HCID 18365075, compound → 3-Aminopyridine-2-carbonitrile

HRID 380389Notes

Reaction equation

HRID 380389 reaction equation
[N:1]([C:4]1[C:5]([C:10]#[N:11])=[N:6][CH:7]=[CH:8][CH:9]=1)=[N+]=[N-]>C(O)C.[Pd]>[NH2:1][C:4]1[C:5]([C:10]#[N:11])=[N:6][CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 18365075HCID 18365075, compound

Product 1

HCID 5770153-Aminopyridine-2-carbonitrileYield 98.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 3-azido-2-cyanopyridine (1.44 g, 9.9 mmol) in ethanol (100 ml) was hydrogenated over palladium on carbon (10%, 50 mg) at room temperature and 3.5 p.s.i for 18 h. The catalyst was filtered off over Celite and the filtrate was concentrated to leave the product (1.16 g). 1H NMR (d6-DMSO) 7.87 (1H, d), 7.33 (1H, dd), 7.22 (1H, d), 6.28 (2H, s).

Workup

  1. filtrationThe catalyst was filtered off over Celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-a4a17ec38cef4688a38ac0e63cc42f3b
Source dataset
uspto-grants-2001_10
Patent number
US06303613B1

Reaction notes

Loading…