Triethyloxonium tetrafluoroborate → HCID 90308796, compound

HRID 2283701Notes

Reaction equation

HRID 2283701 reaction equation
F[B-](F)(F)F.C([O+]([CH2:11][CH3:12])CC)C.[Br:13][C:14]1[CH:15]=[C:16]2[C:20](=[C:21]([Cl:23])[CH:22]=1)[NH:19][N:18]=[CH:17]2>C(OCC)(=O)C>[Br:13][C:14]1[CH:22]=[C:21]([Cl:23])[C:20]2[C:16](=[CH:17][N:18]([CH2:11][CH3:12])[N:19]=2)[CH:15]=1

Participants

4

Reactant 2

HCID 2723982Triethyloxonium tetrafluoroborateHCID 211021945-Bromo-7-chloro-1H-indazole

Product 1

HCID 90308796HCID 90308796, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Triethyl oxonium tetrafluoroborate (2.5 g) was added to a solution of 5-bromo-7-chloro-1H-indazole (1.38 g) in ethyl acetate (15 mL), and the reaction solution was stirred at room temperature overnight. After dilution with ethyl acetate, the reaction solution was washed successively with water and a saturated saline solution, dried over anhydrous sodium sulfate, and the solvent was evaporated under vacuum. The resultant residue was purified by column chromatography on silica gel (developing solvent:hexane/ethyl acetate) to obtain 5-bromo-7-chloro-2-ethyl-2H-indazole.

Workup

  1. washAfter dilution with ethyl acetate, the reaction solution was washed successively with water
  2. dry with materiala saturated saline solution, dried over anhydrous sodium sulfate
  3. customthe solvent was evaporated under vacuum
  4. customThe resultant residue was purified by column chromatography on silica gel (developing solvent:hexane/ethyl acetate)

Sources & evidence

ORD record
ord-cc88bc3fb81546f183935a56e3238cf5
Source dataset
uspto-grants-2015_09
Patent number
US09145414B2

Reaction notes

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