2-(Methylamino)ethanol → HCID 117892038, compound

Participants

Reaction Conditions

Reaction Steps

2-bromo-1-(3-fluoro-4-nitrophenyl)ethan-1-one E-1.17′″ (2.00 g; 7.63 mmol) is dissolved in dichloromethane (20 ml). DIPEA (1.4 ml; 8.00 mmol) and N-methyl ethanolamine (0.60 ml; 7.63 mmol) are added. The reaction mixture is stirred at 25° C. overnight. The reaction mixture is diluted with dichloromethane and water is added. The organic layer is separated and is dried with sodium sulfate and the solvent is removed under reduced pressure. The crude intermediate is dissolved in TFA (20 ml) and triethyl silane (8 mL) is added at 25° C. and then the reaction mixture is refluxed for 16 h. The reaction mixture is diluted with dichloromethane and the mixture is basified with saturated sodium hydrogencarbonate solution. The organic layer is separated and is dried with sodium sulfate and the solvent is removed under reduced pressure. The crude product is purified using normal phase chromatography (dichloromethane/methanol: 99:1).

Provenance & Evidence