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

HRID 621700Notes

Reaction equation

HRID 621700 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-306c57f94a7d4a41b0120d423dc9cc8d
Source dataset
uspto-grants-1989_04
Patent number
US04824953

Reaction notes

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