Downstream synthetic route of 55661-33-1

The synthetic route of 55661-33-1 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.55661-33-1,Thiazol-2-ylmethanamine,as a common compound, the synthetic route is as follows.

Example 1286-Chloro-2-oxo-8-(2-oxo-2-((thiazol-2-ylmethyl)amino)ethyl)-1 ,2-dihydroquinoline- 3-carboxylic acid a) Methyl 6-chloro-2-methoxy-8-(2-oxo-2-(thiazol-2-ylmethylamino)ethyl)- quinoline-3-carboxylate[00366] Thiazol-2-yl-methylamine (104 muIota, 1 .10 mmol, 2.0 equiv.) is added to a suspension of (CO)sMoCINEt (220 mg, 0.55 mmol) in ethanol (5 mL). The resulting mixture is stirred under a nitrogen atmosphere for 2 h. Diglyme (5 mL) is added to the mixture and heated to 120 C with evaporation of ethanol. Tributylamine (144 muIota, 0.60 mmol, 1 .10 equiv.) and methyl 8-(bromomethyl)-6-chloro-2-methoxyquinoline-3- carboxylate (170 mg, 0.49 mmol, 0.9 equiv.) are added and the mixture is heated at 130 C for 2 h. The reaction mixture is filtered over kieselguhr and the filtrate is concentrated in vacuo. The residue is taken on hydromatrix and purified by flash column chromatography (silica, 1 -10% MeOH in DCM) to afford 89 mg (44%) of the title compound as a solid. 1H NMR (400 MHz, CDCI3), delta (ppm) 3.90 (s, 3H), 3.96 (s, 3H), 4.08 (s, 2H), 4.36 (d, 2H), 6.56 (br s, 1 H), 7.07-7.13 (m, 2H), 7.22-7.29 (m, 3H), 7.72 (s, 2H), 8.54 (s, 1 H). LC-MS: 399 [M+H] [35CI]., 55661-33-1

The synthetic route of 55661-33-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Merz Pharma GmbH & Co. KGaA; ABEL, Ulrich; HANSEN, Angela; WOLTER, Falko Ernst; KRUEGER, Bjoern; KAUSS, Valerjans; ROZHKOVS, Jevgenijs; SEMENIHINA, Valentina; PISKUNOVA, Irena; PELSS, Juris; WO2012/164085; (2012); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica