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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1271562Generated: October 25, 2026

Trimethylsilylacetylene → (6-Methyl-2-trimethylsilanylethynyl-pyridin-3-yl)amine

https://huagongshe.com/reaction/1271562

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilylacetyleneHCID 66111—
Reactant2-Bromo-6-methylpyridin-3-amineHCID 14418051—
CatalystHCID 178418476HCID 178418476—
SolventTriethylamineHCID 8471—
Product(6-Methyl-2-trimethylsilanylethynyl-pyridin-3-yl)amineHCID 1845478038%

Reaction Steps

Following the same procedure as described in Example 1, (2-bromo-6-methyl-pyridin-3-yl)amine (800 mg, 4.28 mmol) reacted with (PPh3)2PdCl2 (150 mg, 0.21 mmol), Cul (41 mg, 0.21 mmol) and ethynyltrimethylsilane (840 mg, 8.55 mmol) in triethylamine (30 ml). The crude residue was purified by flash chromatography (hexane/ethyl acetate 8:2) to yield 330 mg (1.61 mmol, 38%) of (6-methyl-2-trimethylsilanylethynyl-pyridin-3-yl)amine as a beige solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07205411B2
Source datasetuspto-grants-2007_04
ORD IDord-cd2e9fe8d76b490dbb76db1a534a677f
Source noteuspto-grants-2007_04