Triethylamine → HCID 44218109, compound

Participants

Reaction Steps

(R)—N2-indan-1-yl-quinoline-2,6-diamine (100 mg, 0.36 mmol) and triethylamine (55 μL, 0.8 mmol) were dissolved in THF (5 mL). At 0° C. triphosgene (48.5 mg, 0.16 mmol) was added and the reaction mixture stirred for 5 h at reflux. Then at ambient temperature 4-amino-2-chloropyridine (63 mg, 0.36 mmol) and triethylamine (55 μL, 0.8 mmol) were added. After stirring the reaction mixture at 50° C. over night water was added (20 mL) and the mixture extracted with ethyl acetate (3×15 mL). The combined organic phases were dried on sodium sulfate, filtered and evaporated. The residue was subjected to column chromatography (silica gel; methylene chloride, methanol 100:0=>90:10) to yield the title compound (68 mg, 44%) as a yellow solid; MS: (ISP) 431.0 [(M+H)+].

Provenance & Evidence