Reaction #742301

Reaction equation

Phenyl chloroformate

3-aminopyridine

→

titled compound

Pyridin-3-yl-carbamic acid phenyl ester

Solvents

DCM

pyridine DCM

Conditions

Workup

1. 1
   workup.ADDITIONis added dropwise
2. 2
   OtherThe solvent is removed in vacuo
3. 3
   workup.DISSOLUTIONthe residue is dissolved in ethyl acetate
4. 4
   WashThis organic portion is washed with 0.1 M HCl
5. 5
   Concentrationconcentrated in vacuo

Procedure

Phenyl chloroformate (0.733 mL, 5.84 mmol) is suspended in pyridine/DCM (3 mL, 2:1). The solution is stirred at 0° C., and 3-aminopyridine (500 mg, 5.31 mmol) dissolved in DCM (1 mL) is added dropwise. The reaction mixture is at 0° C. for 1 hour. The solvent is removed in vacuo and the residue is dissolved in ethyl acetate. This organic portion is washed with 0.1 M HCl and then concentrated in vacuo to afford the titled compound. (MH+215)

Source