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. 334952-09-9, name is 2-Oxoindoline-6-carboxylic acid, A new synthetic method of this compound is introduced below., name: 2-Oxoindoline-6-carboxylic acid
[00114] To a solution of 2-oxo-2,3-dihydro-lH-indole-6-carboxylic acid (0.20 g,1.1 mmol) in DMF (1 ml) is added N-(3-amino-phenyl)-benzamide (0.26 g, 1.2 mmol), N,N-diisopropylethylamine (0.44 g, 3.4 mmol) and HATU (0.47 g, 1.24 mmol). The reaction is stirred for 20 hours and concentrated. The residue is purified by HPLC (C1S column, eluted with CH3CN-H2O containing 0.05% TFA) to give 2-oxo-2,3-dihydro-lH- indole-6-carboxylic acid (3-benzoylamino-phenyl)-amide as off-white solid. This amide (15 mg, 0.04 mmol) is then heated with lH-pyrrole-2-carbaldehyde (6.0 mg, 0.06 mmol) in ethanol (2 ml) in the presence of 2 drops of piperidine at 8O0C for 20 hours. The mixture is concentrated and the desired compound is obtained after HPLC purification: 1H NMR (DMSO-de) delta 6.41 (s, IH), 6.93 (s, IH), 7.31 (t, IH, J = 7.8 Hz), 7.44 (s, IH), 7.48-7.51 (m, 3H), 7.54 (t, 2H, J = 7.2 Hz), 7.59 (d, IH, J = 6.6 Hz), 7.70 (d, IH, J = 8.4 Hz), 7.78 (d, IH, J = 8.4 Hz), 7.92 (s, IH), 7.98 (d, 2H, J = 7.2 Hz), 8.33 (s, IH), 10.27 (s, IH), 10.31 (s, IH), 11.13 (s, IH), 13.38 (s, IH); LC-MS: 449.1 (MH+).
The synthetic route of 334952-09-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; IRM LLC; WO2006/52936; (2006); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem