Water → HCID 90426456, compound

HRID 595131Notes

Reaction equation

HRID 595131 reaction equation
Br[C:2]1[C:10]2[C:6](=[CH:7][N:8]([CH3:11])[N:9]=2)[CH:5]=[CH:4][C:3]=1[CH3:12].[C:13]([Cu])#[N:14].O>CN1C(=O)CCC1>[CH3:11][N:8]1[CH:7]=[C:6]2[C:10]([C:2]([C:13]#[N:14])=[C:3]([CH3:12])[CH:4]=[CH:5]2)=[N:9]1

Participants

5

Reactant 3

HCID 962WaterHCID 90426660HCID 90426660, compoundHCID 178418546HCID 178418546, compound

Product 1

HCID 90426456HCID 90426456, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
130 °C

Procedure

To a solution of 7-bromo-2,6-dimethyl-2H-indazole (1 equiv.) in NMP, was added CuCN (2 equiv.) and heated at 130° C. for 16 h. On completion, water was added to quench the reaction, solid precipitated was filtered and purified by column chromatography to afford the title compound (40-60% yield)

Workup

  1. customto quench
  2. customthe reaction, solid
  3. customprecipitated
  4. filtrationwas filtered
  5. custompurified by column chromatography

Sources & evidence

ORD record
ord-b38bea76da404706a866b620df45c377
Source dataset
uspto-grants-2016_01
Patent number
US09243001B2

Reaction notes

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