Diisopropyl Ether → HCID 118071679, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 3-(2-aminoethyl)-5-methoxy-N-methyl-1H-indole-2-carboxamide hydrochloride (116 mg), diisopropylethylamine (0.146 mL), and tetrahydrofuran (4.63 mL) was added 4-nitrophenyl 1-methoxycarbamate (90.9 mg), warming to 60° C. and stirring for 3.5 hours. To the mixture were added chloroform and a 1 M aqueous sodium hydroxide solution, followed by stirring, and the organic layer was separated using a phase separator (Biotage) and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform:methanol=50:1 to 10:1 amino silica gel). The obtained crude product was solidified with diisopropyl ether, and the obtained solid was collected by filtration and dried under reduced pressure to obtain 5-methoxy-3-{2-[(methoxycarbamoyl)amino]ethyl}-N-methyl-1H-indole-2-carboxamide (42.6 mg).

Provenance & Evidence