1N aqueous solution of hydrochloric acid, an aqueous solution of sodium hydrogen carbonate, and an aqueous solution of sodium chloride, and then dried over anhydrous magnesium sulfate. After filtration, the filtrate was concentrated to afford the title compound (3.57 g, 84% yield) as a crystalline solid. NMR spectrum (400 MHz, CDCl3) delta ppm: 5.289 (2H, s), 7.391 (1H, d, J=8 Hz), 7.808 (1H, dd, J=8, 2 Hz), 8.068 (1H, d, J=2 Hz) IR spectrum nu max KBr cm-1: 1778, 1458, 1359, 1191, 1046, 998, 768 Mass spectrum m/z (EI): 214, 212 (M+), 185, 183, 157, 155.

As the paragraph descriping shows that 57319-65-0 is playing an increasingly important role.

Reference£º
Patent; Sankyo Company, Limited; EP1362856; (2003); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Simple exploration of 588703-29-1

As the paragraph descriping shows that 588703-29-1 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.588703-29-1,Methyl benzofuran-6-carboxylate,as a common compound, the synthetic route is as follows.

588703-29-1, [00132] The benzofuranyl carbonyl moiety was prepared by protecting the hydroxyl groupof compound 13 by reacting with tert-butyldimethylsilyl chloride (1.0 equivalents) andtriethylamine (TEA, 1.1 equivalents) in acetone, to give compound 14 in 79% yield. A solutionof compound 14 in methanol was then treated with sodium borohydride (1.0 equivalent) at roomtemperature overnight. The reaction was quenched with an addition of acetone, stirred at roomtemperature for a further 2.5 hours, aqueous HC1 (4N) was added with the temperature controlledto below 28 C, tetrahydrofuran (THF) was added, and the solution stirred overnight under argonand in the absence of light. The product, compound 15, was isolated quantitatively by extractioninto methylene chloride, concentrated at low heat, and used without further purification. Thetriflate ester, compound 16, was produced in 69% yield from compound 15 by reacting it with Nphenyl-bis(trifluoromethanesulfonimide) (1.0 equivalent) in methylene chloride for 72 hours.Compound 16 in a mixture of DMF, methanol, and triethylamine, was added to a preparedsolution of palladium acetate, 1,3-Bis(diphenylphosphino)propane (dppp), DMF and methanol inan autoclave. Carbon monoxide was charged into the autoclave to a pressure of 8 bar, and the reaction mixture was heated at 70 C for 6 hours. After workup, compound 17 was isolated in 91% yield. Lithium hydroxide (4 equivalents) in methanol and water was used to hydrolyze the ester and permit the isolation of compound 18? in 97% yield.

As the paragraph descriping shows that 588703-29-1 is playing an increasingly important role.

Reference£º
Patent; SARCODE BIOSCIENCE INC.; ZELLER, James, Robert; VENKATRAMAN, Sripathy; BROT, Elisabeth, C.A.; IYER, Subashree; HALL, Michael; WO2014/18748; (2014); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Some tips on 35700-40-4

35700-40-4, The synthetic route of 35700-40-4 has been constantly updated, and we look forward to future research findings.

35700-40-4, 2,3-Dihydrobenzofuran-7-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To an ice-cooled solution of 2,3-dihydrobenzo[b]furan-7-carboxylic acid (15a) (0.33 g, 2.0 mmol) in 3 ml of acetic acid there was added dropwise 0.6 ml of HNO3. The mixture was stirred in a warm oil bath (70 C.) for 24 hours, and then poured into water. After cooling, the product was collected on a filter to give 0.21 g of solid (50.2%). This was recrystallized from ethyl acetate to afford 0.14 g (33.5%) of 15k, mp 249-251.5 C.

35700-40-4, The synthetic route of 35700-40-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Erbamont, Inc.; US4888353; (1989); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Brief introduction of 89877-62-3

89877-62-3 3-Oxo-1,3-dihydroisobenzofuran-5-carbonitrile 13289562, 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.89877-62-3,3-Oxo-1,3-dihydroisobenzofuran-5-carbonitrile,as a common compound, the synthetic route is as follows.,89877-62-3

1-Oxo-1,3-dihydroisobenzofuran-6-carbonitrile (3.01 g, 18.9 mmol) obtained from Example 5-(2) was dissolved in a mixed solvent (200 ml) of tetrahydrofuran – methanol (3 : 1), and an aqueous solution of sodium hydroxide (1.004N; 17.4 ml, 17.4 mmol) was added thereto over a period of 10 minutes. The mixture was stirred at room temperature for 30 minutes, and the solvent was distilled off under reduced pressure. The resulting residue was dried using a vacuum pump. The obtained solid was dissolved in N,N-dimethylformamide (40 ml), and 4-methoxybenzyl chloride (2.96 g, 18.9 mmol) was added thereto. The mixture was heated at 70-80C for 1 hour. After cooling the mixture to 0C, dichloromethane (40 ml) was added thereto, and 4-(N,N-dimethylamino)pyridine (5.78 g, 47.3 mmol) and allyl chloroformate (4.56 g, 37.9 mmol) were added thereto, then the mixture was stirred at the same temperature for 30 minutes. The mixture was diluted with ethyl acetate and then washed successively with water and an aqueous solution of sodium chloride. The resulting mixture was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to give an oily residue. The residue was subjected to chromatography on a silica gel (100 g) column (eluent; hexane : ethyl acetate = 3 : 1) to afford the title compound (3.11 g, 43% yield) as a colorless oil. NMR spectrum (400 MHz, CDCl3) delta ppm: 3.83 (3H, s), 4.67 (2H, br d, J=6 Hz), 5.31 (2H, s), 5.31 (1H, d, J=10 Hz), 5.39 (1H, dd, J=17, 1 Hz), 5.66 (2H, s), 5.96 (1H, ddt, J=17, 10, 6 Hz), 6.93 (2H, d, J=9 Hz), 7.39 (2H, d, J=9 Hz), 7.70 (1H, d, J=8 Hz), 7.81 (1H, dd, J=8, 1 Hz), 8.30 (1H, d, J=1 Hz) IR spectrum nu max CHCl3 cm-1: 2236, 1725, 1296, 1256 Mass spectrum m/z (FAB): 381 (M+).

