Ammonia → (6-Aminopyridin-3-yl)(phenyl)methanone

HRID 277921Notes

Reaction equation

HRID 277921 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:15])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][N:3]=1.[NH3:16]>CCO>[NH2:16][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:15])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 3061713Methanone, (6-chloro-3-pyridinyl)phenyl-

Product 1

HCID 13015392(6-Aminopyridin-3-yl)(phenyl)methanone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
145 °C

Procedure

The 2-chloro-5-benzoylpyridine (100 g, 0.460 mol) was dissolved in 500 ml of 3A EtOH and 400 ml of anhydrous ammonia, placed in a bomb, then heated at 145° C. for 16 hours. The solvents were removed in vacuo and the remaining tan solid was recrystallized from EtOH/H2O yielding 77.4 g (85%) of product as a tan solid. EA, MS(FD).

Workup

  1. customThe solvents were removed in vacuo
  2. customthe remaining tan solid was recrystallized from EtOH/H2O yielding 77.4 g (85%) of product as a tan solid

Sources & evidence

ORD record
ord-fbad836a3d4e4655908c7d0d9f740b7e
Source dataset
uspto-grants-2002_03
Patent number
US06358971B1

Reaction notes

Loading…