TERT-BUTYL 4-(5-IODOPYRID-2-YL)PIPERAZINE-1-CARBOXYLATE synthesis

Yield:497915-42-1 79%

Reaction Conditions:

with potassium carbonate;glacial acetic acid in N,N-dimethyl-formamide at 110; for 12 h;Inert atmosphere;

Steps:

1 Step 1 - Tert-butyl 4-(5-iodo-2-pyridyl)piperazine-1-carboxylate

To a solution of 2-fluoro-5-iodo-pyridine (3.00 g, 13.4 mmol, CAS 171193-80-1) and tert- butyl piperazine-1-carboxylate (3.98 g, 16.1 mmol, HOAc, CAS 143238-38-4) in DMF (30 mL) was added K₂CO₃(3.72 g, 26.9 mmol). The mixture was then stirred at 110 °C for 12 hrs. On completion, the mixture was quenched with water (120 mL) and extracted with EA (50 mL × 3). The combined organic phase was dried over anhydrous sodium sulfate, filtered and concentrated to give a residue. The residue was purified by column chromatography (SiO₂, PE: EA=10:1 to 7:1), to give the title compound (4.22 g, 79% yield) as a white solid. LC-MS (ESI+) m/z 389.9 (M + H)⁺.

References:

WO2022/147465,2022,A1 Location in patent:Paragraph 00797; 003043-003045