Sulfuric Acid → HCID 90308719, compound

HRID 2283703Notes

Reaction equation

HRID 2283703 reaction equation
[CH3:1][C:2]1(O)[CH2:5][CH2:4][CH2:3]1.S(=O)(=O)(O)O.[Br:12][C:13]1[CH:14]=[C:15]2[C:19](=[C:20]([CH3:22])[CH:21]=1)[NH:18][N:17]=[CH:16]2.C(=O)(O)[O-].[Na+]>C(OCC)(=O)C>[Br:12][C:13]1[CH:21]=[C:20]([CH3:22])[C:19]2[C:15](=[CH:16][N:17]([C:2]3([CH3:1])[CH2:5][CH2:4][CH2:3]3)[N:18]=2)[CH:14]=1

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 1406421-MethylcyclobutanolHCID 516892Sodium BicarbonateHCID 13820335-Bromo-7-methyl-1H-indazole

Product 1

HCID 90308719HCID 90308719, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

1-Methyl-1-cyclobutanol (3 mL) and concentrated sulfuric acid (0.1 mL) were added to 5-bromo-7-methyl-1H-indazole (633 mg). The reaction solution was allowed to react in a microwave reactor at 100° C. for 30 minutes, and then further allowed to react at 120° C. for 30 minutes. An aqueous sodium bicarbonate solution and ethyl acetate were added to the reaction solution. After separation, the organic layer was washed with a saturated saline solution. After drying over anhydrous sodium sulfate, the solvent was evaporated under vacuum, and the resultant was purified by column chromatography on silica gel (developing solvent:hexane/ethyl acetate) to obtain 5-bromo-7-methyl-2-(1-methylcyclobutyl)-2H-indazole.

Workup

  1. customto react in a microwave reactor at 100° C. for 30 minutes
  2. customto react at 120° C. for 30 minutes
  3. customAfter separation
  4. washthe organic layer was washed with a saturated saline solution
  5. dry with materialAfter drying over anhydrous sodium sulfate
  6. customthe solvent was evaporated under vacuum
  7. customthe resultant was purified by column chromatography on silica gel (developing solvent:hexane/ethyl acetate)

Sources & evidence

ORD record
ord-df8d8e156d8542cd8b3d54f790b5e908
Source dataset
uspto-grants-2015_09
Patent number
US09145414B2

Reaction notes

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