Sodium Hydroxide → 3-(5-(2-((2',4'-Dichloro-[1,1'-biphenyl]-4-yl)carbamoyl)-4,5-difluorophenyl)picolinamido)propanoic acid

HRID 405204Notes

Reaction equation

HRID 405204 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:5]=1[C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18]([C:20]2[CH:25]=[C:24]([F:26])[C:23]([F:27])=[CH:22][C:21]=2[C:28]2[CH:29]=[CH:30][C:31]([C:34]([NH:36][CH2:37][CH2:38][C:39]([O:41]CC)=[O:40])=[O:35])=[N:32][CH:33]=2)=[O:19])=[CH:13][CH:12]=1>C1COCC1>[Cl:3][C:4]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:5]=1[C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18]([C:20]2[CH:25]=[C:24]([F:26])[C:23]([F:27])=[CH:22][C:21]=2[C:28]2[CH:29]=[CH:30][C:31]([C:34]([NH:36][CH2:37][CH2:38][C:39]([OH:41])=[O:40])=[O:35])=[N:32][CH:33]=2)=[O:19])=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 71060076Ethyl 3-(5-(2-((2',4'-dichloro-[1,1'-biphenyl]-4-yl)carbamoyl)-4,5-difluorophenyl)picolinamido)propanoate

Product 1

HCID 710600673-(5-(2-((2',4'-Dichloro-[1,1'-biphenyl]-4-yl)carbamoyl)-4,5-difluorophenyl)picolinamido)propanoic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A 3M aqueous solution of NaOH (0.27 mL, 0.82 mmol) was added to a THF solution (0.9 mL) of ethyl 3-(5-(2-((2′,4′-dichloro-[1,1′-biphenyl]-4-yl)carbamoyl)-4,5-difluorophenyl)picolinamido)propanoate (100 mg, 0.17 mmol) and the resulting mixture was stirred at room temperature. After 16 h the resulting mixture was concentrated and purified via HPLC to yield the title compound.

Workup

  1. concentrationAfter 16 h the resulting mixture was concentrated
  2. custompurified via HPLC

Sources & evidence

ORD record
ord-b8811c7e9c0b45789d9b785fb9e2f679
Source dataset
uspto-grants-2014_06
Patent number
US08748624B2

Reaction notes

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