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

HRID 1365710Notes

Reaction equation

HRID 1365710 reaction equation
[Cl:1][C:2]1[CH:31]=[CH:30][CH:29]=[C:28]([Cl:32])[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]([CH3:27])[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+:34]>CO>[Na+:34].[Cl:1][C:2]1[CH:31]=[CH:30][CH:29]=[C:28]([Cl:32])[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]([CH3:27])[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 11518839(S,E)-2-(2,6-dichlorobenzamido)-5-[4-(methyl-pyrimidin-2-ylamino)phenyl]pent-4-enoic acid

Product 1

HCID 23663735(s,e)-2-(2,6-Dichlorobenzamido)-5-[4-(methyl-pyrimidin-2-ylamino)phenyl]pent-4-enoic acid sodium salt

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (S,E)-2-(2,6-dichlorobenzamido)-5-[4-(methyl-pyrimidin-2-ylamino)phenyl]pent-4-enoic acid (10.60 g) in methanol (200 ml), 1N aqueous sodium hydroxide solution (22.5 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-(methyl-pyrimidin-2-ylamino)phenyl]pent-4-enoic acid sodium salt (11.08 g). IR(KBr)cm−1: 3385, 1584, 1552, 1486, 1431, 1397, 1315, 1195, 1112, 968, 799.

Workup

  1. concentrationThe reaction solution was concentrated to dryness

Sources & evidence

ORD record
ord-d26e57be44c047458a68d9f850c450cf
Source dataset
uspto-grants-2011_02
Patent number
US07893046B2

Reaction notes

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