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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240094Generated: October 25, 2026

Diisopropylethylamine → 8-Trifluoromethoxy-2-oxo-2H-chromene-3-carboxylic acid [3-(2,3-dihydro-benzofuran-5-yl)-phenyl]-amide

https://huagongshe.com/reaction/240094

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant3-(2,3-Dihydro-1-benzofuran-5-yl)anilineHCID 4131967—
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—
Product8-Trifluoromethoxy-2-oxo-2H-chromene-3-carboxylic acid [3-(2,3-dihydro-benzofuran-5-yl)-phenyl]-amideHCID 8665039979.5%

Reaction Steps

DIEA (0.014 mL, 0.078 mmol) was added to 8-trifluoromethoxy-3-carboxy-coumarin (0.020 g, 0.071 mmol) and HATU (0.030 g, 0.078 mmol) in 0.36 mL of DMF with constant stirring at room temperature until a clear solution resulted. Subsequently, 3-(2,3-dihydro-benzofuran-5-yl)-phenylamine (0.015 g, 0.070 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 0.026 g of product in 76% yield: LCMS (ESI) m/z 484 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642788B2
Source datasetuspto-grants-2014_02
ORD IDord-f8474cc07bf6400f857973506450e0da
Source noteuspto-grants-2014_02