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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2404465Generated: October 31, 2026

Phthalimide → HCID 66835990, compound

https://huagongshe.com/reaction/2404465

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantHCID 66835986HCID 66835986—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66835990HCID 66835990—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 5-{3-[(1H-benzimidazol-2-yl)(1-methylpiperidin-4-yloxy)methyl]phenylsulfanyl}pentan-1-ol (35 mg) in tetrahydrofuran are added triphenylphosphine (31 mg) and phthalimide (18 mg). The reaction mixture is cooled to 0° C. and diethyl azodicarboxylate (31 μL) is added. The reaction mixture is stirred at 0° C. for 30 minute. The mixture is evaporated to dryness and the residue is purified by chromatography (gradient dichloromethane/methanol/ammonia from 98/2/0.2 to 95/5/0.5) to give 2-(5-{3-[(1H-benzimidazol-2-yl)(1-methylpiperidin-4-yloxy)methyl]phenylsulfanyl}pentyl)isoindole-1,3-dione (example 305B).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802664B2
Source datasetuspto-grants-2014_08
ORD IDord-9cc4f2a9136046dabcc0ed44eade6d16
Source noteuspto-grants-2014_08