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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1694557Generated: November 1, 2026

2-((R)-1-chloro-ethyl)-isonicotinonitrile → 2-{(1S)-1-[(2-Amino-7-{[(1R)-1-(hydroxymethyl)-3-methylbutyl]amino}[1,3]thiazolo[4,5-d]pyrimidin-5-yl)thio]ethyl}isonicotinonitrile

https://huagongshe.com/reaction/1694557

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-((R)-1-chloro-ethyl)-isonicotinonitrileHCID 59868840—
ReactantHCID 178445911HCID 178445911—
Product2-{(1S)-1-[(2-Amino-7-{[(1R)-1-(hydroxymethyl)-3-methylbutyl]amino}[1,3]thiazolo[4,5-d]pyrimidin-5-yl)thio]ethyl}isonicotinonitrileHCID 5918688220.2%

Reaction Steps

The title compound was prepared according to General Method A starting from 2-((R)-1-chloro-ethyl)-isonicotinonitrile (46 mg, 0.28 mmol) and (2R)-2-[(2-amino-5-mercapto[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol (69 mg, 0.23 mmol). Purification by chiral HPLC (Column: Chiralpak AD 50×150 mm, eluent: heptane:isopropanol 85:15), flowrate 60 ml/min) yielded the title compound (20 mg, 20% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158785B2
Source datasetuspto-grants-2012_04
ORD IDord-3aea12f660ae42a595950e40397af94a
Source noteuspto-grants-2012_04