Day: November 13, 2020

10242-10-1, 5-Chlorobenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: (5-Chloro-7-fluoro-1H-indole-2-yl)-carboxylic acid (5a) (50 mg, 0.23 mmol), N,N-diisopropylethylamine (82 mul, 0.47 mmol) and 2-(7-Aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (89 mg, 0.23 mmol) were dissolved in 550 mul N,N-dimethylformamide. After stirring for 10 min 4-methyl-piperazin 6a (26 mul, 0.23 mmol) was added and the reaction mixture was stirred for 16 h at 20 C. The solvent was evaporated under reduced pressure and the crude product was purified using chromatography method P1, yielding 37 mg (53%) of the title compound., 10242-10-1

As the paragraph descriping shows that 10242-10-1 is playing an increasingly important role.

Reference£º
Article; Engelhardt, Harald; De Esch, Iwan J.P.; Kuhn, Daniel; Smits, Rogier A.; Zuiderveld, Obbe P.; Dobler, Julia; Mayer, Moriz; Lips, Sebastian; Arnhof, Heribert; Scharn, Dirk; Haaksma, Eric E.J.; Leurs, Rob; European Journal of Medicinal Chemistry; vol. 54; (2012); p. 660 – 668;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

69999-16-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.69999-16-2,2,3-Dihydrobenzofuranyl-5-acetic acid,as a common compound, the synthetic route is as follows.

EXAMPLE 6 alpha-Sulfo(2,3-dihydro-5-benzofuranyl)acetic acid The title compound is prepared by a modification of the procedure described in J. Am. Chem. Soc., 75, 1653 (1953). To a solution of ethylene chloride is added about 15 mmole of the dioxane-sulfur trioxide reagent and the temperature of the mixture warms to room temperature. (2,3-Dihydro-5-benzofuranyl)acetic acid (10 mmole) is added over a period of 30 minutes. The solution is stirred overnight at room temperature and then poured into cold water. The organic layer is separated and extracted with water. The aqueous extracts are combined with the water layer which is neutralized with sodium hydroxide and evaporated to dryness. The residue is extracted with 70% ethanol. Concentrating the alcohol solution and subsequent cooling gives the sodium salt of alpha-sulfo(2,3-dihydro-5-benzofuranyl)acetic acid.

The synthetic route of 69999-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Richardson-Merrell Inc.; US4138397; (1979); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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

TIPS-EBX (8, 342 mg, 0.800 mmol, 2.0 equiv), AuCl (4.6 mg,0.020 mmol, 0.050 equiv), Zn(OTf)2 (289 mg, 0.800 mmol, 2.0 equiv) and benzofuran derivatives 7 (0.40 mmol, 1.0 equiv) were added into CH3CN (2.0 mL) under air. The mixture was stirred for 26 hours at 60 C. Then the mixture was concentrated with silica gel and purified by column chromatography directly., 7168-85-6

The synthetic route of 7168-85-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Li, Yifan; Waser, Jerome; Beilstein Journal of Organic Chemistry; vol. 9; (2013); p. 1763 – 1767;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

230642-84-9, 4-Vinyl-2,3-dihydrobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To the isolated Ru/salen/pyridine (4 mg, 0.005 mmol) catalyst was charged 4-vinyl-2,3-dihydrobenzofuran (0.37 g, 2.53 mmol) in 4.44 mL of toluene. To the stirred solution was slowly added a solution of EDA (0.32 g, 2.80 mmol) in 1.0 mL of toluene over 30 minutes. After 2.5 hours, an aliquot was removed, and the sample was analyzed by in-process HPLC. The desired cyclopropane ethyl ester was not formed, and only VBF was detected. The catalyst was not active in the promotion of the cyclopropanation of VBF., 230642-84-9

230642-84-9 4-Vinyl-2,3-dihydrobenzofuran 11446416, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; R.P. Scherer Technologies, Inc.; US2007/270593; (2007); 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.32703-79-0,5-(tert-Butyl)isobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

EXAMPLE I Preparation of dimethyl 4-amino-5-t-butylphthalate A mixture of 70 g. of 4-t-butylphthalic anhydride and 65 ml. of concentrated sulfuric acid was stirred at room temperature while adding 60 ml. of 90% nitric acid. The rate of addition was slow and controlled such that the temperture of the mixture did not go above 60 C, although the nitration reaction can be carried out at any temperature within the range of -20 to 120 C. After the addition was complete (2 hours) an additional 50 ml. of concentrated nitric acid was added over a 20 minute period. The reaction mixture was allowed to cool and was then stirred for 4 days. The mixture was then poured onto 800 g. of ice and the layers allowed to separate. The upper layer (water and acid) was decanted off and the residue dissolved in 500 ml. of ether. The ether solution was washed five times with 100 ml. of water, dried with MgSO4, filtered, and the ether removed under reduced pressure. The residual oil was esterified with 150 ml. of trimethyl orthoacetate by mixing the two and distilling off methanol, methyl acetate, and the excess reagent. The crude product was mixed with 400 ml. of methanol and cooled to 10 C. for 20 hours. Filtering and drying gave 33.2 g. of crystalline material. Recrystallization from methanol (125 ml.) gave 30.1 g. of pure dimethyl 4-nitro-5-t-butylphthalate, m.p. 80 -81 C.

32703-79-0, The synthetic route of 32703-79-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Standard Oil Company; US4078142; (1978); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

127264-14-6, 5-(2-Bromoethyl)-2,3-dihydrobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 3; This example illustrates a process for preparing (S)-2-{1-[2-(2,3-dihydrobenzofuran-5-yl)ethyl]-3-pyrrolidinyl}-2,2-diphenylacetamide or a salt thereof wherein a substantially enantiomerically pure 2,2-diphenyl-2-[(3S)-pyrrolidin-3-yl]acetamide or salt thereof, as determined by the inventive method, is used as an intermediate compound. In particular, this example illustrates that when using 2,2-diphenyl-2-[(3S)-pyrrolidin-3-yl]acetamide having less than 0.2percent of the (R)-enantiomer as determined by the HPLC method of Example 1, the obtained (S)-darifenacin hydrobromide has less than 0.06percent of the (R)-enantiomer of darifenacin hydrobromide as determined by the HPLC method of Example 2.To a flask was added: 2,2-diphenyl-2-[(3S)-pyrrolidin-3-yl]acetamide (54.15 g, 125.8 mmol, 99.63percent ee as determined by chiral HPLC method of Example 1), 5-(2-bromoethyl)-2,3-dihydrobenzofuran (34.86 g, 153.5 mmol), potassium hydroxide (20.78 g, 370.4 mmol), methyltriethylammonium chloride (2.810 g, 18.53 mmol), methylethylketone (170 mL) and water (34.0 mL). The reaction mixture was heated to reflux (approximately 75¡ã C.) and stirred for 6 hours, after which time the reaction mixture was cooled to 20-25¡ã C. After cooling, methylethylketone (96 mL) and water (106 mL) were added with stirring and the layers were separated. Ammonium chloride (106 mL, 10percent aqueous solution) was added to the organic layer with stirring and the layers were separated. The organic layer was evaporated to dryness and methylethylketone (106 mL) was added to the residue. The mixture was stirred until dissolution and hydrobromic acid (13 mL) was added, after which a precipitate formed. The resulting suspension was cooled to 0-5¡ã C. and stirred at this temperature for 2 hours. The suspension was filtered and the solid was washed with methylethylketone (2.x.20 mL). A solid was obtained (90.72 g, l.o.d.=41.51percent, 84.92percent yield, 95.68percent HPLC purity, 99.88percent ee as determined by chiral HPLC method of Example 2).

127264-14-6, The synthetic route of 127264-14-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Medichem, S.A.; US2008/312455; (2008); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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

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

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
Benzofuran | C8H6O – PubChem

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