3-Ethynylpyridine → (6-Methyl-2-pyridin-3-ylethynyl-pyridin-3-yl)amine

Participants

Reaction Steps

Following the same procedure as described in Example 1, (2-bromo-6-methyl-pyridin-3-yl)amine (200 mg, 1.07 mmol) reacted with (PPh3)2PdCl2 (37 mg, 0.05 mmol), Cul (10 mg, 0.05 mmol) and 3-ethynyl-pyridine (110 mg, 1.07 mmol) in triethylamine (1.6 ml). The crude residue was purified by flash chromatography (DCM-DCM/MeOH 97:3) to yield 100 mg (0.48 mmol, 49%) of (6-methyl-2-pyridin-3-ylethynyl-pyridin-3-yl)amine as a yellow powder. The hydrochloride of (6-methyl-2-pyridin-3-ylethynyl-pyridin-3-yl)amine was prepared as described in Example 1 to yield after trituration with pentane 145 mg (100%) of the title hydrochloride as a yellow solid.

Provenance & Evidence