4-(3,3-Difluoro-cyclobutylamino)-5-methanesulfonyl-2-methyl-benzoic acid methyl ester → 4-(3,3-Difluoro-cyclobutylamino)-5-methanesulfonyl-2-methyl-benzoic acid

HRID 1815461Notes

Reaction equation

HRID 1815461 reaction equation
C[O:2][C:3](=[O:22])[C:4]1[CH:9]=[C:8]([S:10]([CH3:13])(=[O:12])=[O:11])[C:7]([NH:14][CH:15]2[CH2:18][C:17]([F:20])([F:19])[CH2:16]2)=[CH:6][C:5]=1[CH3:21]>O1CCOCC1>[F:20][C:17]1([F:19])[CH2:16][CH:15]([NH:14][C:7]2[C:8]([S:10]([CH3:13])(=[O:12])=[O:11])=[CH:9][C:4]([C:3]([OH:22])=[O:2])=[C:5]([CH3:21])[CH:6]=2)[CH2:18]1

Participants

3

Reactant 1

HCID 698087234-(3,3-Difluoro-cyclobutylamino)-5-methanesulfonyl-2-methyl-benzoic acid methyl ester

Product 1

HCID 225009534-(3,3-Difluoro-cyclobutylamino)-5-methanesulfonyl-2-methyl-benzoic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

210 mg of 4-(3,3-Difluoro-cyclobutylamino)-5-methanesulfonyl-2-methyl-benzoic acid methyl ester were dissolved using 10 ml of dioxane, and 0.47 ml of a 2N aqueous NaOHsolution was added. The mixture was stirred for 18 h at ambient temperature. Afterwards, the solvents were removed in vacuo. The residue was then taken up using 10 ml of water. The pH was adjusted to pH=2 using an aqueous HClsolution and extracted three times using 20 ml of EE each time. The organic layer was dried over MgSO4 and the solvent removed in vacuo. Yield: 196 mg of an amorphous solid.

Workup

  1. additionwas added
  2. customAfterwards, the solvents were removed in vacuo
  3. extractionextracted three times
  4. dry with materialThe organic layer was dried over MgSO4
  5. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-9210d47ef49343b6a46a908a503a03b5
Source dataset
uspto-grants-2005_04
Patent number
US06878748B2

Reaction notes

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