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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2281352Generated: November 1, 2026

5-(Oxiran-2-yl)-2-(1H-tetrazol-1-yl)pyridine → 5-[(1R)-1-hydroxy-2-[4-[2-hydroxy-2-[6-(tetrazol-1-yl)-3-pyridyl]ethyl]piperazin-1-yl]ethyl]-4-methyl-3H-isobenzofuran-1-one

https://huagongshe.com/reaction/2281352

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(Oxiran-2-yl)-2-(1H-tetrazol-1-yl)pyridineHCID 89543604—
Reactant5-((R)-2-((1R,5S)-3,8-diazabicyclo[3.2.1]octan-8-yl)-1-hydroxyethyl)-4-methylisobenzofuran-1(3H)-one hydrochlorideHCID 117642165—
SolventEthanolHCID 702—
Product5-[(1R)-1-hydroxy-2-[4-[2-hydroxy-2-[6-(tetrazol-1-yl)-3-pyridyl]ethyl]piperazin-1-yl]ethyl]-4-methyl-3H-isobenzofuran-1-oneHCID 117642269—

Reaction Conditions

Temperature150 °C

Reaction Steps

To a microwave tube were added 5-(oxiran-2-yl)-2-(1H-tetrazol-1-yl)pyridine (INTERMEDIATE 32) (100 mg, 0.53 mmol), (R)-5-(1-hydroxy-2-(piperazin-1-yl)ethyl)-4-methylisobenzofuran-1(3H)-one (INTERMEDIATE 12) (175 mg, 0.63 mmol), and ethanol (3.0 mL). The mixture was heated in the microwave for 1 hour at 150° C. The solvent was evaporated and the crude product was purified by Mass Directed Reverse-Phase HPLC Chromatography to give 5-[(1R)-1-hydroxy-2-[4-[2-hydroxy-2-[6-(tetrazol-1-yl)-3-pyridyl]ethyl]piperazin-1-yl]ethyl]-4-methyl-3H-isobenzofuran-1-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139585B2
Source datasetuspto-grants-2015_09
ORD IDord-ec3742b12619480fadcde5f5e2863b27
Source noteuspto-grants-2015_09