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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 402649Generated: October 29, 2026

Methyl 4-chloroacetoacetate → HCID 178498740, compound

https://huagongshe.com/reaction/402649

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-chloroacetoacetateHCID 36240—
ReactantL-ProlineHCID 145742—
Reactant2,4-Difluorophenyl isocyanateHCID 593258—
Reactant1H-Pyrrolo[2,3-b]pyridine-3-carbaldehydeHCID 5372812—
ReactantHCID 86708340HCID 86708340—
SolventIsopropanolHCID 3776—
ProductHCID 178498740HCID 17849874075.5%

Reaction Steps

To a solution of methyl 2-[(2,4-difluorophenyl)amino]-4-oxo-4,5-dihydrofuran-3-carboxylate (0.27 g, 1.0 mmol) which similarly prepared according to the procedure described in the Example 2, First step using methyl 4-chloroacetoacetate and 2,4-difluorophenyl isocyanate, and 7-azaindole-3-carboxaldehyde (0.15 g, 1.0 mmol) in 2-propanol (5.0 mL), L-proline (0.023 g, 0.20 mmol) was added at ambient temperature. The mixture was refluxed for 12 h. Cooled to ambient temperature, the precipitate was collected by filtration, washed with ethanol and diisopropyl ether then dried to afford the titled compound as solid (0.30 g, y. 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08742113B2
Source datasetuspto-grants-2014_06
ORD IDord-4c23a98f7a514b1597e93d8e7901adbe
Source noteuspto-grants-2014_06