Sodium Hydroxide → (s,e)-2-(2,6-Dichlorobenzamido)-5-[4-(isopropyl-pyrimidin-2-ylamino)phenyl]pent-4-enoic acid sodium salt

HRID 230376Notes

Reaction equation

HRID 230376 reaction equation
[Cl:1][C:2]1[CH:33]=[CH:32][CH:31]=[C:30]([Cl:34])[C:3]=1[C:4]([NH:6][C@@H:7]([CH2:11]/[CH:12]=[CH:13]/[C:14]1[CH:19]=[CH:18][C:17]([N:20]([CH:27]([CH3:29])[CH3:28])[C:21]2[N:26]=[CH:25][CH:24]=[CH:23][N:22]=2)=[CH:16][CH:15]=1)[C:8]([OH:10])=[O:9])=[O:5].[OH-].[Na+:36]>CO>[Na+:36].[Cl:1][C:2]1[CH:33]=[CH:32][CH:31]=[C:30]([Cl:34])[C:3]=1[C:4]([NH:6][C@@H:7]([CH2:11]/[CH:12]=[CH:13]/[C:14]1[CH:15]=[CH:16][C:17]([N:20]([CH:27]([CH3:29])[CH3:28])[C:21]2[N:22]=[CH:23][CH:24]=[CH:25][N:26]=2)=[CH:18][CH:19]=1)[C:8]([O-:10])=[O:9])=[O:5]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 11685049(S,E)-2-(2,6-dichlorobenzamido)-5-[4-(isopropyl-pyrimidin-2-ylamino)phenyl]pent-4-enoic acid

Product 1

HCID 23674065(s,e)-2-(2,6-Dichlorobenzamido)-5-[4-(isopropyl-pyrimidin-2-ylamino)phenyl]pent-4-enoic acid sodium salt

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of (S,E)-2-(2,6-dichlorobenzamido)-5-[4-(isopropyl-pyrimidin-2-ylamino)phenyl]pent-4-enoic acid (390.4 mg) in methanol (15 ml), 1N aqueous sodium hydroxide solution (0.782 ml) was added, and the resulting mixture was stirred at room temperature for 5 minutes. The reaction solution was concentrated to dryness to obtain (S,E)-2-(2,6-dichlorobenzamido)-5-[4-(isopropyl-pyrimidin-2-ylamino)phenyl]pent-4-enoic acid sodium salt (388.8 mg). IR(KBr)cm−1: 3386, 2974, 1585, 1549, 1509, 1455, 1292, 1122, 968, 798, 780.

Workup

  1. additionwas added
  2. concentrationThe reaction solution was concentrated to dryness

Sources & evidence

ORD record
ord-0b137810d7944e8b8a96b4d2a937082e
Source dataset
uspto-grants-2009_07
Patent number
US07566724B2

Reaction notes

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