Sodium Hydroxide → 3-(5-(2-(((2-Chloro-4'-fluoro-3'-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)amino)methyl)-4,5-difluorophenyl)picolinamido)propanoic acid

HRID 405210Notes

Reaction equation

HRID 405210 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:9]=[C:8]([NH:10][CH2:11][C:12]2[CH:17]=[C:16]([F:18])[C:15]([F:19])=[CH:14][C:13]=2[C:20]2[CH:21]=[CH:22][C:23]([C:26]([NH:28][CH2:29][CH2:30][C:31]([O:33]CC)=[O:32])=[O:27])=[N:24][CH:25]=2)[CH:7]=[CH:6][C:5]=1[C:36]1[CH:41]=[CH:40][C:39]([F:42])=[C:38]([C:43]([F:46])([F:45])[F:44])[CH:37]=1>C1COCC1>[Cl:3][C:4]1[CH:9]=[C:8]([NH:10][CH2:11][C:12]2[CH:17]=[C:16]([F:18])[C:15]([F:19])=[CH:14][C:13]=2[C:20]2[CH:21]=[CH:22][C:23]([C:26]([NH:28][CH2:29][CH2:30][C:31]([OH:33])=[O:32])=[O:27])=[N:24][CH:25]=2)[CH:7]=[CH:6][C:5]=1[C:36]1[CH:41]=[CH:40][C:39]([F:42])=[C:38]([C:43]([F:44])([F:45])[F:46])[CH:37]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86674273Ethyl 3-(5-(2-(((2-chloro-4'-fluoro-3'-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)amino)methyl)-4,5-difluorophenyl)picolinamido)propanoate

Product 1

HCID 866742743-(5-(2-(((2-Chloro-4'-fluoro-3'-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)amino)methyl)-4,5-difluorophenyl)picolinamido)propanoic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A 3M aqueous solution of NaOH (0.28 mL, 0.84 mmol) was added to a THF solution (0.9 mL) of ethyl 3-(5-(2-(((2-chloro-4′-fluoro-3′-(trifluoromethyl)-[1,1′-biphenyl]-4-yl)amino)methyl)-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-b0aea7ed5a0e41468e44f6ae0d22c014
Source dataset
uspto-grants-2014_06
Patent number
US08748624B2

Reaction notes

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