Sodium Hydroxide → HCID 178515666, compound

HRID 1678710Notes

Reaction equation

HRID 1678710 reaction equation
C[O:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7]([C:15]([F:18])([F:17])[F:16])=[N:8][N:9]2C(=O)C)=[CH:5][CH:4]=1.[OH-].[Na+]>Br>[F:18][C:15]([F:16])([F:17])[C:7]1[C:6]2[C:10](=[CH:11][C:3]([OH:2])=[CH:4][CH:5]=2)[NH:9][N:8]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59373775HCID 59373775, compound

Product 1

HCID 178515666HCID 178515666, compoundYield 91.9%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Conditions

Temperature
110 °C

Procedure

Hydrobromic acid (100 mL; manufactured by Wako Pure Chemical Industries, Ltd.) was added to 1-(6-methoxy-3-trifluoromethylindazol-1-yl)ethanone (2.5826 g) that can be produced by the method described in Reference Example 34 or the like, and the mixture was stirred overnight at 110° C. The reaction solution was cooled to 0° C., and then was neutralized with a 5 mol/L aqueous solution of sodium hydroxide to adjust the pH to about 7. The reaction solution was extracted once with ethyl acetate. The organic layer was washed with brine, and was dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and thus the title compound (1.8583 g) was obtained.

Workup

  1. customcan be produced by the method
  2. temperatureThe reaction solution was cooled to 0° C.
  3. extractionThe reaction solution was extracted once with ethyl acetate
  4. washThe organic layer was washed with brine
  5. dry with materialwas dried over anhydrous magnesium sulfate
  6. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-b17c431999f94e2e93570c2e150c0d2d
Source dataset
uspto-grants-2011_08
Patent number
US08008506B2

Reaction notes

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