Reaction #2069979

Reaction equation

4-aminopyridine

phenyl chloroformate

→

NH3

title compound

Pyridin-4-yl-carbamic acid phenyl ester

Solvents

EtOAc

THF

Conditions

Workup

1. 1
   Washwashed with saturated (satd.) aq. NaHCO3
2. 2
   DryingThe organic layer was dried (MgSO4)
3. 3
   Concentrationconcentrated

Procedure

To a suspension of 4-aminopyridine (0.941 g) in THF (10 mL) was added dropwise phenyl chloroformate (2×0.25 mL) at 0° C. The mixture was allowed to warm to rt overnight. The mixture was diluted with EtOAc (30 mL) and washed with saturated (satd.) aq. NaHCO3. The organic layer was dried (MgSO4) and concentrated. Chromatography of the residue (0-5% 2 M NH3 in MeOH-DCM) gave a the title compound as a white solid (0.74 g).

Source