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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747585Generated: October 30, 2026

Water → 4,6-dichloro-N-[(1S)-2,3-dihydro-1H-inden-1-yl]-1,3,5-triazin-2-amine

https://huagongshe.com/reaction/1747585

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCyanuric chlorideHCID 7954—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-Aminoindane, (S)-HCID 7000084—
SolventTetrahydrofuranHCID 8028—
Product4,6-dichloro-N-[(1S)-2,3-dihydro-1H-inden-1-yl]-1,3,5-triazin-2-amineHCID 8661870687.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of cyanuric chloride (631 mg, 3.42 mmol) in THF (2.00 mL) at 0° C. was added (S)-(+)-1-aminoindan (0.385 mL, 3.00 mmol) and DIPEA (0.596 mL, 3.42 mmol) and the mixture was stirred at 0° C. for 2 h. The reaction was then poured into H2O, extracted with DCM and 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 20% EtOAc in hexanes to afford the title compound as a yellow solid (738 mg, 87%). LC/MS: Rt=1.99 min, ES+ 281 (FA standard).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150525B2
Source datasetuspto-grants-2015_10
ORD IDord-3aeeb04f081146a0b74f1894bf8287cc
Source noteuspto-grants-2015_10