HCID 68703308, compound → 3H-Imidazo(4,5-b)pyridin-2-amine

HRID 1175184Notes

Reaction equation

HRID 1175184 reaction equation
COC(=O)[NH:4][CH2:5][CH:6]=[CH:7][C:8]1[NH:9][CH:10]([NH2:13])[NH:11][CH:12]=1>[OH-].[Na+]>[NH:9]1[C:8]2[C:12](=[N:4][CH:5]=[CH:6][CH:7]=2)[N:11]=[C:10]1[NH2:13]

Participants

3

Reactant 1

HCID 68703308HCID 68703308, compound

Product 1

HCID 1798973H-Imidazo(4,5-b)pyridin-2-amineYield 31%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

20 mg (0.1 mmol) of the cis allyl amine 16 are dissolved in a 1M NaOH solution (2 ml). The mixture is left at ambient temperature for 48 h. This solution is extracted with BuOH (3×20 ml). The butanol phases are combined and evaporated to dryness. The residue is taken up in the minimum amount of methanol and then purified on preparative silica gel plates using the DCM/MeOH(NH3), 8/2, mixture as eluent. Compound 17 (4 mg) is obtained with a yield of 31%.

Workup

  1. extractionThis solution is extracted with BuOH (3×20 ml)
  2. customevaporated to dryness
  3. custompurified on preparative silica gel plates

Sources & evidence

ORD record
ord-e8d2517d4af44ebda8fbc1dd2006960d
Source dataset
uspto-grants-2010_11
Patent number
US07838681B2

Reaction notes

Loading…