Reaction #78732

Reaction equation

CH2Cl2

N-{[(2-{4-[(3-amino-4,6-dimethyl-2-pyridinyl)amino]phenyl}ethyl)amino]carbonyl}-4-methylbenzenesulfonamide

BrCN

→

title compound

Yield 71.0%

2-AMINO-5,7-DIMETHYL-3-(4-{2-[({[(4-METHYLPHENYL)SULFONYL]AMINO}CARBONYL)AMINO]ETHYL}PHENYL)-3H-IMIDAZO[4,5-b]PYRIDINE DI-HYDROCHLORIDE

Yield 71.0%

Solvents

THF

water

Conditions

Workup

1. 1
   Washwashed with brine
2. 2
   DryingThe organic layer was dried over MgSO4
3. 3
   Filtrationfiltered
4. 4
   ConcentrationAfter concentration in vacuo
5. 5
   Otherthe residue was purified by preparative TLC (CH2Cl2/MeOH=10/1)

Procedure

To a stirred solution of N-{[(2-{4-[(3-amino-4,6-dimethyl-2-pyridinyl)amino]phenyl}ethyl)amino]carbonyl}-4-methylbenzenesulfonamide (300 mg, 0.66 mmol) in THF (6 ml) was added a solution of BrCN (175 mg, 1.65 mmol) in water (2 ml). The resultant mixture was stirred at room temperature for 16 hours. The mixture was diluted with CH2Cl2 and washed with brine. The organic layer was dried over MgSO4 and filtered. After concentration in vacuo, the residue was purified by preparative TLC (CH2Cl2/MeOH=10/1) to afford 224 mg (71%) of the title compound.

Source