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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405022Generated: November 1, 2026

Triethylamine → HCID 58513250, compound

https://huagongshe.com/reaction/1405022

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphenylphosphineHCID 11776—
ReactantTrimethylsilylacetyleneHCID 66111—
Reactant4-Chloro-5-iodo-6-methylpyrimidin-2-amineHCID 11644720—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
ProductHCID 58513250HCID 58513250—

Reaction Steps

The title compound is synthesized according to general procedure GP2 starting from 5.0 g (19 mmol) 4-chloro-5-iodo-6-methyl-pyrimidin-2-ylamine (GP3) and 3.6 mL (26 mmol) trimethylsilylethyne using 352 mg (1.9 mmol) CuI, 485 mg triphenylphosphine (1.9 mmol), 1.3 g (1.9 mmol) PdCl2(PPh3)2 and 26 mL (185 mmol) triethylamine in 100 mL dry DMF. For the work-up the solvent is removed in vacuo and the product is purified by RP-MPLC (ACN/H2O gradient). Yield: 1.6 g (38%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916548B2
Source datasetuspto-grants-2014_12
ORD IDord-0c63cc971ce8452a838ae92c2f7851a7
Source noteuspto-grants-2014_12