Acetic Acid → {3-[({5-Chloro-2-[(phenylmethyl)oxy]phenyl}carbonyl)amino]phenyl}acetic acid

HRID 1623766Notes

Reaction equation

HRID 1623766 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[C:6]([C:8]([NH:10][C:11]2[CH:12]=[C:13]([CH2:17][C:18]([O:20]C)=[O:19])[CH:14]=[CH:15][CH:16]=2)=[O:9])[CH:7]=1.Cl.C(O)(=O)C>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[C:6]([C:8]([NH:10][C:11]2[CH:12]=[C:13]([CH2:17][C:18]([OH:20])=[O:19])[CH:14]=[CH:15][CH:16]=2)=[O:9])[CH:7]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 86668199HCID 86668199, compound

Product 1

HCID 51357235{3-[({5-Chloro-2-[(phenylmethyl)oxy]phenyl}carbonyl)amino]phenyl}acetic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of methyl {3-[({5-chloro-2-[(phenylmethyl)oxy]phenyl}carbonyl)amino]phenyl}acetate (may be prepared as described in Description 46, 160 mg, 0.39 mmol), 2M HCl (3 ml) and acetic acid (3 ml) was heated at 90° C. for 4 hours and then cooled to room temperature. Water was added and the mixture was filtered to give a white solid. The crude product was purified by MDAP to yield the title compound as a white solid. 53 mg.

Workup

  1. temperaturecooled to room temperature
  2. filtrationthe mixture was filtered
  3. customto give a white solid
  4. customThe crude product was purified by MDAP

Sources & evidence

ORD record
ord-c1179d1eff294f9b84fc79dacb1476c4
Source dataset
uspto-grants-2014_07
Patent number
US08778939B2

Reaction notes

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