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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1397552Generated: November 1, 2026

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

https://huagongshe.com/reaction/1397552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCyanuric chlorideHCID 7954—
ReactantDiisopropylethylamineHCID 81531—
Reactant(1R,2S)-2-Methoxy-2,3-dihydro-1H-inden-1-amineHCID 28109796—
SolventTetrahydrofuranHCID 8028—
Product4,6-dichloro-N-[(1R,2S)-2-methoxy-2,3-dihydro-1H-inden-1-yl]-1,3,5-triazin-2-amineHCID 8661871449.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of (1R,2S)-2-methoxyindan-1-amine (242.8 mg, 0.001488 mol) in THF (1 mL) was added cyanuric chloride (313 mg, 0.00170 mol) at 0° C., followed by DIPEA (300 μL, 0.002 mol) and the reaction was stirred at 0° C. for 1.5 hours. The reaction was poured into water and extracted with CH2Cl2. The organic layer was dried (Na2SO4), filtered and concentrated. The residue was purified by flash chromatography (0 to 15% EtOAc/hexanes) to obtain 229.1 mg (49%) of the title compound. LC/MS: Rt=2.03 min, ES+ 311 (FA standard).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901136B2
Source datasetuspto-grants-2014_12
ORD IDord-ad3b7d74001d42698a5170d44d3508dc
Source noteuspto-grants-2014_12