Dimethylformamide → HCID 19439815, compound

HRID 1734095Notes

Reaction equation

HRID 1734095 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]1[CH:9]=[N:8][CH:7]=[CH:6][C:5]2=1.[H-].[Na+].[CH3:17]N(C=O)C>>[Br:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[N:11]([CH3:17])[C:10]1[CH:9]=[N:8][CH:7]=[CH:6][C:5]2=1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 1628836-Bromo-9H-pyrido[3,4-b]indole

Product 1

HCID 19439815HCID 19439815, compound

Procedure

A solution of 6-bromo-β-carboline (1.0 g, 4.05 mmol) in 12 mL of DMF was stirred in an ice bath and 186 mg (4.65 mmol, 1.15 equiv.) of 60% sodium hydride in mineral oil dispersion was added. Gas evolution was observed and stirring was continued for 1 h at ambient temperature. The homogenous reaction was partitioned between EtOAc and H2O. The organic layer was washed again with H2O followed by brine. After drying (MgSO4), evaporation gave a pale yellow solid.

Workup

  1. customThe homogenous reaction
  2. customwas partitioned between EtOAc and H2O
  3. washThe organic layer was washed again with H2O
  4. customAfter drying
  5. custom(MgSO4), evaporation
  6. customgave a pale yellow solid

Sources & evidence

ORD record
ord-f449828a5638432cbd13e47bd6c899d0
Source dataset
uspto-grants-1996_07
Patent number
US05532261

Reaction notes

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