Category: 191732-76-0

191732-76-0, 5-Amino-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 5-amino-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione (2) (30 mg, 0.11 mmol) in DMF (1 mL) was added Cs2CO3 (35.77 mg, 0.11 mmol) and CH3I (0.01 ml, 0.11 mmol) at room temperature. The reaction mixture was stirred for 2 h at the same temperature, and additional 1 eq of CH3I (0.01 ml, 0.11 mmol) was added. Reaction mixture stirred for an additional 2 h at room temperature. The reaction was diluted with AcOEt (10 mL) and then quenched with aqueous HCl (1 N, 1 mL), the pH was adjusted to 7-8 using an aqueous solution of NaHCO3. Organic phase was separated, washed with brine (5 mL, 5*), dried (Na2SO4), and evaporated under vacuum. Crude product was purified by PTLC (DCM:MeOH:NH4OH, 90:9:1) to give 28 mg of pure product (3) as a yellow solid (88% yield). 1H NMR (500 MHz, DMSO-d6) delta 7.52 (d, J=8.2 Hz, 1H), 6.94 (d, J=2.0 Hz, 1H), 6.83 (dd, J=8.2, 1.5 Hz, 2H), 6.57 (s, 2H), 5.09 (dd, J=13.0, 5.3 Hz, 1H), 3.00 (s, 3H), 2.96-2.85 (m, 1H), 2.78-2.68 (m, 1H), 2.61-2.43 (m, 1H), 2.01 (ddd, J=9.9, 5.5, 2.7 Hz, 1H). 13C NMR (151 MHz, DMSO-d6) delta 172.24, 170.35, 168.08, 167.56, 155.70, 134.63, 125.69, 117.38, 116.56, 107.49, 49.59, 31.57, 27.02, 21.85 LC/MS (ESI); m/z [M+H]+ Calcd. for C14H14N3O4, 288.0984. Found 288.0987., 191732-76-0

The synthetic route of 191732-76-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Yale University; Crews, Craig M.; Jaime-Figueroa, Saul; Toure, Momar; US2019/276459; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

191732-76-0, 5-Amino-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 4 mL glass vial, a mixture of 5-amino-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3- dione(30 mg, 0.110 mmol, 1 equiv) and acetyl chloride (26 pL, 0.220 mmol, 2 equiv) in THF (1.8mL, 0.1 M) was heated to reflux overnight. The reaction mixture was filtered, and the filter cake was washed with Et20 to give the title compound as a white solid (27 mg, 47%), that was used without further purification. ?HNMR(500 MHz, DMSO-d6) 11.11 (s, 1H), 10.63 (s, 1H), 8.24 (d, J 1.5 Hz, 1H), 7.91 -7.83 (m, 2H), 5.11 (dd, J 12.8, 5.4 Hz, 1H), 2.88 (ddd, J= 17.0, 13.8, 5.4 Hz, 1H), 2.63 -2.46 (m, 2H), 2.13 (s, 3H), 2.09-2.00 (m, 1H); MS (ESI) calcd for C15H14N305[M+H] 316.09, found 316.23.

191732-76-0, 191732-76-0 5-Amino-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione 9816958, apiperidines compound, is more and more widely used in various fields.

Reference：
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;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.191732-76-0,5-Amino-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione,as a common compound, the synthetic route is as follows.

In a 4 mL glass vial, a mixture of 5-amino-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3- dione (30 mg, 0.110 mmol, 1 equiv) and acetyl chloride (26 muL, 0.220 mmol, 2 equiv) in THF (1.8 mL, 0.1 M) was heated to reflux overnight. The reaction mixture was filtered, and the filter cake was washed with Et2O to give the title compound as a white solid (27 mg, 47%), that was used without further purification.1H NMR (500 MHz, DMSO-d6) delta 11.11 (s, 1H), 10.63 (s, 1H), 8.24 (d, J = 1.5 Hz, 1H), 7.91- 7.83 (m, 2H), 5.11 (dd, J = 12.8, 5.4 Hz, 1H), 2.88 (ddd, J = 17.0, 13.8, 5.4 Hz, 1H), 2.63- 2.46 (m, 2H), 2.13 (s, 3H), 2.09- 2.00 (m, 1H); MS (ESI) calcd for C15H14N3O5 [M+H]+ 316.09, found 316.23., 191732-76-0

As the paragraph descriping shows that 191732-76-0 is playing an increasingly important role.

Reference：
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;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem