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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749486Generated: October 30, 2026

Diisopropylethylamine → HCID 118162128, compound

https://huagongshe.com/reaction/1749486

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Chloro-2-(methylsulfanyl)pyrimidine-5-carbonitrileHCID 13114183—
ReactantHCID 118162205HCID 118162205—
SolventIsopropanolHCID 3776—
ProductHCID 118162128HCID 11816212872%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-chloro-2-(methylthio)pyrimidine-5-carbonitrile (2.15 g, 11.6 mmol)), (1S,4R)-4-amino-2,2-dimethylcyclohexanol (1.51 g, 10.5 mmol) and DIEA (2.72 g, 21.1 mmol) in isopropanol (30 mL) was heated at 100° C. for 3 h. After removal of the organic solvent under reduced pressure, the residue was treated with water and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate and concentrated to give the crude product, which was purified by silica gel column chromatography (15% ethyl acetate in petroleum) to afford the title compound as a pale yellow solid (2.2 g, 7.53 mmol, 72% yield). MS (ESI) m/z 293.2 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156798B2
Source datasetuspto-grants-2015_10
ORD IDord-a19084be26e949269e70311131e5aa44
Source noteuspto-grants-2015_10