Lithium Hydroxide → HCID 44546602, compound

HRID 656726Notes

Reaction equation

HRID 656726 reaction equation
C([O:3][C:4](=[O:38])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[C:8]([O:14][C:15]2[CH:20]=[CH:19][C:18]([NH:21][C:22](=[O:30])[C:23]3[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=3)=[CH:17][C:16]=2[CH2:31][S:32][CH2:33][C:34]([F:37])([F:36])[F:35])[CH:7]=1)C.[OH-].[Li+]>CO.O>[Cl:29][C:26]1[CH:25]=[CH:24][C:23]([C:22]([NH:21][C:18]2[CH:19]=[CH:20][C:15]([O:14][C:8]3[CH:7]=[C:6]([CH2:5][C:4]([OH:38])=[O:3])[CH:11]=[CH:10][C:9]=3[O:12][CH3:13])=[C:16]([CH2:31][S:32][CH2:33][C:34]([F:37])([F:35])[F:36])[CH:17]=2)=[O:30])=[CH:28][CH:27]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 58372867HCID 58372867, compound

Product 1

HCID 44546602HCID 44546602, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
65 °C

Procedure

To {3-[4-(4-chloro-benzoylamino)-2-(2,2,2-trifluoro-ethylsulfanylmethyl)-phenoxy]-4-methoxy-phenyl}-acetic acid ethyl ester (0.47 mmol) in MeOH and H2O was added 1N aqueous lithium hydroxide. The reaction was stirred overnight at 65° C., and then acidified and extracted with EtOAc. The combined organic layers were dried over MgSO4, filtered, and concentrated, and the residue was purified by preparative HPLC to give the title compound.

Workup

  1. extractionextracted with EtOAc
  2. dry with materialThe combined organic layers were dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customthe residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-ccd527b3918f4c518507cd6074a0378e
Source dataset
uspto-grants-2011_12
Patent number
US08071807B2

Reaction notes

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