Application of 31576-51-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 31576-51-9 name is 2-(2-Methoxyethoxy)ethanamine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
(i) 3-Ami no-5-bromo-N-(2-(2-methoxyethoxy)ethyl)benzamideA stirred mixture of 3-amino-5-bromobenzoic acid (800 mg, 3.59 mmol), 2-(2- methoxyethoxy)ethanamine (856 mg, 7.18 mmol) and Et3N (1.5 mL, 10.76 mmol) in DCM (13mL) was cooled in an ice bath. T3P (50 w/w in EtOAc, 3.2 mL, 5.38 mmol) was added dropwise, the ice bath was removed and the reaction mixture allowed to warm to room temperature. DMF (2 mL) was added to aid solubility and the reaction stirred at room temperature overnight. The reaction mixture was partitioned between sat. aq. NaHCO3 (50 mL) and DCM (50 mL). The aqueous phase was back extracted with fresh DCM (50 mL).The combined organic extracts were washed with water (100 mL), brine (100 mL), dried (MgSO4), filtered and concentrated in vacuo to afford an orange oil. The crude product was purified by chromatography on silica gel (40 g column, 0-5% MeOH) to afford the sub-title compound (880 mg) as an orange oil.1H NMR (DMSO-d6) 400 MHz, O: 8.36 (t, 1H), 7.07 (t, 1H), 7.00-6.99 (m, 1H), 6.84 (t, 1H),5.57 (s, 2H), 3.53-3.48 (m, 4H), 3.44-3.42 (m, 2H), 3.35 (q, 2H), 3.23 (s, 3H). LCMS m/z 317/319 (M¡ÂH) (ES)
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(2-Methoxyethoxy)ethanamine, and friends who are interested can also refer to it.
Reference:
Patent; TOPIVERT PHARMA LIMITED; RESPIVERT LIMITED; FYFE, Matthew Colin Thor; WO2014/162121; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem