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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 496266Generated: October 25, 2026

3H-spiro(isobenzofuran-1,4'-piperidin)-3-one → 1'-(5-(3-methoxyphenyl)-1H-benzimidazol-2-yl)-spiro[isobenzofuran-1,4'-piperidin]-3-one

https://huagongshe.com/reaction/496266

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3H-spiro(isobenzofuran-1,4'-piperidin)-3-oneHCID 9834255—
Reactant2-Chloro-5-(3-methoxyphenyl)benzimidazoleHCID 12071665—
SolventDimethylacetamideHCID 31374—
Product1'-(5-(3-methoxyphenyl)-1H-benzimidazol-2-yl)-spiro[isobenzofuran-1,4'-piperidin]-3-oneHCID 178489666—

Reaction Steps

Stir 2-chloro-5-(3-methoxyphenyl)benzimidazole (185 mg) and spiro[isobenzofuran-1,4′-piperidin]-3-one (263 mg) in dimethylacetamide (6 mL) at 195° C. for 1 hour. Cool the mixture and partition between EtOAc and half-saturated NaHCO3, wash several times with water, dry and concentrate in vacuo. Purify the residue by chromatography (1:1 hexanes/EtOAc) to obtain 1′-(5-(3-methoxyphenyl)-1H-benzimidazol-2-yl)-spiro[isobenzofuran-1,4′-piperidin]-3-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06943199B2
Source datasetuspto-grants-2005_09
ORD IDord-9187dff623894f078f00083eba45f6cb
Source noteuspto-grants-2005_09