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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1926134Generated: November 2, 2026

Triethylamine → HCID 86626702, compound

https://huagongshe.com/reaction/1926134

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-butyl N-(prop-2-yn-1-yl)carbamateHCID 11073648—
ReactantHCID 86626703HCID 86626703—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventAcetonitrileHCID 6342—
ProductHCID 86626702HCID 8662670265.3%

Reaction Steps

To a solution of N4-{3-chloro-4-[3-(trifluoromethoxy)phenoxy]phenyl}-6-iodo-N5-methylpyrimidine-4,5-diamine (1.53 g), tert-butyl prop-2-ynylcarbamate (0.67 g) and triethylamine (1.19 mL) in acetonitrile (28 mL) were added bis(triphenylphosphine)palladium(II) dichloride (100 mg) and copper(I) iodide (32.5 mg) at room temperature. Under an argon atmosphere, the mixture was stirred at room temperature for 4.5 hrs, heated at 50° C., and the mixture was stirred for 6 hrs. After concentration under reduced pressure, the residue was separated and purified by silica gel column chromatography (hexane:ethyl acetate=7:3→3:7→basic silica gel, hexane:ethyl acetate=1:1→ethyl acetate) to give the title compound (1.05 g) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178543B2
Source datasetuspto-grants-2012_05
ORD IDord-c2d3debbf272486b9297c72bde07014f
Source noteuspto-grants-2012_05