Hydrochloric Acid → HCID 25262909, compound

HRID 1889201Notes

Reaction equation

HRID 1889201 reaction equation
C([O:3][C:4](=[O:35])[CH2:5][C:6]1[N:7]=[C:8]([NH:11][C:12](=[O:34])[CH:13]([C:22]2[CH:27]=[CH:26][C:25]([S:28]([CH:31]3[CH2:33][CH2:32]3)(=[O:30])=[O:29])=[CH:24][CH:23]=2)[O:14][C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=2)[S:9][CH:10]=1)C.[Li+].[OH-].O.Cl>C1COCC1.C(Cl)Cl>[CH:31]1([S:28]([C:25]2[CH:24]=[CH:23][C:22]([CH:13]([O:14][C:15]3[CH:16]=[CH:17][C:18]([F:21])=[CH:19][CH:20]=3)[C:12]([NH:11][C:8]3[S:9][CH:10]=[C:6]([CH2:5][C:4]([OH:35])=[O:3])[N:7]=3)=[O:34])=[CH:27][CH:26]=2)(=[O:30])=[O:29])[CH2:32][CH2:33]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 3939Lithium HydroxideHCID 59610047HCID 59610047, compound

Product 1

HCID 25262909HCID 25262909, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

{2-[2-(4-Cyclopropanesulfonylphenyl)-2-(4-fluorophenoxy)acetylamino]thiazol-4-yl}-acetic acid ethyl ester (obtained in example A54) was taken in THF, to it was added aqueous solution of LiOH and stirred for 1-4 h. After completion of the reaction, water and DCM was added and stirred for 5 min. The aqueous layer was acidified with 1 N HCl and extracted with ethyl acetate, washed with brine and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure to get the title compound.

Workup

  1. additionwas added
  2. stirringstirred for 5 min
  3. extractionextracted with ethyl acetate
  4. washwashed with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-3f4371c63d7140948dab4254db65005a
Source dataset
uspto-grants-2013_08
Patent number
US08501955B2

Reaction notes

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