Diisopropylethylamine → HCID 178480912, compound

Participants

Reaction Steps

(4-Methyl-piperazin-1-yl)-acetic acid (167 mg, 1.1 mmol), N,N-diisopropyl ethyl amine (398 mg, 3.1 mmol) and 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (452 mg, 1.4 mmol) were dissolved in dichloromethane 25 mL) and dimethylformamide (5 mL). The reaction mixture was stirred at room temperature for 30 minutes. N2-Cycloheptyl-4H-benzo[d][1,3]oxazine-2,6-diamine (228 mg, 0.88 mmol) was added and stirring was continued overnight. The reaction mixture was diluted with water and thrice extracted with dichloromethane. The combined organic phases were dried over sodium sulfate and evaporated. The crude product was purified by column chromatography (silica gel, dichloromethane/methanol/ammonia 100:0:0−>110:10:1). The title compound (144 mg, 41%) was obtained as an off-white foam; MS: m/e=400.5 (M+H+).

Provenance & Evidence