Ammonium Hydroxide → 1-(6-Aminopyridin-3-yl)ethan-1-one

HRID 2402304Notes

Reaction equation

HRID 2402304 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1.[NH4+:11].[OH-]>O>[NH2:11][C:2]1[N:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 27796981-(6-Chloropyridin-3-yl)ethan-1-one

Product 1

HCID 211133961-(6-Aminopyridin-3-yl)ethan-1-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-(6-Chloropyridin-3-yl)-ethanone (230 mg, 1.5 mmol), 1 mL 28% aq NH4OH, and catalytic CuSO4.5H2O were heated to 130° C. in a sealed tube for 5 h. The mixture was cooled, diluted with 20 mL water, and washed with 2×25 mL EtOAc. The combined organics were washed with brine, dried (MgSO4), filtered, and evaporated. The title compound was obtained by silica gel chromatography (163 mg, 80%).

Workup

  1. temperatureThe mixture was cooled
  2. washwashed with 2×25 mL EtOAc
  3. washThe combined organics were washed with brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-3e7affed67e84349b21b16f6588d62be
Source dataset
uspto-grants-2014_08
Patent number
US08796313B2

Reaction notes

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