Diisopropylethylamine → HCID 86650454, compound

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	8-Hydroxy-3-carboxy-coumarin	HCID 7245716	—
Reactant	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Reactant	HCID 66864920	HCID 66864920	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 86650454	HCID 86650454	27%

Reaction Steps

DIEA (0.012 mL, 0.071 mmol) was added to 8-hydroxy-3-carboxy-coumarin (0.013 g, 0.065 mmol) and HATU (0.027 g, 0.071 mmol) in 0.5 mL of DMF with constant stirring at room temperature until a clear solution resulted. Subsequently, 3-(4-oxo-4H-chromen-6-yl)-phenylamine (0.015 g, 0.065 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 0.007 g of product in 27% yield: LCMS (ESI) m/z 426 (MH+).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08642788B2
Source dataset	uspto-grants-2014_02
ORD ID	ord-c39c8fad15dd4e0981f863cecbc26b9b
Source note	uspto-grants-2014_02