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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1612897Generated: November 1, 2026

Hydrochloric Acid → HCID 19776888, compound

https://huagongshe.com/reaction/1612897

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantCesium carbonateHCID 10796—
ReactantPotassium CarbonateHCID 11430—
Reactant2-BromomethylnaphthaleneHCID 70320—
ReactantHCID 15229448HCID 15229448—
SolventDimethylformamideHCID 6228—
ProductHCID 19776888HCID 19776888—

Reaction Steps

A solution of methyl 3-[1-(4-chlorobenzyl)-3-methyl-5-hydroxyindol-2-yl]-2,2-dimethylpropanoate (Preparation 1) (200 mg), 2-bromomethynaphthalene (138 mg), K2CO3 (89 mg), and Cs2CO3 (34 mg) in 5 mL DMF was stirred at room temperature under nitrogen for 24 hours. The mixture was poured onto 1N HCl, extracted 2× EtOAc, washed 2× brine, dried (MgSO4), and evaporated. Purification of the residue by chromatography (silica gel; hexane/EtOAc 4:1) gave the title compound, used as such for the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05190968
Source datasetuspto-grants-1993_03
ORD IDord-b5226992b05c4919915228a94653691c
Source noteuspto-grants-1993_03