Potassium Carbonate → HCID 67259688, compound

HRID 79395Notes

Reaction equation

HRID 79395 reaction equation
[Br:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[N+:11]([O-:13])=[O:12])[NH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].Cl.Cl[CH2:22][C:23]1[CH:27]=[CH:26][N:25]([CH:28]([CH3:30])[CH3:29])[N:24]=1>CN(C=O)C>[Br:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[N+:11]([O-:13])=[O:12])[N:4]([CH2:22][C:23]2[CH:27]=[CH:26][N:25]([CH:28]([CH3:30])[CH3:29])[N:24]=2)[N:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 67259905HCID 67259905, compoundHCID 178526560HCID 178526560, compound

Product 1

HCID 67259688HCID 67259688, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 3-bromo-4-nitro-1H-indazole (Preparation B; 2.2 g, 9.1 mmol) in DMF (18 mL) was added potassium carbonate (2.5 g, 18 mmol) at ambient temperature. After 15 minutes, at ambient temperature, 3-(chloromethyl)-1-isopropyl-1H-pyrazole hydrochloride (1.8 g, 9.1 mmol) was added. The mixture was allowed to stir for 18 hours. The mixture was concentrated, diluted with ice-water and stirred for one hour. The resulting fine solids were collected by filtration and dried under vacuum to give 3-bromo-1-((1-isopropyl-1H-pyrazol-3-yl)methyl)-4-nitro-1H-indazole (3 g, 91% yield).

Workup

  1. concentrationThe mixture was concentrated
  2. additiondiluted with ice-water
  3. stirringstirred for one hour
  4. filtrationThe resulting fine solids were collected by filtration
  5. customdried under vacuum

Sources & evidence

ORD record
ord-c338d4311b6c4b22aef589ae86aa647f
Source dataset
uspto-grants-2014_09
Patent number
US08841455B2

Reaction notes

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