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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1971337Generated: November 1, 2026

5-Hydroxyindole → Indole

https://huagongshe.com/reaction/1971337

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-HydroxyindoleHCID 16054—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant4-((Benzyloxy)methyl)-6-chloropyrimidineHCID 53421259—
SolventAcetonitrileHCID 6342—
ProductIndoleHCID 798—

Reaction Steps

To a solution of 5-hydroxy indole (1.33 g, 10 mmol) and 4-benzyloxymethyl-6-chloro-pyrimidine (2.35 g, 10 mmol) in acetonitrile (20 mL) is added DBU. After 16 h at rt the solution is concentrated under reduced pressure. The residue is purified by FCC (EtOAc/Heptane from 0% to 40%) to give 546-benzyloxymethyl-pyrimidin-4-yloxy)-1H-indole. MS (ESI) m/z 447.0 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431584B2
Source datasetuspto-grants-2013_04
ORD IDord-0ddcb4a5d8d94392853924825e2460e1
Source noteuspto-grants-2013_04