Methyl iodide → 2H-Pyrazolo[4,3-b]pyridine, 7-bromo-2-methyl-

HRID 1522596Notes

Reaction equation

HRID 1522596 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[N:9][NH:10][C:3]=12.[H-].[Na+].I[CH3:14]>C1COCC1>[Br:1][C:2]1[C:3]2[C:4](=[CH:8][N:9]([CH3:14])[N:10]=2)[N:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 674704577-Bromo-1H-pyrazolo[4,3-b]pyridine

Product 1

HCID 674695272H-Pyrazolo[4,3-b]pyridine, 7-bromo-2-methyl-

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 7-bromo-1H-pyrazolo[4,3-b]pyridine (100 mg, 0.505 mmol) and sodium hydride (24.24 mg, 0.606 mmol) in THF (2.0 mL) was stirred at 0° C. for 15 minutes. Iodomethane (71.7 mg, 0.505 mmol) was added, and the reaction was warmed to room temperature for 1 hour. The reaction was quenched with water, extracted with EtOAc, dried over MgSO4, and evaporated to dryness to give 7-bromo-2-methyl-2H-pyrazolo[4,3-b]pyridine which was used without further purification.

Workup

  1. customThe reaction was quenched with water
  2. extractionextracted with EtOAc
  3. dry with materialdried over MgSO4
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-c8af38c32b404e4aac0eaf59cf76df9d
Source dataset
uspto-grants-2015_07
Patent number
US09073918B2

Reaction notes

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