2 Sep 2021 News Analyzing the synthesis route of 3-Chloro-4-(4-methylpiperazin-1-yl)benzenamine

The synthetic route of 16154-72-6 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16154-72-6,3-Chloro-4-(4-methylpiperazin-1-yl)benzenamine,as a common compound, the synthetic route is as follows.

[00499] A mixture of 6-chloro-4-(2,4-dichlorophenylthio)-1H-indole-2-carboxylic acid (100 mg, 0.27 mmol), 3-chloro-4-(4-methylpiperazin-1-yl)benzenamine (122 mg, 0.54 mmol), HATU (156 mg, 0.41 mmol), Et3N (136 mg, 1.35 mmol) in DMF (5 mL) was stirred for 16 h at rt. The reaction was quenched with water (10 mL) and extracted with ethyl acetate (20 mL). The organic phase was washed water (10 mL x 2), and brine (10 mL), dried (Na2S04), filtered and concentrated in vacuo and the residue was purified by prep-HPLC (0.01%TFA) to afford 6-chloro-N-(3-chloro- 4-(4-methylpiperazin-1-yl)phenyl)-4-(2,4-dichlorophenylthio)-1H-indole-2-carboxamid (TFA salt) I-lll (56.0 mg, 0.08 mmol, 30%) as a white solid. ESI-MS (EI+ m/z): 581.0 [M+H]+. 1H MR (500 MHz, DMSO) delta 12.32 (d, J= 1.5 Hz, 1H), 10.41 (s, 1H), 9.86 (s, 1H), 7.96 (d, J= 2.5 Hz, 1H), 7.77 (d, J= 2.5 Hz, 1H), 7.71 (dd, J= 8.5 Hz, J= 2 Hz, 1H), 7.63 (s, 1H), 7.31-7.25 (m, 3H), 6.72 (d, J= 8.5 Hz, 1H), 3.52 (s, 2H), 3.49 (s, 2H), 3.24 (s, 2H), 3.00 (s, 2H), 2.88 (s, 3H)., 16154-72-6

The synthetic route of 16154-72-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NAVITOR PHARMACEUTICALS, INC.; MAHONEY, Sarah; MOLZ, Lisa; NARAYAN, Sridhar; SAIAH, Eddine; (516 pag.)WO2018/191146; (2018); A1;,
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