New downstream synthetic route of 20876-36-2

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 20876-36-2, its application will become more common.

20876-36-2,Some common heterocyclic compound, 20876-36-2, name is 5-Aminoindolin-2-one, molecular formula is C8H8N2O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A THF (20 mL) solution of 5-aminoindolin-2-one (200 mg, 1.3 mmol) and di-t-butyl dicarbonate (300 mg, 1.4 mmol) at rt under N2, was treated with Et3N (0.37 mL, 2.7 mmol). The stirring was continued at rt overnight; the reaction mixture was concentrated under reduced pressure, taken into DCM and washed (H2O 2x, brine). The organic layer was dried (Na2SO4) and concentrated under reduced pressure. Trituration with hexanes provided the title compound as a white solid (260 mg, 77 percent). 1H NMR (400 MHz, CDCl3) delta ppm 7.43 (br. s., 2 H), 7.07 (dd, J=8.84, 1.26 Hz, 1 H), 6.77 (d, J=8.59 Hz, 1 H), 6.39 (br. s., 1 H), 3.52 (s, 2 H), 1.52 (s, 9 H); MS ESI 249.0 (80) [M + H]+, calcd for [C13H16N2O3 + H]+ 249.3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 20876-36-2, its application will become more common.

Reference:
Patent; UNIVERSITY HEALTH NETWORK; WO2009/79767; (2009); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem