Diisopropylethylamine → 2-Oxo-1,2-dihydro-quinoline-3-carboxylic acid (3-imidazo[1,2-a]pyridin-2-yl-phenyl)-amide

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	2-Quinolone-3-carboxylic acid	HCID 332488	—
Reactant	3-(Imidazo(1,2-a)pyridin-2-yl)aniline	HCID 697021	—
Reactant	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Solvent	Dimethylformamide	HCID 6228	—
Product	2-Oxo-1,2-dihydro-quinoline-3-carboxylic acid (3-imidazo[1,2-a]pyridin-2-yl-phenyl)-amide	HCID 44197656	—

Reaction Steps

DIEA (50.7 μL, 0.29 mmol) was added to 2-Oxo-1,2-dihydro-quinoline-3-carboxylic acid (50.0 mg, 0.26 mmol) and HATU (110.6 mg, 0.29 mmol) in 1 mL of DMF with constant stirring at room temperature until a clear solution resulted. Subsequently, 3-Imidazo[1,2-a]pyridin-2-yl-phenylamine (55.3 mg, 0.26 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 the final product: LCMS (ESI) m/z 381 (MH+).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08642788B2
Source dataset	uspto-grants-2014_02
ORD ID	ord-0c78f52fafdc4852bb4d44766f2ad12b
Source note	uspto-grants-2014_02