With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4442-54-0,2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,as a common compound, the synthetic route is as follows.
[00339] Compound 243, N-(5-(2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamido)-2-iodophenyl)-2-methylquinoline-6-carboxamideOxalyl chloride (0.08 mL, 0.909 mmol) was added dropwise to a solution of 2- methylquionline-6-carboxylic acid (170 mg, 0.909 mmol) and DMF (1 .466 muIota_, 0.019 mmol) in dry DCM (2.3 mL). The reaction mixture was stirred for 30 minutes, then concentrated in vacuo, dissolved in DCM (5 mL) and concentrated in vacuo. The concentrate was dissolved in DCM (5 mL) and added drop wise to a stirred solution of pyridine (0.122 mL) and A/-(3-amino-4-iodophenyl)-2,3-dihydrobenzo[b][1 ,4]dioxine-6- carboxamide (300 mg, 0.757 mmol) in DCM (2.3 mL). After stirring for 16 hours, the reaction mixture was concentrated in vacuo. The concentrate was suspended in MeOH (10 mL) and diluted with water (60 mL). The solid was filtered, washed with water and dried on the high vac to afford the desired product as a pale yellow solid (351 mg, 82percent). 1H-NMR (500 MHz, DMSO): delta 10.29 (s, 1 H), 10.24 (s, 1 H), 8.63 (d, J = 2.0 Hz, 1 H), 8.45 – 8.39 (m, 1 H), 8.26 (dd, J = 8.8, 2.1 Hz, 1 H), 8.05 (d, J = 8.8 Hz, 1 H), 8.01 (d, J = 2.5 Hz, 1 H), 7.88 (d, J = 8.7 Hz, 1 H), 7.63 – 7.49 (m, 4H), 4.39 – 4.26 (m, 5H), 2.71 (s, 3H). HRMS (ESI+): Found [M+H]+566.0533 C26H21IN3O4 requires 566.0571 .
4442-54-0, 4442-54-0 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid 2758833, abenzodioxans compound, is more and more widely used in various fields.
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