Category: 57319-65-0

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

General procedure: To a stirred solution of 2-(3,4-bis(3,4-dimethoxyphenyl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid 1 (70 mg, 0.16 mmol) and EDCI (47 mg, 0.25 mmol) in dry CH2Cl2 (5 mL) at 0 C under N2 atmosphere was added DMAP (30 mg, 0.25 mmol) and 14, 15, 18, or 19 (0.2 mmol) in batch over 10 min. The reaction mixture was stirred overnight while the reaction temperature rose to room temperature naturally. The solution was diluted with CH2Cl2 (20 mL), washed with brine, and dried over anhydrous MgSO4. The solvent was evaporated to dryness to give the crude residue. The residue was purified by flash chromatography on silica gel (EtOAc/PE = 2:1, v/v) to afford the desired compound 16, 17. 2-(3,4-Bis(3,4-dimethoxyphenyl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-N-(3-oxo-1,3-dihydroisobenzofuran-4-yl)-acetamide (16) Yield 69%; mp 244-246 C; 1H NMR (CDCl3, 500 MHz) d: 8.4 (s,1H), 8.0 (d, J = 8.2 Hz, 1H), 7.94 (s, 1H), 7.42 (d, J = 8.3 Hz, 1H), 7.23 (d, J = 8.4 Hz, 2H), 7.06 (s, 3.70 (s, 6H); 13C NMR (CDCl3, 126 MHz) d: 170.7, 164.9, 150.5, 148.7, 142.1, 138.5, 134.5, 126.1, 123.6, 122.7, 121.0, 116.1, 112.5, 110.9, 69.7, 55.9, 55.8, 41.8, 29.6; HRMS calcd for (C30H26O9N2+H)+ 559.1711, found 559.1704., 57319-65-0

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

Reference£º
Article; Wang, Zhen; Wong, Iris L.K.; Li, Fu Xing; Yang, Chao; Liu, Zhen; Jiang, Tao; Jiang, Ting Fu; Chow, Larry M.C.; Wan, Sheng Biao; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5566 – 5573;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.57319-65-0,6-Aminoisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.

57319-65-0, To a suspension of 6-aminoisobenzofuran-1(3H)-one 4 (13.43 g, 90 mmol) in CH2Cl2 (200 mL) at 0 C was added 2,2,2-trichloroethyl carbonochloridate (18.23 mL, 135 mmol) followed by pyridine (17.79 mL, 180 mmol) and allowed to stir at room temperature for 1 h. TLC and HPLC shows reaction was complete. Filtered and washed with DCM (2×30 ml) to afford product 5 as white solid (17.03g, 58%). LCMS: [M+1] = 324. 1H NMR (400 MHz,Acetone-D6): delta 9.55 (brs, 1H), 8.16 (d, J = 2.0 Hz, 1H), 7.91 (dd, J = 8.0, 2.0 Hz, 1H), 7.64 (d, J = 8.0 Hz, 1H), 5.36 (s, 2H), 4.95 (s, 2H).

The synthetic route of 57319-65-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Chowdari, Naidu S.; Pan, Chin; Rao, Chetana; Langley, David R.; Sivaprakasam, Prasanna; Sufi, Bilal; Derwin, Daniel; Wang, Yichong; Kwok, Eilene; Passmore, David; Rangan, Vangipuram S.; Deshpande, Shrikant; Cardarelli, Pina; Vite, Gregory; Gangwar, Sanjeev; Bioorganic and Medicinal Chemistry Letters; vol. 29; 3; (2019); p. 466 – 470;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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, A mixture of 6-aminoisobenzofuran-1(3H)-one 1 (1.0 g, 6.70 mmol) and methanamine (2M in MeOH, 16.76 mL, 33.5 mmol) in DCM (5 mL) was stirred for 3 days. LCMS (M+H-H2O=163.0) showed the presence of ring-opened product. The solvent was evaporated to obtain compound 2 as a colorless paste (quantitative yield).

57319-65-0 6-Aminoisobenzofuran-1(3H)-one 93631, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; POUDEL, Yam B.; GANGWAR, Sanjeev; (37 pag.)US2019/365915; (2019); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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

EXAMPLE 111 6,7-Diethoxy-4-(3-oxo-1,3-dihydro-isobenzofuran-5-ylamino)-quinoline-3-carbonitrile A solution of 400 mg (1.44 mM) of 4-chloro-6,7-diethoxy-quinoline-3-carbonitrile, 230 mg (1.54 mM) of 6-Aminophthalide and 161 mg of pyridine hydrochloride in 12 ml of 2-methoxyethanol was refluxed for 3 hours. To the warm solution was added 1 ml of 1M sodium carbonate and the sample was heated for 5 minutes at 100 C., then poured into 300 ml of ice water. The solid was collected, washed with water followed by ether and dried under vacuum at 80 C. to yield 535 mg of 6,7-Diethoxy-4-(3-oxo-1,3-dihydro-isobenzofuran-5-ylamino)-quinoline-3-carbonitrile as a white solid: mass spectrum (electrospray, m/e): M+H 390.1, mp=280-284 C.

