Downstream synthetic route of 37418-88-5

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.

In a 20 mL glass vial, a mixture of 3-hydroxyphthalic anhydride (500 mg, 3.05 mmol, 1 equiv), potassium acetate (927 mg, 9.44 mmol, 3.1 equiv) and 3-aminopiperidine-2,6-dione hydrochloride (552 mg, 3.35 mmol, 1.1 equiv) in acetic acid (10.2 mL, 0.3 M) was heated to 90 oC overnight. The black reaction mixture was cooled to room temperature and diluted to 20 mL with water, and subsequently cooled on ice for 30 min. The resulting slurry was transferred to a 50 mL Falcon tube, which was centrifuged at 3500 rpm for 5 min. The supernatant was discarded and the black solid was transferred to a 250 mL RBF with methanol and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (CH2Cl2:MeOH (9:1)) to afford the title compound as a white solid (619 mg, 74%).1H NMR (400 MHz, DMSO-d6) delta 11.07 (s, 1H), 7.65 (dd, J = 8.4, 6.8 Hz, 1H), 7.31 (d, J = 6.8 Hz, 1H), 7.24 (d, J = 8.4 Hz, 1H), 5.06 (dd, J = 12.8, 5.4 Hz, 1H), 2.94- 2.82 (m, 1H), 2.64- 2.43 (m, 2H), 2.08- 1.97 (m, 1H); MS (ESI) calcd for C13H11N2O5 [M+H]+ 275.07, found 275.26.

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.; BUCKLEY, Dennis; WINTER, Georg; PHILLIPS, Andrews, J.; HEFFERNAN, Timothy, P.; BRADNER, James; ROBERTS, Justin; BEHNAM, Nabet; (544 pag.)WO2018/148443; (2018); 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.

EXAMPLE 1 Synthesis of (3’R,4’S,5’R)-6″-chloro-4′-(3-chloro-2-fluorophenyl)-N-(4-((4-(2-((2-(2,6- dioxopiperidin-3-yl)-l,3-dioxoisoindolin-4-yl)oxy)acetamido)butyl)carbamoyl)phenyl)- 2″-oxodispiro[cyclohexane-l,2′-pyrrolidine-3′,3″-indoline]-5′-carboxamide Ste 1 : Synthesis of S 1 To a round-bottom flask, 3-hydroxyphthalic anhydride (1 g, 6.09 mmol) and 3-aminoperidine-2,6-dione hydrochloride (1.0 g, 6.09 mmol) were mixed in 50 mL of toluene. Triethyl amine (0.93 mL, 6.7 mmol) was added. The resulting reaction mixture was heated to reflux for 12 h with Dean-Stark Trap equipment. After cooling to ambient temperature, evaporation of most of the solvent to give a crude product, which was purified by flash column chromatography with DCM:EA to get the desired product as a slightly yellow solid S I (1.5g, 90% yield). 1H NMR (400 MHz, DMSO-d6) delta (ppm) 11.16 (s, 1H), 11.08 (s, 1H), 7.65 (t, = 7.6 Hz, 1H), 7.32 (d, = 7.2 Hz, 1H), 7.25 (d, = 8.4 Hz, 1H), 5.07 (dd, = 12.8 Hz, = 5.2 Hz, 1H), 2.93-2.84 (m, 1H), 2.61-2.46 (m, 1H), 2.05-2.01 (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; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; WANG, Shaomeng; LI, Yangbing; AGUILAR, Angelo; ZHOU, Bing; HU, Jiantao; XU, Fuming; QIN, Chong; HU, Yang; XIANG, Weiguo; REJ, Rohan; YANG, Jiuling; HAN, Xin; BAI, Longchuan; YANG, Chao-Yie; (252 pag.)WO2017/176958; (2017); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Some tips on 37418-88-5

The synthetic route of 37418-88-5 has been constantly updated, and we look forward to future research findings.

37418-88-5, 4-Hydroxyisobenzofuran-1,3-dione is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 20 mL glass vial, a mixture of 3-hydroxyphthalic anhydride (500 mg, 3.05 mmol, 1 equiv), potassium acetate (927 mg, 9.44 mmol, 3.1 equiv) and 3-aminopiperidine-2,6-dionehydrochloride (552 mg, 3.35 mmol, 1.1 equiv) in acetic acid (10.2 mL, 0.3 M) was heated to 90C overnight. The black reaction mixture was cooled to room temperature and diluted to 20 mLwith water, and subsequently cooled on ice for 30 mm. The resulting slurry was transferred to a50 mL Falcon tube, which was centrifuged at 3500 rpm for 5 mm. The supernatant was discardedand the black solid was transferred to a 250 mL RBF with methanol and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (CH2C12:MeOH (9:1)) to afford the title compound as a white solid (619 mg, 74%). 1H NMR (400 MHz, DMSO-d6) 11.07 (s, 1H), 7.65 (dd,J=8.4, 6.8Hz, 1H), 7.31 (d,J=6.8Hz, 1H), 7.24(d,J=8.4Hz, 1H), 5.06(dd, J= 12.8, 5.4 Hz, 1H), 2.94-2.82 (m, 1H), 2.64-2.43 (m, 2H), 2.08 – 1.97 (m, 1H); MS (ESI)calcd for C13H11N205 [M+H] 275.07, found 275.26., 37418-88-5

