Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1711237Generated: October 31, 2026

Diisopropylethylamine → HCID 58754846, compound

https://huagongshe.com/reaction/1711237

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-(Piperidin-1-yl)anilineHCID 458795—
ReactantPyBroPHCID 2733179—
Reactantpotassium 4-cyano-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxylateHCID 67188357—
Solvent1,2-DichloroethaneHCID 11—
SolventEthyl AcetateHCID 8857—
ProductHCID 58754846HCID 5875484685%

Reaction Steps

To a mixture of 2-piperidin-1-yl-phenylamine (63.5 mg, 0.360 mmol), potassium 4-cyano-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-2-carboxylate (as prepared in Example 11, step (d), 100 mg, 0.327 mmol) and PyBroP (152 mg, 0.327 mmol) in 4 mL of 1,2-dichloroethane was added DIEA (171 μL, 0.981 mmol). After stirring at RT for 16 h under Ar, the mixture was treated with 50 mL of EtOAc, washed with H2O (2×10 mL) and brine (10 mL). The organic layer was dried (Na2SO4) and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (5-10% EtOAc/hexane) to afford 118 mg (85%) of the title compound as a white solid. Mass spectrum (ESI, m/z): Calcd. for C22H31N5O2Si, 426.2 (M+H), found 426.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07790724B2
Source datasetuspto-grants-2010_09
ORD IDord-bb4cd39d7c524d149628a9db3e221df3
Source noteuspto-grants-2010_09