Diisopropylethylamine → 8-Methoxy-2-oxo-2H-chromene-3-carboxylic acid [4-(1H-benzoimidazol-2-yl)-phenyl]-amide

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	Diisopropylethylamine	HCID 81531	—
Edukt	8-Methoxy-2-oxo-2H-chromene-3-carboxylic acid	HCID 234562	—
Edukt	4-(1H-1,3-benzodiazol-2-yl)aniline	HCID 345677	—
Edukt	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Lösungsmittel	Dimethylformamide	HCID 6228	—
Produkt	8-Methoxy-2-oxo-2H-chromene-3-carboxylic acid [4-(1H-benzoimidazol-2-yl)-phenyl]-amide	HCID 86650471	75%

Reaktionsschritte

DIEA (43.5 μL, 0.25 mmol) was added to 8-methoxy-3-carboxy-coumarin (50.0 mg, 0.23 mmol) and HATU (95.0 mg, 0.25 mmol) in 1 mL of DMF with constant stirring at room temperature until a clear solution resulted. Subsequently, 4-(1H-benzoimidazol-2-yl)-phenylamine (47.5 mg, 0.23 mmol) was added and allowed to react overnight when a solid precipitated out of solution. The resulting precipitate was filtered, dried under suction, and finally dried overnight in vacuo to give 71.0 mg of product in 75% yield: LCMS (ESI) m/z 412 (MH+).

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US08642788B2
Quelldatensatz	uspto-grants-2014_02
ORD ID	ord-a842ea7220e44d12a849aef82e8c5479
Quellennotiz	uspto-grants-2014_02