The synthetic route of 37418-88-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DANA-FARBER CANCER INSTITUTE, INC.; BRADNER, James; ROBERTS, Justin; BEHMAN, Nabet; WINTER, Georg; PHILLIPS, Andrews, J.; HEFFERNAN, Timothy, P.; BUCKLEY, Dennis; (617 pag.)WO2018/148440; (2018); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Simple exploration of 37418-88-5

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

Example 6 4-(3,4-Dichloro-benzyloxy)-2-(2,6-d-oxo-piperid-n-3-yl)-isoindole-l,3-d-oneStep 1 :[179] Triethylamine (2.70 mL, 19.4 mmol) was added to a mixture of 3- hydroxyphthalic anhydride (3.00 g, 18.3 mmol) and ralphac-alpha-aminoglutarimide hydrochloride (3.01 g, 18.3 mmol) in DMF (60 mL). The reaction mixture was heated to 90 0C overnight, then cooled to room temperature and the solvent was evaporated under vacuum. The residue was stirred in CH2Cl2 (100 mL) for 30 min and the solvent was removed under vacuum. The residue was stirred in water (120 mL) for 2 h and the resulting solid was filtered, washed with water (50 mL) and dried. 1 ,4-Dioxane (200 mL) was added, and the resulting suspension was stirred for 16 h and filtered; the insoluble material was reserved. The filtrate was treated with decolorizing carbon (2 g) and heated to reflux for 1 h. After cooling to 50 0C, the reaction mixture was filtered through Celite and the filter was washed with additional 1,4-dioxane (50 mL). The filtrate was combined with the insoluble precipitate and evaporated to dryness. The resulting solid was triturated with ethyl acetate (100 mL), filtered and dried to give 2-(2,6-dioxo-piperidin-3-yl)-4-hydroxy-isoindole-l,3-dione, 4.18 g, in 56% yield; 1H NMR (DMSO-J6) delta 1.99-2.06 (m, IH), 2.45-2.61 (m, 2H), 2.82-2.96 (m, IH), 5.08 (dd, J = 12.6 Hz, J = 5.3 Hz, IH), 7.23-7.33 (m, 2H), 7.66 (dd, J = 8.2 Hz, J = 7.2 Hz, IH), 11.10 (s, IH), 11.19 (s, IH)., 37418-88-5

The synthetic route of 37418-88-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CELGENE CORPORATION; WO2008/115516; (2008); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Brief introduction of 37418-88-5

As the paragraph descriping shows that 37418-88-5 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.37418-88-5,4-Hydroxyisobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

4-Hydroxyisobenzofuran-l,3-dione (3.6 g, 22mmol), 3-aminopiperidine-2,6-dione (3.6 g, 22mmol) and KOAc (8.6 g, 88 mmol) were dissolved in acetic acid (70 mL). The reaction mixture was stirred at 120 C for 1 hour then cooled and diluted with water (100 mL). The resulting mixture was extracted with EtOAc (2 x 100 mL). The combined organic extracts were washed with NaHC03 and brine, dried (Na2S04) and filtered. The solvents were removed and the solid dried under vacuum to give the title compound (4.0 g, 67% yield) as a blue solid. 1H NMR (400 MHz, DMSO): delta 11.30 (br s, 1H), 11.10 (s, 1H), 7.65 (dd, 1H), 7.30 (d, 1H), 7.24 (d, 1H), 5.07 (m, 1H), 2.87 (m, 1H), 2.53 (m, 2H), 2.02 (m, 1H)., 37418-88-5

As the paragraph descriping shows that 37418-88-5 is playing an increasingly important role.

Reference£º
Patent; CORNELL UNIVERSITY; DANA-FARBER CANCER INSTITUTE, INC.; CHILDREN’S MEDICAL CENTER CORPORATION; MELNICK, Ari, M.; GABAS, Lorena, Fontan; US, Ilkay; CASALENA, Gabriella; GRAY, Nathanael, S.; SCOTT, David, A.; HATCHER, John; DU, Guangyan; WU, Hao; QIAO, Qi; (157 pag.)WO2018/85247; (2018); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Brief introduction of 37418-88-5

37418-88-5, As the paragraph descriping shows that 37418-88-5 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.37418-88-5,4-Hydroxyisobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

A 50-mL round bottom flask was charged with phthalic anhydride Comppund 1a (1.1 g, 6.70 mmol) and dry toluene (30 mL). Compound 23h (2.2 g, 6.79 mmol) and triethylamine (1.2 mL, 8.61 mmol) were added to the mixture. A Dean-Stark trap was attached to the flask and the mixture was refluxed for 24 h. The mixture was cooled to room temperature, diluted with dichloromethane (200 mL), and washed with 1.0 N HCI (100 mL). The organic layer was dried using MgSC>4, filtered through Celite.(R)., and concentrated in vacuo, to give 3.1 g (98percent) of Compound 23i as a yellow solid. 1H NMR (300 MHz, CDCI3) delta 7.66-7.70 (m, 1 H), 7.52-7.57 (m, 1 H), 7.06-7.16 (m, 1 H), 6.79-6.88 (m, 3 H), 5.16-5.21 (m, 1 H),3.88 (s, 3 H), 3.85 (s, 3 H), 3.06-3.19 (m, 1 H), 2.49-2.56 (m, 1 H), 2.26-2.33 (m, 1 H), 1.46-1.56 (m, 2 H), and 1.42 (s, 9 H).

