2-Amino-4-methylpyridine → N-(4-Methyl-2-pyridyl)acetamide

HRID 1860390Notes

Reaction equation

HRID 1860390 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][N:3]=1.[C:9](OC(=O)C)(=[O:11])[CH3:10]>C(O)(=O)C>[C:9]([NH:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][N:3]=1)(=[O:11])[CH3:10]

Participants

4

Reactant 2

HCID 15332-Amino-4-methylpyridineHCID 7918Acetic Anhydride

Product 1

HCID 220485N-(4-Methyl-2-pyridyl)acetamide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 2-amino-4-methylpyridine (20 g) in acetic acid (80 ml) was added acetic anhydride and the resulting solution was refluxed for 3 h. The solution was concentrated in vacuo and the solid obtained was triturated with about 50 ml of water and carefully neutralised with solid sodium bicarbonate. The solid was filtered, washed with water and dried under vacuum to give the crude title compound as a white solid (20 g).

Workup

  1. temperaturethe resulting solution was refluxed for 3 h
  2. concentrationThe solution was concentrated in vacuo
  3. customthe solid obtained
  4. customwas triturated with about 50 ml of water
  5. filtrationThe solid was filtered
  6. washwashed with water
  7. customdried under vacuum

Sources & evidence

ORD record
ord-363bc9926a5c42c3a799942f32be0d9c
Source dataset
uspto-grants-2003_03
Patent number
US06531466B2

Reaction notes

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