Hydrochloric Acid → HCID 46240204, compound

HRID 553688Notes

Reaction equation

HRID 553688 reaction equation
[OH-].[Li+].C([O:5][C:6](=[O:40])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[O:24][N:23]=[C:22]([CH3:25])[C:21]=3[NH:26][C:27]([O:29][CH:30]([C:32]3[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][C:33]=3[F:39])[CH3:31])=[O:28])=[CH:16][CH:15]=2)=[CH:10][CH:9]=1)C.Cl>CO.O>[Cl:38][C:35]1[CH:36]=[CH:37][C:32]([CH:30]([O:29][C:27]([NH:26][C:21]2[C:22]([CH3:25])=[N:23][O:24][C:20]=2[C:17]2[CH:18]=[CH:19][C:14]([C:11]3[CH:12]=[CH:13][C:8]([CH2:7][C:6]([OH:40])=[O:5])=[CH:9][CH:10]=3)=[CH:15][CH:16]=2)=[O:28])[CH3:31])=[C:33]([F:39])[CH:34]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 67350795HCID 67350795, compound

Product 1

HCID 46240204HCID 46240204, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Excess lithium hydroxide was added to a solution of (4′-{-4-[1-(4-chloro-2-fluoro-phenyl)-ethoxycarbonylamino]-3-methyl-isoxazol-5-yl}-biphenyl-4-yl)-acetic acid ethyl ester (0.100 g, 0.19 mmol) in methanol and water, and the reaction was stirred at room temperature overnight. The mixture was acidified with 1N aqueous HCl and extracted with EtOAc, and the combined organic layers were dried, filtered, and concentrated. The residue was purified by preparative HPLC to give the title compound.

Workup

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

Sources & evidence

ORD record
ord-7e1204ce6d594a8a92daaa07605f7bbd
Source dataset
uspto-grants-2011_11
Patent number
US08048902B2

Reaction notes

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