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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 215844Generated: October 26, 2026

2,2-Diphenylethylamine → N-[(1S,2R,3S,4R)-4-[2-Chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl]-propionamide

https://huagongshe.com/reaction/215844

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2-DiphenylethylamineHCID 77575—
ReactantDiisopropylethylamineHCID 81531—
ReactantN-[(1S,2R,3S,4R)-4-(2,6-Dichloro-purin-9-yl)-2,3-dihydroxy-cyclopentyl]-propionamideHCID 86622629—
SolventTetrahydrofuranHCID 8028—
ProductN-[(1S,2R,3S,4R)-4-[2-Chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl]-propionamideHCID 86622630—

Reaction Conditions

Temperature50 °C

Reaction Steps

N-[(1S,2R,3S,4R)-4-(2,6-dichloro-purin-9-yl)-2,3-dihydroxy-cyclopentyl]-propionamide (160 mg, 0.44 mmol) is dissolved in THF (5 mL) under an atmosphere of argon. DIPEA (69 mg, 0.53 mmol) is added followed by 2,2-diphenylethylamine (96 mg, 0.49 mmol) and the reaction mixture is stirred at 50° C. The reaction is shown to be complete by LCMS after 2 hours. The solvent is removed in vacuo and the title compound is obtained after purification by reverse phase column chromatography (Isolute™ C18, 0-100% acetonitrile in water—0.1% TFA).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193164B2
Source datasetuspto-grants-2012_06
ORD IDord-ee17e42f12ba4fcda43be1bbf051b4b4
Source noteuspto-grants-2012_06