N-[(6-Methoxypyridin-2-yl)methyl]acetamide → (6-Methoxypyridin-2-yl)methanamine

HRID 1584013Notes

Reaction equation

HRID 1584013 reaction equation
C([NH:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][CH3:13])[N:7]=1)(=O)C.Cl.NCC1C=CC=C(OC)N=1.Cl.NCC1NC(=O)C=CC=1>Cl>[NH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][CH3:13])[N:7]=1

Participants

5

Reactant 3

HCID 13882972N-[(6-Methoxypyridin-2-yl)methyl]acetamideHCID 13882974(6-Methoxypyridin-2-yl)methanamine hydrochlorideHCID 212435226-(Aminomethyl)pyridin-2(1H)-one hydrochloride

Product 1

HCID 13882973(6-Methoxypyridin-2-yl)methanamine

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

The crude product, 2-acetamidomethyl-6-methoxypyridine from Example 1, was combined with 10 ml of 6N hydrochloric acid, and the resulting mixture was heated at its reflux temperature for about 16 hours. The mixture was evaporated to provide a tan solid residue. The product was determined by infrared and nuclear magnetic resonance spectral analyses to be a mixture of 2-aminomethyl-6-methoxypyridine hydrochloride and 6-aminomethyl-2(1H)-pyridone hydrochloride.

Workup

  1. temperaturethe resulting mixture was heated at its
  2. temperaturereflux temperature for about 16 hours
  3. customThe mixture was evaporated
  4. customto provide a tan solid residue

Sources & evidence

ORD record
ord-74e441a9c522461393ef90960af71363
Source dataset
uspto-grants-1985_11
Patent number
US04555573

Reaction notes

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