Water → HCID 66728077, compound

HRID 573289Notes

Reaction equation

HRID 573289 reaction equation
[Br:1][C:2]1[C:6]2=[N:7][CH:8]=[CH:9][CH:10]=[C:5]2[NH:4][N:3]=1.I[CH:12]([CH3:14])[CH3:13].C([O-])([O-])=O.[K+].[K+].O>CN(C=O)C>[Br:1][C:2]1[C:6]2=[N:7][CH:8]=[CH:9][CH:10]=[C:5]2[N:4]([CH:12]([CH3:14])[CH3:13])[N:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6362Isopropyl iodideHCID 11430Potassium CarbonateHCID 178419484HCID 178419484, compound

Product 1

HCID 66728077HCID 66728077, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 3-bromo-1H-pyrazolo[4,3-b]pyridine (200 mg) in DMF (10 mL) were added 2-iodopropane (0.20 mL) and K2CO3 (168 mg) at room temperature. After stirring overnight, the reaction mixture was poured into water and extracted with AcOEt. The extract was washed with water and brine, dried over MgSO4, and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (AcOEt/hexane) to give the title compound (147 mg).

Workup

  1. extractionextracted with AcOEt
  2. washThe extract was washed with water and brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by basic silica gel column chromatography (AcOEt/hexane)

Sources & evidence

ORD record
ord-aaa3de8565e3451387055b3d63cba6ea
Source dataset
uspto-grants-2015_05
Patent number
US09029536B2

Reaction notes

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