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

Reference£º
Patent; American Cyanamid Company; US6288082; (2001); B1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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, A solution of NaNO2 (2.2 g, 0.040 mol) in H2O (22 mL) was added to a mixture of 6-aminoisobenzofuran-1(3H)-one (5.0 g, 0.030 mol) in HBr (70 mL, 48%) over 5 min at 0 C. The mixture was stirred for 20 minutes before it was pipetted into an ice cold solution of CuBr (22 g, 0.21 mol) in HBr (48%, 23 mL). The resulting dark brown mixture was stirred for 20 min and was then diluted with H2O (200 mL) to produce an orange precipitate. The precipitate was filtered off, treated with sat. NaHCO3 solution, and extracted with EtOAc (20 mL*3). The organics were dried over Na2SO4 and evaporated in vacuo to give 6-bromoisobenzofuran-1(3H)-one (5.4 g, 84%). 1H NMR (300 MHz, CDCl3) delta 8.05 (d, J=1.8, 1H), 7.80 (dd, J=8.1, 1.8, 1H), 7.39 (d, J=8.1, 1H), 5.28 (s, 2H).

The synthetic route of 57319-65-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Vertex Pharmaceuticals Incorporated; Van Goor, Fredrick F.; Burton, William Lawrence; US2015/231142; (2015); 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.57319-65-0,6-Aminoisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.

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

57319-65-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.57319-65-0,6-Aminoisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.

A solution of NaNO2 (2.2 g, 0.040 mol) in H2O (22 mL) was added to a mixture of 6-aminoisobenzofuran-1(3H)-one (5.0 g, 0.030 mol) in HBr (70 mL, 48%) over 5 min at 0 C. The mixture was stirred for 20 minutes before it was pipetted into an ice cold solution of CuBr (22 g, 0.21 mol) in HBr (48%, 23 mL). The resulting dark brown mixture was stirred for 20 min and was then diluted with H2O (200 mL) to produce an orange precipitate. The precipitate was filtered off, treated with sat. NaHCO3 solution, and extracted with EtOAc (20 mL*3). The organics were dried over Na2SO4 and evaporated in vacuo to give 6-bromoisobenzofuran-1(3H)-one (5.4 g, 84%). 1H NMR (300 MHz, CDCl3) delta 8.05 (d, J=1.8, 1H), 7.80 (dd, J=8.1, 1.8, 1H), 7.39 (d, J=8.1, 1H), 5.28 (s, 2H).

The synthetic route of 57319-65-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Vertex Pharmaceuticals Incorporated; Van Goor, Fredrick F.; Burton, William Lawrence; US2015/231142; (2015); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

57319-65-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.57319-65-0,6-Aminoisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.

General procedure: An oven-dried Schlenk tube (A) equipped with a magnetic stir bar was charged with AgF (132.2 mg, 1.05 mmol, 3.5 equiv), sealed with a septum, and degassed by alternating vacuum evacuation and nitrogen backfill (three times) before freshly distilled EtCN (3 mL)was added. To the resulting suspension, which was precooled to -78 C (dry ice-acetone bath), was added TMSCF3 (149.3 mg, 1.05 mmol, 3.5 equiv) by microsyringe. The mixture was allowed towarm to r.t. and stirring was continued for an additional 15 min. In due course, AgF solid dissolved and a gray, dark solution of [Ag-CF3] formed. Another Schlenk tube (B) equipped with a magnetic stir bar was charged with the aniline (ArNH2; 0.30 mmol, 1.0 equiv) in freshly distilled EtCN (1.5 mL). To the resulting solution, which was precooled to 0 C (ice bath), aq HCl (12 M; 50.0 muL, 0.60mmol, 2.0 equiv) was added; precipitate formed immediately. After 5 min stirring, t-BuONO (37.7 mg, 0.33 mmol, 1.1 equiv) was added by microsyringe, and the mixture was allowed to stir at 0 C for 15 min. The resulting suspension in Schlenk tube (B) was degassed by alternating vacuum evacuation at -196 C (liquid nitrogen), then the solution was allowed to warm to r.t. under a nitrogen atmosphere (three times), and finally cooled to -78 C (dry ice-acetone bath). The gray, dark solution of [AgCF3] in Schlenk tube (A), which was precooled to -78 C (dry ice-acetone bath), was added to Schlenk tube (B) (ArN2+Cl-) by syringe at -78 C (dry ice-acetone bath) over a period of 1 h. After the addition was complete, the reaction mixture was stirred for 3 h at -78 C (dry ice-acetone bath), allowed to warm to r.t., and stirring was continued for an additional 1 h. An off-white precipitate was observed, and the reaction mixture was diluted with EtOAc (3 mL) and filtered through a short silica gel column. The solvent was removed under reduced pressure with a rotatory evaporator, and the crude residue was purified by silica gel column chromatography to give the desired trifluoromethylation product 3. The yields of products 3a, 3f, 3g, 3l, 3o, 3r, 3x, and 3zb are based on the 19F NMR spectra with 4-F3COC6H4OMe as internal standard. Analytical data for the representative product ethyl 4-(trifluoromethyl)benzoate (3i) are provided below. Data for other products can be found in the literature.

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

Reference£º
Article; Wang, Xi; Xu, Yan; Zhou, Yujing; Zhang, Yan; Wang, Jianbo; Synthesis; vol. 46; 16; (2014); p. 2143 – 2148;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem