The synthetic route of 53911-68-5 has been constantly updated, and we look forward to future research findings.
53911-68-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.53911-68-5,4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.
3-(4-Chlorophenyl)glutaric anhydride (0.45 g) was added with stirring at rt to the solution of commercial 4-tbutyl-1,2-phenylenediamine (0.33 g) in dichloromethane (3 ml). After 1 h at rt the precipitate is collected by suction filtration, washed with dichloromethane, and dried in vacuo to give a mixture of regioisomeric amides (0.63 g) as light grey solid. The solid was suspended in 1,4-dioxane (2 ml) and 4M HCl in 1,4-dioxane (3 ml) was added. The solution is heated to reflux for 1.5 h. From the solution all volatiles are removed at the water aspirator and the residue is recrystallised from acetone /ethyl acetate to give 4-(5-tbutyl-2-benzimidazolyl)-3-(4-chlorophenyl)butanoic acid HCl (0.45 g) as light grey solid.1H-NMR (500 MHz, DMSO-d6)): delta (ppm)=1.32 (s, 9H), 2.71 (dd, J=16.2, 8.6 Hz, 1H), 2.81 (dd, J=16.2, 6.1 Hz, 1H), 3.47 (dd, J=15.0, 9.4 Hz, 1H), 3.56 (dd, J=15.0, 6.7 Hz, 1H), 3.89 (m, 1H), 7.30 (d, J=8.5 Hz, 2H), 7.38 (d, J=8.5 Hz, 2H), 7.56 (dd, J=8.7, 1.7 Hz, 1H), 7.59 (d, J=1.0 Hz, 1H), 7.63 (d, J=8.7 Hz, 1H).13C-NMR and DEPT (125 MHz, DMSO-d6): delta (ppm)=31.11 (3CH3), 32.31 (CH2), 34.74 (C), 39.15 (CH), 109.32 (CH), 113.12 (CH), 123.56 (CH), 128.35 (2CH), 128.51 (C), 129.18 (2CH), 130.64 (C), 131.43 (C), 140.67 (C), 148.65 (C), 151.53 (C), 172.09 (CO). One carbon signal missing.
The synthetic route of 53911-68-5 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; UNIVERSITAET DES SAARLANDES; US2012/46307; (2012); A1;,
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