With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.112984-60-8,6-Fluoro-1-methyl-4-oxo-7-(piperazin-1-yl)-1,4-dihydro-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid,as a common compound, the synthetic route is as follows.
6-Fluoro- 1 -methyl-4-oxo-7-(piperazin- 1 -yl)- 1 H,4H- [1,3 ]thiazeto[3 ,2-a] quinoline-3-carboxylic acid (3 g, 8.60 mmol) was suspended in DMF (50m1) under argon atmosphere and heated at 90 C. After obtaining a clear solution,triethylamine (2.4 ml , 17.10 mmol), compound A (2.12 g, 6.50 mmol) and tetrabutylammonium bromide (107 mg, 0.33 mmol) were added. Then the reaction mixture washeated for another 20 h at 90 C. After completion of the reaction, it was allowed to cool to room temperature and ethyl acetate was added into the reaction mixture. The obtained precipitate was filtered and filtrate was evaporated to dryness. The crude mass was re-dissolved in DCM and methanol and excess amount diethyl ether was added into this solution to obtain a brown mass which was purified by flash column chromatography over silica gel and pure compound 2 was elutedwith3% methanol-DCMmixture as a beige solid (250 mg) with 8% isolated yield. 1H NMR (CDC13):3 14.23 (brs, 1H, COOH), 7.92 (s, 1H, ArH), 7.89 (d, 1H, JAB = 12.0 Hz, ArH), 6.38 (d, 1H, JAB = 8Hz, ArH), 6.09 (q, 1H, JAB = 4 Hz,SCHN), 4.5 1-4.41 (m, 2H, NCH2), 3.26-3.20 (m, 4H, CH2N), 2.74(t, 2H, JAB = 4 Hz, NCH2), 2.69-2.67 (m, 4H, CH2N), 2.20 (d, 3H, JAB = 4 Hz, CH3). ESI-MS (mlz):503.20 (M+H)., 112984-60-8
112984-60-8 6-Fluoro-1-methyl-4-oxo-7-(piperazin-1-yl)-1,4-dihydro-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid 124225, apiperazines compound, is more and more widely used in various fields.
Reference:
Patent; VYOME BIOSCIENCES PVT. LTD.; SENGUPTA, Shiladitya; GHOSH, Shamik; GHOSH, Sumana; SINHA, Mau; SADHASIVAM, Suresh; BHATTACHARYYA, Anamika; MAVUDURU, Siva Ganesh; TANDON, Nupur; KUMAR, Deepak; (149 pag.)WO2017/17631; (2017); A2;,
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