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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1271567Generated: November 2, 2026

2-Bromo-6-methylpyridin-3-amine → (2-(5-Chloro-pyridin-3-ylethynyl)-6-methyl-pyridin-3-yl)amine

https://huagongshe.com/reaction/1271567

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Bromo-6-methylpyridin-3-amineHCID 14418051—
Reactant3-Chloro-5-ethynylpyridineHCID 23500887—
CatalystHCID 178418476HCID 178418476—
SolventTriethylamineHCID 8471—
Product(2-(5-Chloro-pyridin-3-ylethynyl)-6-methyl-pyridin-3-yl)amineHCID 1033204372.5%

Reaction Steps

Following the same procedure as described in Example 1, (2-bromo-6-methyl-pyridin-3-yl)amine (150 mg, 0.80 mmol) reacted with (PPh3)2PdCl2 (28 mg, 40 μmol), Cul (8 mg, 40 μmol) and 3-chloro-5-ethynyl-pyridine (165 mg, 1.20 mmol) in triethylamine (5 ml). The crude residue was purified by flash chromatography (hexane/ethyl acetate 7:3) to yield 141 mg (0.58 mmol, 72%) of (2-(5-chloro-pyridin-3-ylethynyl)-6-methyl-pyridin-3-yl)amine as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07205411B2
Source datasetuspto-grants-2007_04
ORD IDord-2739a8c0ed9a4234b83e4fc02b4d146b
Source noteuspto-grants-2007_04