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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 907377Generated: October 27, 2026

Water → Ethyl 1-methyl-4-[(E)-2-(3-quinolinyl)ethenyl]-1H-pyrrole-2-carboxylate

https://huagongshe.com/reaction/907377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantEthyl 4-formyl-1-methyl-1H-pyrrole-2-carboxylateHCID 14643811—
Reactant3-QuinolinylmethylphosphonateHCID 86638102—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 1-methyl-4-[(E)-2-(3-quinolinyl)ethenyl]-1H-pyrrole-2-carboxylateHCID 67392785—

Reaction Steps

3-Quinolinylmethylphosphonate (0.503 g, 1.93 mmol; see step (iii) above) was dissolved in anhydrous THF (2 mL) and NaH (0.273 g, 11.37 mmol) was then added in small portions to the solution and the resulting mixture was then aged for an additional 10 min. Ethyl 4-formyl-1-methyl-1H-pyrrole-2-carboxylate (0.313 g, 1.92 mmol; see Preparation 11 above) in anhydrous THF (3 mL) was added dropwise and the solution allowed to stir for 16 h. Water (5 mL) was added to the mixture (dropwise initially) during which time the sub-title compound precipitated as a yellow solid (0.201 g, 34%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012967B2
Source datasetuspto-grants-2011_09
ORD IDord-a3f9bbab02e5434083abe9aabad66fed
Source noteuspto-grants-2011_09