37418-88-5, As the paragraph descriping shows that 37418-88-5 is playing an increasingly important role.

Reference£º
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2007/81995; (2007); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Brief introduction of 37418-88-5

As the paragraph descriping shows that 37418-88-5 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.37418-88-5,4-Hydroxyisobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

A mixture of 3-hydroxyphthalic anhydride (1.24 g, 7.6 mmol), 2,4-dimethoxybenzylamine (1.14 mL, 7.6 mmol) and acetic acid (5 mL) was heated at 80¡ãC for 24 hours. The mixture was allowed to cool and diluted with water (20 mL). The white solid was collected by filtration, washed well with water and dried to give the title compound (1.73 g, 73percent). 1H NMR (DMSOd6) 11.00 (1 H, s), 7.62 (1 H, dd), 7.29 (1 H, d), 7.21 (1 H, d), 6.90 (1 H, d), 6.56 (1 H, d), 6.43 (1 H, dd), 4.59 (2H, S)1 3.79 (3H, s), 3.72 (3H, s). MS: [M-H+] 314., 37418-88-5

As the paragraph descriping shows that 37418-88-5 is playing an increasingly important role.

Reference£º
Patent; ASTEX THERAPEUTICS LIMITED; WO2008/44041; (2008); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Some tips on 37418-88-5

The synthetic route of 37418-88-5 has been constantly updated, and we look forward to future research findings.

37418-88-5, 4-Hydroxyisobenzofuran-1,3-dione is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 3-hydroxyphthalic anhydride (543 mg, 3.31 mmol), 4-methoxybenzylamine (0.43 mL, 3.31 mmol) and acetic acid (3 mL) was heated at 1000C for 4 hours. The mixture was allowed to cool and diluted with water (20 mL). The white solid was collected by filtration, washed well with water and dried to give the title compound (760 mg, 81 percent). 1H NMR (DMSOd6) 11.03 (1 H, s), 7.61 (1H, dd), 7.28 (1 H, d), 7.23-7.19 (3H, m), 6.89-6.86 (2H, m), 4.63 (2H, s), 3.71 (3H, s). MS: [M-H+] 282., 37418-88-5

The synthetic route of 37418-88-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTEX THERAPEUTICS LIMITED; WO2008/44041; (2008); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Downstream synthetic route of 37418-88-5

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

4-hydroxyisobenzofuran-1,3-dione (148.99 mg, 0.907 mmol, 1 eq) was added to (S)-3-amino-3- methylpiperidine-2,6-dione hydrochloric acid (128.97 mg, 0.907 mmol, 1 eq). Pyridine (3.628 ml, 0.25 M) was then added to the mixture and it was stirred at 110 ¡ãC for 17 hours. The mixture was diluted with methanol and was condensed under reduced pressure. The crude material was purified by column chromatography (ISCO, 24 g silica column, 0 to 10percent MeOH/DCM 25 minute gradient) to give a white oil (150 mg, 57.4 percent yield).1H NMR (400 MHz, DMSO-d6) delta 10.95 (s, 1H), 7.62 (dd, J = 8.4, 7.2 Hz, 1H), 7.27- 7.16 (m, 2H), 2.75- 2.62 (m, 1H), 2.55 (dd, J = 14.0, 4.3 Hz, 1H), 2.05- 1.96 (m, 1H), 1.86 (s, 3H). LCMS 289 (M+H).

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.; BUCKLEY, Dennis; WINTER, Georg; PHILLIPS, Andrews, J.; HEFFERNAN, Timothy, P.; BRADNER, James; ROBERTS, Justin; BEHNAM, Nabet; (544 pag.)WO2018/148443; (2018); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Brief introduction of 37418-88-5

As the paragraph descriping shows that 37418-88-5 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.37418-88-5,4-Hydroxyisobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

A mixture of 3-hydroxyphthalic anhydride (543 mg, 3.31 mmol), 4-methoxybenzylamine (0.43 mL, 3.31 mmol) and acetic acid (3 mL) was heated at 1000C for 4 hours. The mixture was allowed to cool and diluted with water (20 mL). The white solid was collected by filtration, washed well with water and dried to give the title compound (760 mg, 81 percent). 1H NMR (DMSOd6) 11.03 (1H, s), 7.61 (1H, dd), 7.28 (1 H, d), 7.23-7.19 (3H, m), 6.89-6.86 (2H, m), 4.63 (2H, s), 3.71 (3H, s). MS: [M-H+] 282.

As the paragraph descriping shows that 37418-88-5 is playing an increasingly important role.

Reference£º
Patent; ASTEX THERAPEUTICS LIMITED; WO2008/44029; (2008); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem