Hydrochloric Acid → 3-(4-{2-[3-(2,4-difluorophenyl)-1-heptylureido]ethoxy}phenyl)-2-ethoxypropionic Acid

HRID 1744460Notes

Reaction equation

HRID 1744460 reaction equation
C([O:3][C:4](=[O:38])[CH:5]([O:35][CH2:36][CH3:37])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][N:16]([CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[C:17]([NH:19][C:20]2[CH:25]=[CH:24][C:23]([F:26])=[CH:22][C:21]=2[F:27])=[O:18])=[CH:9][CH:8]=1)C.[OH-].[Na+].Cl>C(O)C>[F:27][C:21]1[CH:22]=[C:23]([F:26])[CH:24]=[CH:25][C:20]=1[NH:19][C:17](=[O:18])[N:16]([CH2:15][CH2:14][O:13][C:10]1[CH:9]=[CH:8][C:7]([CH2:6][CH:5]([O:35][CH2:36][CH3:37])[C:4]([OH:38])=[O:3])=[CH:12][CH:11]=1)[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 102395753-(4-{2-[3-(2,4-difluorophenyl)-1-heptylureido]ethoxy}phenyl)-2-ethoxypropionic Acid Ethyl Ester

Product 1

HCID 98708443-(4-{2-[3-(2,4-difluorophenyl)-1-heptylureido]ethoxy}phenyl)-2-ethoxypropionic AcidYield 93.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of the compound obtained in Example 1, Step f (40 mg) in ethanol (2 ml) was added with 1 N aqueous sodium hydroxide (0.1 ml) and stirred at room temperature for 2 hours and then at 50° C. for 1 hour. The reaction mixture was added with 1 N hydrochloric acid (0.1 ml) and concentrated, and the resulting residue was applied on a silica gel column and eluted with methylene chloride/ethanol (10:1, containing 1% acetic acid) to obtain the title compound (35.6 mg).

Workup

  1. waitat 50° C. for 1 hour
  2. concentrationconcentrated
  3. washeluted with methylene chloride/ethanol (10:1, containing 1% acetic acid)

Sources & evidence

ORD record
ord-e63e90ce81f94643bc92eea956acb9a7
Source dataset
uspto-grants-2006_03
Patent number
US07015345B2

Reaction notes

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