Sodium Hydroxide → HCID 25135157, compound

HRID 218198Notes

Reaction equation

HRID 218198 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[N:8][N:9]([C:11]2[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:12]=2[NH:18][S:19]([C:22]2[CH:27]=[CH:26][C:25]([C:28]([CH3:31])([CH3:30])[CH3:29])=[CH:24][CH:23]=2)(=[O:21])=[O:20])[CH:10]=1)=[O:5])C.[OH-].[Na+]>C1COCC1>[C:28]([C:25]1[CH:26]=[CH:27][C:22]([S:19]([NH:18][C:12]2[CH:13]=[CH:14][C:15]([Cl:17])=[CH:16][C:11]=2[N:9]2[CH:10]=[C:6]([C:4]([OH:5])=[O:3])[N:7]=[N:8]2)(=[O:20])=[O:21])=[CH:23][CH:24]=1)([CH3:31])([CH3:29])[CH3:30]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 251350951-[2-(4-tert-butyl-benzenesulfonylamino)-5-chloro-phenyl]-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester

Product 1

HCID 25135157HCID 25135157, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

A 4 mL scintillation vial was charged with 1-[2-(4-tert-butyl-benzenesulfonylamino)-5-chloro-phenyl]-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester (synthesized according to general procedure G, 10 mg, 0.02 mmol) and 3 M NaOH (aq)/THF (1:3) (1 mL). The reaction was heated to 60° C. and stirred overnight. The following day, the volatiles were removed in vacuo and the residue was purified by preparative TLC to afford 1-[2-(4-tert-butyl-benzenesulfonylamino)-5-chloro-phenyl]-1H-[1,2,3]triazole-4-carboxylic acid: MS (ES) M+H expected 435.1, found 435.0.

Workup

  1. customThe following day, the volatiles were removed in vacuo
  2. customthe residue was purified by preparative TLC

Sources & evidence

ORD record
ord-357df4a0eada48bcbbf62b7ce4cb8cc4
Source dataset
uspto-grants-2012_06
Patent number
US08198309B2

Reaction notes

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