2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, cas is 4442-54-0, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.,4442-54-0
Compound 235, N-(2-chloro-5-(2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamido)phenyl)-2-methylquinoline-6-carboxamide[00326] To a suspension of 2,3-dihydrobenzo[b][1 ,4]dioxine-6-carboxylic acid (1 .271 g, 7.06 mmol) in dry DCM (20 mL), DMF (1 .234 muIota, 0.016 mmol) and oxalyl chloride (0.651 mL, 7.70 mmol) were added dropwise and the resulting green solution was allowed to stir at 20 ¡ãC for 3 hours after which it was concentrated under vacuum to afford a dry pale green solid. The solid was dissolved in pyridine (20.00 mL) and Lambda/-(5- amino-2-chlorophenyl)-2-methylquinoline-6-carboxamide (2.00 g, 6.42 mmol) was added in one portion. The resulting dark yellow suspension was allowed to stir for 2 hours after which it was poured onto water and the yellow precipitate was filtered and washed several times with water, Et20 and finally with a minimum amount of DCM to afford the crude product as a pale yellow solid which does not require further purification (1 .86 g, 61 percent). 1H-NMR (500 MHz, DMSO): delta 10.31 (s, 1 H), 10.27 (s, 1 H), 8.63 (d, J = 1 .47 Hz, 1 H), 8.43 (d, J = 8.81 Hz, 1 H), 8.25 (dd, J = 8.81 , 2.20 Hz, 1 H), 8.14 (d, J = 2.20 Hz, 1 H), 8.04 (d, J = 8.81 Hz, 1 H), 7.75 (dd, J = 8.81 , 2.94 Hz, 1 H), 7.58-7.49 (m, 4H), 7.00 (d, J = 8.81 Hz, 1 H), 4.37-4.26 (m, 4H), 2.71 (s, 3H). HRMS (ESI+): Found [M+H]+474.1210 C26H21ClN3O4 requires 474.1215.
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Reference£º
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; JONES, Keith; RYE, Carl; CHESSUM, Nicola; CHEESEMAN, Matthew; PASQUA, Adele Elisa; PIKE, Kurt Gordon; FAULDER, Paul Frank; WO2015/49535; (2015); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem