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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 447620Generated: October 26, 2026

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

https://huagongshe.com/reaction/447620

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2,4-Dichloro-6-methyl-1,3,5-triazineHCID 16083—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-Aminoindane, (S)-HCID 7000084—
SolventTolueneHCID 1140—
SolventDimethylformamideHCID 6228—
Product4-chloro-N-[(1S)-2,3-dihydro-1H-inden-1-yl]-6-methyl-1,3,5-triazin-2-amineHCID 8661871553%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 2,4-dichloro-6-methyl-1,3,5-triazine (0.90 g, 0.0055 mol) in DMF (3.50 mL) and toluene (1.5 mL) at 0° C. was added (S)-(+)-1-aminoindan (0.64 mL, 0.0050 mol) followed by DIPEA (0.991 mL, 0.00569 mol). The mixture was stirred at 0° C. for 30 min. The reaction was poured into water and extracted with CH2Cl2. The organic layer was dried over MgSO4, filtered and concentrated. The residue was purified by flash chromatography (0 to 15% EtOAc/hexanes) to afford 0.69 g (53%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481550B2
Source datasetuspto-grants-2013_07
ORD IDord-834329e290f4429dbe2f1571a1f425e3
Source noteuspto-grants-2013_07