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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240016Generated: October 26, 2026

4-Aminopyrimidine → 8-Methoxy-2-oxo-2H-chromene-3-carboxylic acid pyrimidin-4-ylamide

https://huagongshe.com/reaction/240016

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-AminopyrimidineHCID 68958—
ReactantDiisopropylethylamineHCID 81531—
Reactant8-Methoxy-2-oxo-2H-chromene-3-carboxylic acidHCID 234562—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
SolventDimethylformamideHCID 6228—
Product8-Methoxy-2-oxo-2H-chromene-3-carboxylic acid pyrimidin-4-ylamideHCID 8665036211.2%

Reaction Steps

DIEA (0.044 mL, 0.25 mmol) was added to 8-methoxy-3-carboxy-coumarin (0.030 g, 0.14 mmol) and HATU (0.095 g, 0.25 mmol) in 1 mL of dimethylformamide (DMF) with constant stirring at room temperature until a clear solution resulted. Subsequently, pyrimidin-4-ylamine (0.009 g, 0.09 mmol) was added and allowed to react overnight, when a solid precipitated out of solution. The precipitate was filtered and dried under suction and then in vacuo to give 0.003 g of 1541E in an 11% yield: LCMS (ESI) m/z 298 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642788B2
Source datasetuspto-grants-2014_02
ORD IDord-2d51c4b1ed764bf48d22b69a4e99b14e
Source noteuspto-grants-2014_02