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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 447676Generated: October 31, 2026

Diisopropylethylamine → 2-(4-chloro-6-[(1S)-2,3-dihydro-1H-inden-1-ylamino]pyrimidin-5-yl}ethanol

https://huagongshe.com/reaction/447676

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-Aminoindane, (S)-HCID 7000084—
Reactant2-(4,6-Dichloropyrimidin-5-yl)ethan-1-olHCID 52988146—
Solvent1-ButanolHCID 263—
Product2-(4-chloro-6-[(1S)-2,3-dihydro-1H-inden-1-ylamino]pyrimidin-5-yl}ethanolHCID 5967131898.2%

Reaction Conditions

Temperature130 °C

Reaction Steps

2-(4,6-dichloropyrimidin-5-yl)ethanol (1.90 g, 9.84 mmol) was dissolved in 1-butanol (97 mL) and N,N-Diisopropylethylamine (3.43 mL, 19.7 mmol) and (S)-1-Aminoindane (1.26 mL, 9.84 mmol) were added. The solution was heated at 130° C. for 3 days. Solvent was removed in vacuo and the residue was purified using chromatography on silica gel using gradient 0 to 100% ethyl acetate in methylene chloride to afford the title compound (2.80 g, 98%). LC/MS: Rt=1.63 min, ES+ 290 (AA standard).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481550B2
Source datasetuspto-grants-2013_07
ORD IDord-952558fd767b4d51925c01c46b879633
Source noteuspto-grants-2013_07