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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2217242Generated: November 3, 2026

Triethylamine → HCID 69102413, compound

https://huagongshe.com/reaction/2217242

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPhenylacetyleneHCID 10821—
ReactantTriphenylphosphineHCID 11776—
ReactantHCID 86598204HCID 86598204—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 69102413HCID 6910241389.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 3-amino-5-chloro-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridyl)-2-pyrazinecarboxamide (200 mg), ethynylbenzen (331 mg), NEt3 (658 mg), triphenylphosphine (17 mg), CuI (6.2 mg), and PdCl2(PPh3)2 (23 mg) in DMF (2 ml) was heated at 80° C. for 18 hours. Water (20 ml) and EtOAc (20 ml) were poured into the reaction mixture and the aqueous solution was extracted with EtOAc. The organic layer was washed with water and brine, and dried over MgSO4. After filtration, the solvent was removed under reduced pressure. The residual solid was placed on a column of silica-gel and eluted with CHCl3—MeOH (97:3). The eluent was evaporated and the residue was suspended with IPE and filtrated to give 3-amino-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridyl)-5-(phenylethynyl)-2-pyrazinecarboxamide (218 mg) as a yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07407961B2
Source datasetuspto-grants-2008_08
ORD IDord-41cbb52aa7974eb89d0af41ee3dda0ad
Source noteuspto-grants-2008_08