With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.272437-84-0,3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid,as a common compound, the synthetic route is as follows.
Preparation of 3-oxo-3,4-dihvdro-2H-benzori,41thiazine-6-carboxylic acid (l-[2-(7- methoxy-quinoxalin-2-yloxy)-ethvH-piperidin-4-vU -amide: 3-Oxo-3,4-dihydro-2H-benzo[l,4]thiazine-6-carboxylic acid (60 mg, 0.26 mmol, 1.0 eq) is added at room temperature to a stirred solution of l-[2-(7-methoxy-quinoxalin-2-yloxy)- ethyl]-piperidin-4-ylamine (80 mg, 0.26 mmol, 1.0 eq) in N,N-dimethylformamide (5 mL), followed by 1-hydroxybenzotriazole (38 mg, 0.29 mmol, 1.1 eq), N-Q- dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (57 mg, 0.30 mmol, 1.15 eq) and N,N-diisopropylethylamine (100 muL, 0.58 mmol, 2.25 eq). After 15 hours stirring at room temperature, solvent is evaporated and the residue is extracted with dichloromethane (3 x 10 mL) and water (10 mL). The combined organic layers are dried over sodium sulfate, filtered and concentrated to give a residue that is purified by preparative EtaPLC to afford 3-oxo-3,4- dihydro-2H-benzo[ 1 ,4]thiazine-6-carboxylic acid { 1 -[2-(7-methoxy-quinoxalin-2-yloxy)- ethyl]-piperidin-4-yl} -amide as an off-white solid (18 mg, 13% yield).1H-NMR (400 MHz, DMSO-t/6) delta ppm: 10.65 (s, IH), 8.42 (s,lH), 8.22 (d, J = 7.8 Hz, IH), 7.89 (d, J = 9.0 Hz, IH), 7.38-7.46 (m, 3H), 7.22-7.28 (m, 2H), 4.56 (t, J = 5.8 Hz, 2H), 3.92 (s, 3H), 3.75 (m, IH), 3.50 (s, 2H), 3.00 (m, 2H), 2.81 (t, J = 5.8 Hz, 2H), 2.18 (m, 2H), 1.79 (m, 2H), 1.55 (m, 2H).MS m/z (+ESI): 494.4 [M+H]+.
The synthetic route of 272437-84-0 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; BASILEA PHARMACEUTICA AG; GAUCHER, Berangere; DANEL, Franck Hubert; ROUSSEL, Patrick; WO2010/84152; (2010); A1;,
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