Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 402628Generated: October 30, 2026

Methyl 4-chloroacetoacetate → HCID 178498741, compound

https://huagongshe.com/reaction/402628

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-chloroacetoacetateHCID 36240—
Reactant4-Fluorophenyl isocyanateHCID 70955—
ReactantL-ProlineHCID 145742—
Reactant1H-Pyrrolo[2,3-b]pyridine-3-carbaldehydeHCID 5372812—
ReactantHCID 86708321HCID 86708321—
SolventIsopropanolHCID 3776—
ProductHCID 178498741HCID 17849874168.5%

Reaction Steps

To a solution of methyl 2-[(4-fluorophenyl)amino]-4-oxo-4,5-dihydrofuran-3-carboxylate (0.25 g, 1.0 mmol) which similarly prepared according to the procedure described in the Example 2, First step using methyl 4-chloroacetoacetate and 4-fluorophenyl 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 2 days. 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 (0.26 g, y. 68%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08742113B2
Source datasetuspto-grants-2014_06
ORD IDord-92a379be05fb4535a8a9b2b4b1fd662f
Source noteuspto-grants-2014_06