Nitrogen → 4-(4-Amino-pyrazol-1-ylmethyl)-thiazole-2-carboxylic acid ethyl ester

Beteiligte Stoffe

Reaktionsschritte

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a mixture of 4-(4-nitro-pyrazol-1-ylmethyl)-thiazole-2-carboxylic acid ethyl ester (1.77 g, 6.27 mmol), iron powder (1.06 g, 18.81 mmol) and NH4Cl (1.69 g, 31.35 mmol) in a mixture of EtOH (30.0 mL) and water (15.0 mL) was stirred at reflux for 40 min. The reaction mixture was filtered while hot and concentrated under reduced pressure. CH2Cl2 (60 mL) was added followed by 1M NaOH (50 mL). The aq. layer was extracted with CH2Cl2 (2×30 mL) and the combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure to give the title compound as a brown oil. LC-MS-conditions 02: tR=0.56 min; [M+H]+=253.36.

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