Sodium Hydroxide → HCID 18326253, compound

HRID 1250437Notes

Reaction equation

HRID 1250437 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[C:9]([N:10](S(CC)(=O)=O)[S:11]([CH2:14][CH3:15])(=[O:13])=[O:12])=[CH:8][C:7]([C:21]2[C:25]([CH3:26])=[C:24]([C:27]#[N:28])[N:23]([CH3:29])[N:22]=2)=[C:6]([F:30])[CH:5]=1>O1CCOCC1>[Cl:3][C:4]1[C:9]([NH:10][S:11]([CH2:14][CH3:15])(=[O:13])=[O:12])=[CH:8][C:7]([C:21]2[C:25]([CH3:26])=[C:24]([C:27]#[N:28])[N:23]([CH3:29])[N:22]=2)=[C:6]([F:30])[CH:5]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 18326249HCID 18326249, compound

Product 1

HCID 18326253HCID 18326253, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
22 °C

Procedure

6.5 ml of 2N sodium hydroxide solution are added dropwise to a solution of 2.93 g of 3-(4-chloro-2-fluoro-5-[(N,N-bisethanesulfonyl)amino]phenyl)-4-methyl-5-cyano-1-methyl-[1H]-pyrazole (Example H10) in 15 ml of dioxane and the mixture is stirred for 1 hour at 22° C. The mixture is subsequently poured into ice/water mixture and extracted with ethyl acetate. The combined organic phases are washed with water and dried over sodium sulfate. After the mixture has been filtered and concentrated, 2.31 g (90.6% of theory) of the desired product are obtained.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe combined organic phases are washed with water
  3. dry with materialdried over sodium sulfate
  4. filtrationAfter the mixture has been filtered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-46ea9e2db5464e23aafb3e1fe7bce87e
Source dataset
uspto-grants-2002_01
Patent number
US06339046B1

Reaction notes

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