Potassium Hydroxide → HCID 178451813, compound

HRID 1888208Notes

Reaction equation

HRID 1888208 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([C:11]#[N:12])[CH:10]=1)[NH:7][N:6]=[C:5]2[CH:13]1[CH2:18][CH2:17][N:16]([C:19]([O-:21])=[O:20])[CH2:15][CH2:14]1.[OH-:22].[K+]>CC(O)(C)C>[NH2:12][C:11]([C:9]1[CH:10]=[C:2]([Br:1])[CH:3]=[C:4]2[C:8]=1[NH:7][N:6]=[C:5]2[CH:13]1[CH2:14][CH2:15][N:16]([C:19]([O:21][C:4]([CH3:8])([CH3:5])[CH3:3])=[O:20])[CH2:17][CH2:18]1)=[O:22]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 178509435HCID 178509435, compound

Product 1

HCID 178451813HCID 178451813, compoundYield 191.5%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

To 4-(5-bromo-7-cyano-1H-indazol-3-yl)-1-piperidine-carboxylate (0.30 g, 0.74 mmols) in 2-methyl-2-propanol (30 mL) was added KOH (0.45 g, 7.4 mmol). The reaction mixture was heated at reflux overnight. After cooling, the solvent was evaporated and the residue was redissovled in ethyl acetate (150 mL) and filtered through a pad of silica gel to give the title compound (300 mg) as a yellow solid (99%).

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux overnight
  3. temperatureAfter cooling
  4. customthe solvent was evaporated
  5. filtrationfiltered through a pad of silica gel

Sources & evidence

ORD record
ord-6f971cba14fc424a903f576721d2ba23
Source dataset
uspto-grants-2013_08
Patent number
US08501780B2

Reaction notes

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