Potassium Carbonate → HCID 21894750, compound

HRID 2112137Notes

Reaction equation

HRID 2112137 reaction equation
C([O-])([O-])=O.[K+].[K+].[Br:7][C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][CH:16]=1)[NH:13][N:12]=[CH:11]2>CN(C=O)C>[Br:7][C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][CH:16]=1)[N:13]([CH2:9][CH:10]([CH3:14])[CH3:11])[N:12]=[CH:11]2

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 7619295-bromo-1H-indazole2×

Product 1

HCID 21894750HCID 21894750, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
105 °C

Procedure

K2CO3 was added to a solution of 5-bromoindazole and in DMF. The mixture was heated to 105° C. After disappearance of 5-bromoindazole the reaction mixture was poured onto DCM/brine. The two layers were separated and the aqueous layer was extracted with DCM (2×) and checked by TLC. The combined organics were washed with H2O (2×) and brine and dried over Na2SO4. After filtration, the filtrate was concentrated and the resulting residue was purified by chromatography with 9.5:0.5 hexane/EtOAc to provide desired product (14p).

Workup

  1. customThe two layers were separated
  2. extractionthe aqueous layer was extracted with DCM (2×)
  3. washThe combined organics were washed with H2O (2×) and brine
  4. dry with materialdried over Na2SO4
  5. filtrationAfter filtration
  6. concentrationthe filtrate was concentrated
  7. customthe resulting residue was purified by chromatography with 9.5:0.5 hexane/EtOAc

Sources & evidence

ORD record
ord-b8d426b15f074a3ea944802b26ea6e0f
Source dataset
uspto-grants-2009_04
Patent number
US07521447B2

Reaction notes

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