Related Products of 7699-18-5,Some common heterocyclic compound, 7699-18-5, name is 5-Methoxyindolin-2-one, molecular formula is C9H9NO2, 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.
To a solution OF NAHMDS (1 M THF solution) (800 ml, 0.8 mol), the solution OF 5-METHOXY-1, 3- dihydro-indol-2-one (26.1 g, 0.16 mol) in THF (160 ml) and benzyl-bis- (2-chloro-ethyl)-amine (47.3 g, 0.18 mol) in THF (176 ml) are added AT-78?C. The reaction mixture is stirred for 15 h at room temperature, quenched with saturated ammonium chloride and ice-water and extracted with ethyl acetate. The combined extracts are washed with brine, dried over sodium sulphate and evaporated down. Ethyl ether is added to the residue to give the powder, which is filtrated. Yield: 39 % Rf=0.25 (N-hexane: AcOEt = 1:1). 1H-NMR (400MHz, CDCl3) delta: 1.81-1.99 (m, 2H), 2.00-2.04 (m, 2H), 2.66-2.72 (m, 2H), 2.90-2.96 (m, 2H), 3.67 (s, 2H), 3.77 (s, 3H), 6.71-6.81 (m, 2H), 7.00 (s, 1H), 7.25-7.40 (m, 5H), 8.32 (brs, 1H)
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Methoxyindolin-2-one, its application will become more common.
Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/76455; (2004); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem