m-Chloroperbenzoic acid → HCID 178497950, compound

HRID 2233888Notes

Reaction equation

HRID 2233888 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[CH:5]=[CH:4][CH:3]=1.C1C=C([Cl:18])C=C(C(OO)=[O:20])C=1>CC(C)=O>[ClH:18].[NH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[N+:7]=1[O-:20]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 13809143Methyl 6-aminopyridine-2-carboxylate2×

Product 1

HCID 178497950HCID 178497950, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

Methyl 6-aminopyridine-2-carboxylate (Intermediate 121, 3.3 g, 22 mmol) was dissolved in acetone and to this was added a solution of mCPBA (5.9 g, 23.5 mmol) in acetone. After stirring overnight, the acetone was removed and the residue was suspended in 3 N HCl. The precipitate was filtered off to give the HCl salt (3.57 g, 87%).

Workup

  1. customthe acetone was removed
  2. filtrationThe precipitate was filtered off

Sources & evidence

ORD record
ord-c5dbe31a31994390a66400b84812d3f9
Source dataset
uspto-grants-2010_05
Patent number
US07709503B2

Reaction notes

Loading…