89877-62-3 3-Oxo-1,3-dihydroisobenzofuran-5-carbonitrile 13289562, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Sankyo Company, Limited; EP1362856; (2003); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Downstream synthetic route of 54008-77-4

54008-77-4 2-Bromobenzofuran 2776264, abenzofuran compound, is more and more widely used in various fields.

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, General procedure: In a hot oven-dried Schlenk tube under N2 atmosphere were added Ph3Bi (0.25 mmol, 110 mg, 1.0 equiv), 2-bromobenzofuran (0.825 mmol, 163 mg, 3.3 equiv), Cs2CO3 (0.75 mmol, 244 mg, 3.0 equiv), Pd(OAc)2 (0.025 mmol, 5.6 mg, 0.1 equiv), PPh3 (0.1 mmol, 26 mg, 0.4 equiv), and NMP (3 mL) solvent. The resulting mixture was stirred in preheated oil bath at 90 C for 1 h. After the reaction is over, the mixture was cooled, quenched with dil HCl and extracted with ethyl acetate. The combined organic extract was washed with water, brine, and dried over MgSO4 and concentrated. The crude was subjected to silica gel column chromatography (230-400 mesh) using petroleum ether as the eluent to obtain the pure 2-phenylbenzofuran (2.1) as a white solid (140 mg, 96%). The product was characterized by spectroscopy and in comparison with the literature data.

54008-77-4 2-Bromobenzofuran 2776264, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Article; Rao, Maddali L.N.; Awasthi, Dheeraj K.; Talode, Jalindar B.; Tetrahedron Letters; vol. 53; 21; (2012); p. 2662 – 2666;,
Benzofuran – Wikipedia
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New learning discoveries about 496-16-2

496-16-2, 496-16-2 2,3-Dihydrobenzo[b]furan 10329, 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.496-16-2,2,3-Dihydrobenzo[b]furan,as a common compound, the synthetic route is as follows.

Solid AlCl3 (5.55 g, 0.042 M) was added portionwise to a cold (00C) solution of dihydrobenzofuran (5.0 g, 0.042 M) arid ethyl oxalyl chloride (4.5 mL, 0.042 M) in dry dichloromethane (80 mL). After complete addition the dark solution was warmed up to RT and stirred for 2 hr. The resulting reaction mixture was slowly poured into a concentrated HCl/ice water solution (5 mL/200 mL). The aqueous mixture was stirred for 20 minutes and dichloromethane (1,50 mL) was added. Layers were separated. The aqueous layer was extracted with dichloromethane (1 x). The combined CH2CI2 extracts were dried over MgSO4, filtered, evaporated in vacuo and the crude oil purified by chromatography (Hexane/EtOAc) to provide the desired product as an oil (4.8 g) 54percent. 1H NMR (400 MHz, CDCl3) 87.88 (s, IH), 7.86 (d, J = 8.3 Hz, IH), 6.85 (d, J = 8.8 Hz, IH), 4.72 (t, J = 9 Hz, 2H), 4.45 (q, J = 7.2 Hz, 2H), 3.28 (t, J = 9.2 Hz, 2H), 1.42 (t, J = 7.2 Hz, 3H). MS (m/z): 221 (MH+).

496-16-2, 496-16-2 2,3-Dihydrobenzo[b]furan 10329, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2007/75567; (2007); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Downstream synthetic route of 201809-69-0

As the paragraph descriping shows that 201809-69-0 is playing an increasingly important role.

201809-69-0, 6-Bromobenzofuran-3(2H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To FA (14.6 g, 318 mmol, 3.5 equiv) cooled to 0 oC was added TEA (27.5 g, 272 mmol, 3.0 equiv) dropwise with stirring under nitrogen. To this mixture were added a solution of 6-bromo-2,3-dihydro-1-benzofuran-3-one (19.4 g, 90.9 mmol, 1.0 equiv) in DCM (500 mL) and (S,S)-N-(p-toluenesulfonyl)-1-2-diphenylethanediamine(chloro)(p- cymene)ruthenium(II) (1.65 g, 2.6 mmol, 0.03 equiv). The mixture was stirred overnight at room temperature and poured into water (500 mL). The resulting solution was extracted with DCM (500 mL) three times. The combined organic layers were washed with brine (500 mL), dried over anhydrous sodium sulfate, concentrated under reduced pressure, and purified by silica gel chromatography (EA/PE, 1/9) to afford 13.4 g (69%) of (3R)-6-bromo-2,3-dihydro- 1-benzofuran-3-ol as a yellow solid with 96% ee. (Chiral_SFC, CHIRALPAK AD-H 4.6*100 mm, 5 mum)., 201809-69-0

As the paragraph descriping shows that 201809-69-0 is playing an increasingly important role.

Reference£º
Patent; CYTOKINETICS, INC.; CHUANG, Chihyuan; MORGAN, Bradley P.; VANDERWAL, Mark; WANG, Wenyue; ASHCRAFT, Luke W.; (362 pag.)WO2019/144041; (2019); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem