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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 425181Generated: October 30, 2026

Hydrochloric Acid → (2,4-Bis-benzyloxy-5-isopropyl-phenyl)-[5-(2-dimethylamino-ethoxy)-1,3-dihydro-isoindol-2-yl]-methanone

https://huagongshe.com/reaction/425181

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-Chloro-N,N-dimethylethylamineHCID 7901—
ReactantPotassium CarbonateHCID 11430—
Reactant(2,4-Bis-benzyloxy-5-isopropyl-phenyl)-(5-hydroxy-1,3-dihydro-isoindol-2-yl)-methanoneHCID 66672264—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product(2,4-Bis-benzyloxy-5-isopropyl-phenyl)-[5-(2-dimethylamino-ethoxy)-1,3-dihydro-isoindol-2-yl]-methanoneHCID 59263095—

Reaction Steps

A mixture of (2,4-bis-benzyloxy-5-isopropyl-phenyl)-(5-hydroxy-1,3-dihydro-isoindol-2-yl)-methanone (100 mg, 0.2 mmol), 2-dimethylaminoethylchloride.HCl (72 mg,0.5 mmol) and K2CO3 (173 mg, 1.25 mmol) in DMF (5 ml) was heated at 90° C. for 16 hours. Dilute reaction mixture with EtOAc and filtered. The reaction mixture was diluted with EtOAc and filtered. The filtrate was reduced in vacuo and purified by flash column chromatography, eluting 100% DCM then 90% DMAW 90 to give the title compound as an off white gel (79 mg). MS: [M+H]+ 565.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08106057B2
Source datasetuspto-grants-2012_01
ORD IDord-68b33d5494644985ba2c8820a461f021
Source noteuspto-grants-2012_01