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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 402689Generated: October 30, 2026

Chloroacetyl chloride → HCID 178459407, compound

https://huagongshe.com/reaction/402689

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
ReactantPiperidineHCID 8082—
ReactantCyclopropylamineHCID 69828—
ReactantDiisopropyl malonateHCID 83223—
Reactant1H-Pyrrolo[2,3-b]pyridine-3-carbaldehydeHCID 5372812—
ReactantIsopropyl 2-isopropoxy-4-oxo-4,5-dihydrofuran-3-carboxylateHCID 51050080—
SolventIsopropanolHCID 3776—
ProductHCID 178459407HCID 1784594071.3%

Reaction Steps

A solution of isopropyl 2-isopropoxy-4-oxo-4,5-dihydrofuran-3-carboxylate (0.10 g, 0.44 mmol) which similarly prepared according to the procedure described in the Example 74, Third step using diisopropyl malonate and chloroacetyl chloride, and cyclopropylamine (0.034 mL, 0.48 mmol) in 2-propanol (2.0 mL) was stirred at ambient temperature for 14 h. To this reaction mixture, 7-azaindole-3-carboxaldehyde (0.065 g, 0.44 mmol) and piperidine (0.0044 mL, 0.044 mmol) were added then the mixture was refluxed for further 12 days. Cooled to ambient temperature, the reaction mixture was purified by preparative HPLC to afford the titled compound as solid (0.0020 g, y. 1%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08742113B2
Source datasetuspto-grants-2014_06
ORD IDord-853605e8263a4041bda9d128e03a215d
Source noteuspto-grants-2014_06