Hydrochloric Acid → 2-Methoxy-4-methylpyridin-3-amine

HRID 1734121Notes

Reaction equation

HRID 1734121 reaction equation
C(OC([NH:8][C:9]1[C:10]([O:16][CH3:17])=[N:11][CH:12]=[CH:13][C:14]=1[CH3:15])=O)(C)(C)C.Cl>CCOC(C)=O>[NH2:8][C:9]1[C:10]([O:16][CH3:17])=[N:11][CH:12]=[CH:13][C:14]=1[CH3:15]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10082908Tert-butyl 2-methoxy-4-methylpyridin-3-ylcarbamate

Product 1

HCID 103293612-Methoxy-4-methylpyridin-3-amineYield 100%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

3-(tert-Butoxycarbonylamino)-2-methoxy-4-methylpyridine (0.7 g, 2.9 mmol) was treated with 25 mL of 4M HCl in EtOAc at room temperature overnight. The resulting suspension was carefully washed with sat. NaHCO3, dried (MgSO4) and concentrated to give 0.4 g of the free amine as an oil (100%). m.p. (HCl salt): 199° C. (d).

Workup

  1. washThe resulting suspension was carefully washed with sat. NaHCO3
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-9ff4367edf7e4ff59a9646f0405f517f
Source dataset
uspto-grants-1996_07
Patent number
US05532358

Reaction notes

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