Application of 114041-16-6,Some common heterocyclic compound, 114041-16-6, name is 5,6-Dimethoxyisoindoline, molecular formula is C10H13NO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Example 17 N-(2-tert-butoxybenzyl)-6-(5,6-dimethoxyisoindolin-2-yl)-N-(pyridin-2-ylmethyl)hexan-1-amine [13] The same procedure as described for compound 11 was applied to starting material 10 (0.428 g, 0.988 mmol) and 5,6-dimethoxyisoindoline (0.175 g, 0.975 mmol). Purification was carried out on a silica gel TLC plate that was developed in with a 5% methanolic NH3 (7 M NH3 in methanol/95% CH2Cl2. The product was isolated as pale yellow oil (60%). 1H NMR (CDCl3) delta 8.446 (dd, 1H, Ar), 7.72 (m, 3H, Ar), 7.062 (m, 2H, Ar), 6.981 (ddd, 2H, Ar), 6.888 (s, 2H, Ar), 3.816 (s, 4H, -CH2-CH2-), 3.792 (s, 6H, -OCH3-), 3.714 (s, 2H, -CH2-), 3.637 (s, 2H, -CH2-), 2.611 (t, 2H, -CH2-), 2.436 (t, 2H, -CH2-), 1.503 (m, 4H, -CH2-CH2-), 1.319 (s, 9H, -C(CH3)3), 1.275 (m, 4H, -CH2-CH2-). Mass Spec.=531.73 (M+H)+.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5,6-Dimethoxyisoindoline, its application will become more common.
Reference:
Patent; President and Fellows of Harvard College; US2012/269724; (2012); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem