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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240012Generated: October 25, 2026

Diisopropylethylamine → 2-Oxo-8-trifluoromethoxy-2H-chromene-3-carboxylic acid (3-imidazo[1,2-a]pyridin-2-yl-phenyl)-amide

https://huagongshe.com/reaction/240012

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant3-(Imidazo(1,2-a)pyridin-2-yl)anilineHCID 697021—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant8-Trifluoromethoxy-3-carboxy-coumarinHCID 86650358—
SolventDimethylformamideHCID 6228—
Product2-Oxo-8-trifluoromethoxy-2H-chromene-3-carboxylic acid (3-imidazo[1,2-a]pyridin-2-yl-phenyl)-amideHCID 8665035746.6%

Reaction Steps

DIEA (0.035 mL, 0.20 mmol) was added to 8-(trifluoromethoxy)-3-carboxy-coumarin (0.050 g, 0.18 mmol) and HATU (0.076 g, 0.20 mmol) in 1 mL of dimethylformamide (DMF) with constant stirring at room temperature until a clear solution resulted. Subsequently, 3-imidazo[1,2-a]pyridin-2-yl-phenylamine (0.038 g, 0.18 mmol) was added and allowed to react overnight, when a yellow solid precipitated out of solution. The precipitate was filtered and dried under suction and then in vacuo to give 0.039 g of 1541B in a 46% yield: LCMS (ESI) m/z 466 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642788B2
Source datasetuspto-grants-2014_02
ORD IDord-ef69592e669e43deaad934c869243f7c
Source noteuspto-grants-2014_02