Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 2307-00-8, name is 5-Amino-2-methylisoindoline-1,3-dione, A new synthetic method of this compound is introduced below., Formula: C9H8N2O2
A mixture of 4-Bromo-N-cyclopropylmethyl-2-trifluoromethyl-benzenesulfonamide (150 mg), Pd(OAc)2 (9.5 mg), BINAP (26 mg)5cesium carbonate (164 mg) and 5- Amino-2-methyl-isoindole-l,3-dione (148 mg) in 15 ml toluene was reflaxed for 12 hours. The reaction mixture was eluted through a silica bed with Toluene and then with PE: EtOAc (1:1). The toluene fraction was discarded and the solvent of the PE: EtOAc fraction was removed under reduced pressure. The crude product was purified by Combiflash (linear gradient PE – THF). Yield 83 mg, 43 %.1H NMR (300 MHz, CDC13, rt) delta 0.13 (m, 2H5 CH2), 0.49 (m, 2H, CH2), 0.89 (m, IH, CH), 2.87 (t, broad, 2H, J= 7.2 Hz5 CH2), 3.18 (s, 3H5 CH3), 4.72 (t, broad, IH, NH), 6.75 (s, broad, IH, NH)5 6.98 (s, IH5 ArH)5 7.37 (dt, J= 8.1, J= 2.7, IH5 ArH)5 7.489 (d, IH5 J= 2.1, ArH)5 7.579 (d, IH5 J= 1.8, ArH)5 7.81 (d, IH5 J= 8.I5 ArH), and 8.14 (d, 2H, J= 8.7Hz5 ArH).MS: m/z 454.1 (M+)
The synthetic route of 2307-00-8 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; PHARMOS CORPORATION; WO2008/75353; (2008); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem