Sodium Hydroxide → HCID 11555460, compound

HRID 852010Notes

Reaction equation

HRID 852010 reaction equation
C[O:2][C:3](=[O:35])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][N:11]([S:24]([C:27]2[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][CH:28]=2)(=[O:26])=[O:25])[CH:12]2[CH2:18][CH:17]([C:19]([F:22])([F:21])[F:20])[CH2:16][CH2:15][NH:14][C:13]2=[O:23])=[C:6]([F:34])[CH:5]=1.[OH-].[Na+]>C1COCC1>[Cl:33][C:30]1[CH:31]=[CH:32][C:27]([S:24]([N:11]([CH2:10][C:7]2[CH:8]=[CH:9][C:4]([C:3]([OH:35])=[O:2])=[CH:5][C:6]=2[F:34])[CH:12]2[CH2:18][CH:17]([C:19]([F:21])([F:20])[F:22])[CH2:16][CH2:15][NH:14][C:13]2=[O:23])(=[O:26])=[O:25])=[CH:28][CH:29]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 11685245HCID 11685245, compound

Product 1

HCID 11555460HCID 11555460, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4-{[(4-Chloro-benzenesulfonyl)-(2-oxo-5-trifluoromethyl-azepan-3-yl)-amino]-methyl}-3-fluoro-benzoic acid methyl ester (0.03 g, 0.06 mmol) was dissolved in THF (2 ml) and 1 N NaOH (4 ml) was added. The reaction mixture was stirred for 6 h at pH 10. A KHSO4/K2SO4 aqueous buffer was added to adjust the pH to 3. The mixture was extracted with ethyl acetate and the combined organic extracts were dried (Na2SO4) and concentrated under reduced pressure and lyophilised yielding a solid: 11 mg; MS: m/e=521.2 (MH−).

Workup

  1. extractionThe mixture was extracted with ethyl acetate
  2. dry with materialthe combined organic extracts were dried (Na2SO4)
  3. concentrationconcentrated under reduced pressure
  4. customlyophilised yielding a solid

Sources & evidence

ORD record
ord-ced18ee7d7ec440cbc9ccbf0b8ba751b
Source dataset
uspto-grants-2007_08
Patent number
US07253158B2

Reaction notes

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