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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747565Generated: October 26, 2026

1-Aminoindane, (S)- → HCID 66797856, compound

https://huagongshe.com/reaction/1747565

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Aminoindane, (S)-HCID 7000084—
Reactant{(3aR,4R,6R,6aS)-6-[(6-Chloropyrimidin-4-yl)amino}-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]methanolHCID 59671267—
SolventDichloromethaneHCID 6344—
ProductHCID 66797856HCID 6679785682.4%

Reaction Conditions

Temperature180 °C

Reaction Steps

A mixture of {(3aR,4R,6R,6aS)-6-[(6-chloropyrimidin-4-yl)amino]-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl}methanol (200 mg, 0.667 mmol) and (S)-(+)-1-aminoindan (0.188 mL, 1.47 mmol) were heated to 180° C. for 3 h in a sealed tube using MWI. The mixture was dissolved in DCM and the resulting suspension was washed with H2O followed by saturated ammonium chloride solution. The organic layer was dried over MgSO4, filtered and concentrated in vacuo. The residue was purified via silica gel chromatography eluting with a gradient of 0 to 10% MeOH in EtOAc to afford the title compound as an amorphous solid (218 mg, 82.4%). LC/MS: Rt=1.44 min, ES+ 397 (AA standard).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150525B2
Source datasetuspto-grants-2015_10
ORD IDord-0141cf9f19a84c20bbf6093d7033d87d
Source noteuspto-grants-2015_10