Sodium Hydroxide → {2-[3-(3-Methyl-butyl)-3-(4-methyl-cyclohexyl)-ureido]-thiazole-5-sulfonylamino}-acetic acid

HRID 1363714Notes

Reaction equation

HRID 1363714 reaction equation
C([O:3][C:4](=[O:31])[CH2:5][NH:6][S:7]([C:10]1[S:14][C:13]([NH:15][C:16]([N:18]([CH2:26][CH2:27][CH:28]([CH3:30])[CH3:29])[C@H:19]2[CH2:24][CH2:23][C@H:22]([CH3:25])[CH2:21][CH2:20]2)=[O:17])=[N:12][CH:11]=1)(=[O:9])=[O:8])C.[OH-].[Na+]>CO>[CH3:29][CH:28]([CH3:30])[CH2:27][CH2:26][N:18]([CH:19]1[CH2:24][CH2:23][CH:22]([CH3:25])[CH2:21][CH2:20]1)[C:16](=[O:17])[NH:15][C:13]1[S:14][C:10]([S:7]([NH:6][CH2:5][C:4]([OH:31])=[O:3])(=[O:8])=[O:9])=[CH:11][N:12]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178472930HCID 178472930, compound

Product 1

HCID 57668337{2-[3-(3-Methyl-butyl)-3-(4-methyl-cyclohexyl)-ureido]-thiazole-5-sulfonylamino}-acetic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

{2-[3-(3-methyl-butyl)-3-(trans-4-methyl-cyclohexyl)-ureido]-thiazole-5-sulfonylamino}-acetic acid ethyl ester was dissolved in MeOH and treated with 15 equivalents of 1N NaOH for 2 days at room temperature. MeOH was removed by evaporation. Addition of 1N HCl to pH<1 caused precipitation. The precipitate was isolated by filtration, washed with water and dried to give {2-[3-(3-methyl-butyl)-3-(4-methyl-cyclohexyl)-ureido]-thiazole-5-sulfonylamino}-acetic acid as crystals.

Workup

  1. customMeOH was removed by evaporation
  2. additionAddition of 1N HCl to pH<1
  3. customprecipitation
  4. customThe precipitate was isolated by filtration
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-7d79013d911a4cd0a2c52426784d7776
Source dataset
uspto-grants-2011_02
Patent number
US07884210B2

Reaction notes

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