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. 102359-00-2, name is 2-Oxoindoline-5-carboxylic Acid, A new synthetic method of this compound is introduced below., Quality Control of 2-Oxoindoline-5-carboxylic Acid
Step 1: Synthesis of 2-oxo-N-[(1R)-1-phenylpropyl]indoline-5-carboxamide A mixture of 2-oxoindoline-5-carboxylic acid (300 mg, 1.69 mmol), (1R)-1-phenylpropan-1-amine (228 mg, 1.88 mmol), HATU (740 mg), 0.16 mL DIPEA in dry DMF (7 mL) was stirred overnight, then concentrated under reduced pressure. The resulting residue was diluted with AcOEt and washed with a saturated aq. solution of K2CO3. The organic layer was dried and concentrated in vacuo. Purification by flash chromatography (Kieselgel, CHCl3:MeOH 15:1) provided intermediate 2-oxo-N-[(1R)-1-phenylpropyl]indoline-5-carboxamide: (340 mg, 68%): NMR (300 MHz, DMSO-d6) delta ppm: 10.59 (s,1H), 8.53 (d,1H), 7.78 (s,1H), 7.76 (d,1H), 7.33 (m,4H), 7.22 (t,1H), 6.85 (d,1H), 4.85 (m,1H), 3.53 (s,2H), 1.79 (m,2H), 0.89 (t,3H); tR: 3.09 min; MS (ESI): m/z (M+H)+ 295; (M+H)-293.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.; Ullrich, Axel; Falcenberg, Mathias; Oerfi, Zoltan; EP2837626; (2015); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem