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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 447590Generated: October 25, 2026

1-Aminoindane, (S)- → (1S,2S,4R)-4-[(6-Chloropyrimidin-4-yl)amino]-2-(hydroxymethyl)cyclopentanol

https://huagongshe.com/reaction/447590

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Aminoindane, (S)-HCID 7000084—
Reactant6-chloro-N-[(4aS,6R,7aS)-2-(4-methoxyphenyl)-hexahydrocyclopenta[d][1,3]dioxin-6-yl]pyrimidin-4-amineHCID 59671355—
Product(1S,2S,4R)-4-[(6-Chloropyrimidin-4-yl)amino]-2-(hydroxymethyl)cyclopentanolHCID 5967135341%

Reaction Conditions

Temperature180 °C

Reaction Steps

A neat mixture of 6-chloro-N-[(4aS,6R,7aS)-2-(4-methoxyphenyl)-hexahydrocyclopenta[d][1,3]dioxin-6-yl]pyrimidin-4-amine (120. mg, 0.332 mmol) and (S)-(+)-1-aminoindan (0.170 mL, 1.33 mmol) was heated to 180° C. for 6 h in a sealed tube using MWI. The reaction was purified via silica gel chromatography eluting with a gradient of 0 to 15% MeOH in DCM to afford the title compound (33.1 mg, 41%). LC/MS: Rt=0.90 min, ES+ 244 (AA standard).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481550B2
Source datasetuspto-grants-2013_07
ORD IDord-0e19e92d9ff044738244ac620ed18f47
Source noteuspto-grants-2013_07