1-Ethynyl-4-fluorobenzene → (2-(4-Fluoro-phenylethynyl)-6-methyl-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 (36 mg, 0.05 mmol), Cul (10 mg, 0.05 mmol) and 1-ethynyl-4-fluorobenzene (184 μl, 1.07 mmol) in triethylamine (5 ml). The crude residue was purified by flash chromatography (hexane/ethyl acetate 7:3) to yield 164 mg (0.72 mmol, 68%) of (2-(4-fluoro-phenylethynyl)-6-methyl-pyridin-3-yl)amine as a yellow solid. The hydrochloride of (2-(4-fluoro-phenylethynyl)-6-methyl-pyridin-3-yl)amine was prepared as described in Example 1 to yield after trituration with ethyl acetate 154 mg (0.51 mmol, 71%) of the title hydrochloride as a yellow solid.

Provenance & Evidence