反应 #3526658
相关文献 (1)
openreactiondata ↗doi:10.6084/m9.figshare.5104873.v1; patent:US08648099B2
反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
实验步骤: In a 5 mL round-bottomed flask, the above prepared 5-(4-cyano-phenyl)-6-(2,2,2-trifluoro-ethoxy)-nicotinic acid (0.050 g, 155 μmol, Eq: 1.00) was combined with THF (1 mL) and DMF (1 mL) to give a colorless solution. TBTU (74.7 mg, 233 μmol, Eq: 1.5) and N,N-diisopropyl-ethylamine (100 mg, 135 μL, 776 μmol, Eq: 5) were added. The reaction mixture was stirred for 10 min at RT, then 1-aminopiperidin-4-ol (21.6 mg, 186 μmol, Eq: 1.2, CAN 79414-82-7) was added and the reaction mixture kept at RT overnight. Pouring into 25 mL 1 M HCl, extraction with EtOAc (2×50 mL), washing with 1 M NaOH, drying over Na2SO4 and evaporation of all solvents in vacuo, followed by stirring for 15 min with 3 mL of heptane containing 3 drops of EtOAc, generated 51 mg of the title compound as white solid; MS (EI) 421.1 (M+H)+. to give a colorless solution the reaction mixture kept at RT overnight washing with 1 M NaOH drying over Na2SO4 and evaporation of all solvents in vacuo by stirring for 15 min with 3 mL of heptane containing 3 drops of EtOAc
来源 ID: ord-c8360572b7914669bfa75517d570e585