Water → HCID 178420746, compound

HRID 36108Notes

Reaction equation

HRID 36108 reaction equation
C([C:5]1[NH:6][C:7]2[C:8]([N:13]=1)=[N:9][CH:10]=[CH:11][CH:12]=2)CCC.C([O-])([O-])=O.[K+].[K+].O>CN(C=O)C>[N:6]1[C:7]2[C:8](=[N:9][CH:10]=[CH:11][CH:12]=2)[NH:13][CH:5]=1

Participants

5

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 124677102-butyl-1H-imidazo[4,5-b]pyridine

Product 1

HCID 178420746HCID 178420746, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 6-[(1-oxopentyl)amino)]-2-butylimidazo[4,5-b]pyridine, K2CO3 (956 mg, 6.92 mmol), and 4'-bromomethylbiphenyl-2-tert-butylsulfonamide 1.65 g, 3.46 mmol) in DMF (15 mL) was stirred for 12 h at r.t. The reaction mixture was poured into H2O (50 mL), extracted with EtOAc (2×50 mL), concentrated, and purified (SiO2, 4:1 EtOAc/hexanes) to give 740 mg of 2-butyl-3-[2'-(N-tert-butyl-aminosulfonyl)[1,1']biphenyl-4-yl]methyl-6-[(1-oxopentyl)amino)]-3H-imidazo[4,5-b]pyridine as a foam.

Workup

  1. extractionextracted with EtOAc (2×50 mL)
  2. concentrationconcentrated
  3. custompurified (SiO2, 4:1 EtOAc/hexanes)

Sources & evidence

ORD record
ord-bdb83128711f47ab9188a14effe6646f
Source dataset
uspto-grants-1995_05
Patent number
US05412097

Reaction notes

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