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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 751437Generated: October 31, 2026

Cesium carbonate → HCID 59754790, compound

https://huagongshe.com/reaction/751437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-(Chloromethyl)quinoline hydrochlorideHCID 3083823—
ReactantHCID 59754793HCID 59754793—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
ProductHCID 59754790HCID 59754790—

Reaction Conditions

Temperature55 °C

Reaction Steps

To a solution of the aforementioned Ethyl 3-[1-(4-chloro-benzyl)-5-hydroxy-1H-pyrrolo[2,3-b]pyridin-2-yl]-propionate (68 mg, 0.190 mmol) in DMF (1 mL) was added 2-chloromethylquinoline hydrochloride (49 mg, 0.228 mmol), cesium carbonate (124 mg, 0.380 mmol) and catalytic TBAI. The mixture was then heated to 55° C. for 12 hours after which it was partitioned between EtOAc and water, the aqueous layer extracted with EtOAc, the combined organic phases dried (Na2SO4), filtered and evaporated in vacuo. The residue was purified on silica gel eluting with a gradient of 0 to 30% EtOAc in hexanes to afford the title ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07405302B2
Source datasetuspto-grants-2008_07
ORD IDord-b3bfe2320e4c4d5dbec2f11d9810a9f8
Source noteuspto-grants-2008_07