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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 541837Generated: November 1, 2026

Triethylamine → HCID 57961596, compound

https://huagongshe.com/reaction/541837

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzenamine, 3-ethynyl-HCID 104682—
Reactanttert-Butyl (2-iodopyridin-4-yl)carbamateHCID 24229174—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57961596HCID 5796159689%

Reaction Steps

tert-Butyl (2-iodopyridin-4-yl)carbamate (2.41 g, 7.5 mmol), copper(I) iodide (50 mg, 0.3 mmol) and bis(triphenylphosphine)palladium(II) chloride (200 mg, 0.3 mmol) were stirred in tetrahydrofuran (22 mL) with triethylamine (1.1 mL, 8.1 mmol) under N2 at rt. 3-Ethynylaniline (0.75 mL, 7.2 mmol) was added and the mixture was stirred at rt for 40 hours. The reaction mixture was diluted with water. After removal of the solvent, the aqueous residue was extracted with EtOAc three times, followed by drying, filtration, and concentration to give the desired product as a brown solid (1.97 g, 89%). LCMS for C18H20N3O2 (M+H)+: m/z=310.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871753B2
Source datasetuspto-grants-2014_10
ORD IDord-e8db9e7fb8414773aa4185cfde478a14
Source noteuspto-grants-2014_10