Hydrochloric Acid → HCID 44539442, compound

HRID 1969072Notes

Reaction equation

HRID 1969072 reaction equation
C[O:2][C:3](=[O:44])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][C:13]=2[CH2:22][N:23]([CH2:42][CH3:43])[S:24]([C:27]2[CH:32]=[CH:31][C:30]([N:33]([CH3:41])[C:34]3[CH:35]=[C:36]([CH3:40])[CH:37]=[CH:38][CH:39]=3)=[CH:29][CH:28]=2)(=[O:26])=[O:25])[CH:6]=1.[OH-].[Li+].Cl>C1COCC1>[CH2:42]([N:23]([CH2:22][C:13]1[CH:14]=[C:15]([C:18]([F:21])([F:19])[F:20])[CH:16]=[CH:17][C:12]=1[O:11][C:7]1[CH:6]=[C:5]([CH2:4][C:3]([OH:44])=[O:2])[CH:10]=[CH:9][CH:8]=1)[S:24]([C:27]1[CH:28]=[CH:29][C:30]([N:33]([CH3:41])[C:34]2[CH:35]=[C:36]([CH3:40])[CH:37]=[CH:38][CH:39]=2)=[CH:31][CH:32]=1)(=[O:25])=[O:26])[CH3:43]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 58288489HCID 58288489, compound

Product 1

HCID 44539442HCID 44539442, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of crude {3-[2-({ethyl-[4-(methyl-m-tolyl-amino)-benzenesulfonyl]-amino}-methyl)-4-trifluoromethyl-phenoxy]-phenyl}-acetic acid methyl ester (0.013 mmol) in THF was added aqueous lithium hydroxide (3 mL), and the reaction was stirred overnight at room temperature. The mixture was acidified with 1N aqueous HCl and extracted with EtOAc, and the combined organic layers were dried and concentrated. The residue was purified by preparative HPLC to give the title compound. M+H=613.

Workup

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

Sources & evidence

ORD record
ord-deafdc1ea49e469f808ba3fc169a9bb3
Source dataset
uspto-grants-2013_04
Patent number
US08426449B2

Reaction notes

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