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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 402682Generated: October 25, 2026

Chloroacetyl chloride → HCID 178459410, compound

https://huagongshe.com/reaction/402682

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
ReactantTriethylamineHCID 8471—
ReactantDiisopropyl malonateHCID 83223—
ReactantN-Methyl-1-(thiophen-2-yl)methanamineHCID 436153—
Reactant1H-Pyrrolo[2,3-b]pyridine-3-carbaldehydeHCID 5372812—
ReactantIsopropyl 2-isopropoxy-4-oxo-4,5-dihydrofuran-3-carboxylateHCID 51050080—
SolventIsopropanolHCID 3776—
ProductHCID 178459410HCID 17845941018.7%

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, N-methyl-N-(2-thienylmethyl)amine (0.061 mg, 0.048 mmol) and triethylamine (0.18 mL, 1.3 mmol) in 2-propanol (2.0 mL) was stirred for 7 days then refluxed for further 24 h. To this reaction mixture, 7-azaindole-3-carboxaldehyde (0.065 g, 0.44 mmol) was added then the mixture was refluxed for 24 h. Cooled to ambient temperature, the reaction mixture was purified by preparative HPLC to afford the titled compound as solid (0.0038 g, y. 2%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08742113B2
Source datasetuspto-grants-2014_06
ORD IDord-a0db90cdd92a4033986137cc6682d75b
Source noteuspto-grants-2014_06