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

HRID 405176Notes

Reaction equation

HRID 405176 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][CH2:18][C:19]2[CH:24]=[C:23]([O:25][CH3:26])[CH:22]=[CH:21][C:20]=2[C:27]2[CH:28]=[CH:29][C:30]([C:33]([NH:35][CH2:36][CH2:37][C:38]([O:40]CC)=[O:39])=[O:34])=[N:31][CH:32]=2)=[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][CH2:18][C:19]2[CH:24]=[C:23]([O:25][CH3:26])[CH:22]=[CH:21][C:20]=2[C:27]2[CH:28]=[CH:29][C:30]([C:33]([NH:35][CH2:36][CH2:37][C:38]([OH:40])=[O:39])=[O:34])=[N:31][CH:32]=2)=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 71060006HCID 71060006, compound

Product 1

HCID 710600293-(5-(2-(((2',4'-Dichloro-[1,1'-biphenyl]-4-yl)amino)methyl)-4-methoxyphenyl)picolinamido)propanoic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A 3M aqueous solution of NaOH (0.20 mL, 0.60 mmol) was added to a THF solution (3 mL) of ethyl 3-(5-(2-(((2′,4′-dichloro-[1,1′-biphenyl]-4-yl)amino)methyl)-4-methoxyphenyl)picolinamido)propanoate (116 mg, 0.20 mmol) and the resulting mixture was stirred at room temperature. After 16 h the resulting mixture was concentrated in vacuo, suspended in water, and acidified with 2 M HCl. The resulting precipitate was filtered off and dried in vacuo to yield the title compound.

Workup

  1. concentrationAfter 16 h the resulting mixture was concentrated in vacuo
  2. filtrationThe resulting precipitate was filtered off
  3. customdried in vacuo

Sources & evidence

ORD record
ord-5af1987076f84a3d8b8aa00ad14cead4
Source dataset
uspto-grants-2014_06
Patent number
US08748624B2

Reaction notes

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