Diethyl Carbonate → Ethyl 4-bromothiazole-2-carboxylate

Temperature

0 °C

To a solution of dibromothiazole (1 g, 4.15 mmol) in THF (15 mL) at 0° C., is added dropwise a solution of iPrMgCl in THF (2 M, 2.3 mL, 4.57 mmol, 1.10 equiv.). The reaction is stirred at 0° C. for 0.25 h. To the resulting orange solution is added via a cannula, diethyl carbonate (3 mL) in THF (5 ml). The resulting green solution is stirred further at room temperature for 0.5 h, at which point the reaction is quenched by adding saturated NH4Cl. The title compound is purified by LC using 6/4 cyclohexane/DCM as the eluent to afford 514.2 mg (52%) of the title compound as a pale yellow powdery solid.

1. stirringThe resulting green solution is stirred further at room temperature for 0.5 h, at which
2. customis quenched
3. additionby adding saturated NH4Cl
4. customThe title compound is purified by LC

ORD record

ord-5cf2e3e58a684a6fa54fbb1657752f1f

Source dataset

uspto-grants-2009_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07501411B2