Methyl iodide → N-methyl-N-(4-methoxyphenyl)-4-pyridin-4-yl-1,3-thiazol-2-amine

Beteiligte Stoffe

Reaktionsschritte

N-(4-methoxyphenyl)-4-pyridin-4-yl-1,3-thiazol-2-amine (7-2, 0.1 g, 0.36 mmol) was dissolved in 1 mL DMF. NaH (0.02 g, 0.7 mmol) was added and the suspension was allowed to stir for 2 min. MeI (0.02 mL, 0.36 mmol) was added and the reaction was allowed to stir for 1 h. The reaction was quenched with water and the products extracted with EtOAc. The organic layer was concentrated to 0.5 mL then purified on a Gilson automated system affixed with a YMC Combiflash 50×20 mm column eluted at 30 mL/min with 5-65% CH3CN in H2O (both containing 0.1% TFA) over 10.5 min to yield N-methyl-N-(4-methoxyphenyl)-4-pyridin-4-yl-1,3-thiazol-2-amine (8-1): 1H NMR (500 MHz, CDCl3) δ 8.60 (d, J=1 Hz, 2H), 7.72 (d, J=1 Hz, 2H), 7.3 (d, J=3 Hz, 2H), 6.97 (d, J=3 Hz, 2H), 6.88 (s, 1H), 3.85 (s, 3H), 3.57 (s, 3H): MS 298.3 found 298.2 (M+H+).

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