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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1363151Generated: November 1, 2026

Diisopropylethylamine → HCID 86610157, compound

https://huagongshe.com/reaction/1363151

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2,4-Dichloro-5-nitropyrimidineHCID 521266—
Reactant(3S,4S)-3-Methyltetrahydro-2H-pyran-4-amineHCID 55285641—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 86610157HCID 86610157—

Reaction Steps

To a suspension of 0.24 g of the hydrochloride salt of cis-3-methyl-tetrahydro-2H-pyran-4-amine (WO 2004/041161) and DIEA (1.5 mL) in THF (10 mL) at −78° C. was added 2,4-dichloro-5-nitropyrimidine (0.72 g). The mixture was allowed to slowly reach room temperature and stirred for 16 hours. The mixture was diluted with EtOAc and washed 3 times with brine. The organic layer was separated, dried over sodium sulfate, and concentrated in vacuo. Column chromatography (20→40% EtOAc/hexanes) provided 289 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07884109B2
Source datasetuspto-grants-2011_02
ORD IDord-d12cdad8fa7b480b8aa600c29043501d
Source noteuspto-grants-2011_02