Sodium Hydroxide → HCID 68289387, compound

HRID 878743Notes

Reaction equation

HRID 878743 reaction equation
[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[N:4][C:3]=1[N:12]([CH2:27][C:28]1[CH:33]=[CH:32][C:31]([O:34][C:35]([F:38])([F:37])[F:36])=[CH:30][CH:29]=1)[S:13]([C:16]1[CH:26]=[CH:25][C:19]([C:20]([O:22]CC)=[O:21])=[CH:18][CH:17]=1)(=[O:15])=[O:14].[OH-].[Na+:40]>C(O)C>[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[N:4][C:3]=1[N:12]([CH2:27][C:28]1[CH:29]=[CH:30][C:31]([O:34][C:35]([F:38])([F:36])[F:37])=[CH:32][CH:33]=1)[S:13]([C:16]1[CH:17]=[CH:18][C:19]([C:20]([O-:22])=[O:21])=[CH:25][CH:26]=1)(=[O:15])=[O:14].[Na+:40]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68289812HCID 68289812, compound

Product 1

HCID 68289387HCID 68289387, compoundYield 97.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of ethyl 4-({(4-methylisoquinolin-3-yl)[4-(trifluoromethoxy)benzyl]-amino}sulfonyl)benzoate (1.11 g, 2.04 mmol) prepared in Example 1 and 2 mol/L aqueous sodium hydroxide solution (1.02 ml, 2.04 mmol) in ethanol (20.4 ml) was heated to reflux for 1 hour. The reaction solution was concentrated under reduced pressure, and the resulting residue is washed with diethyl ether and pentane to give sodium 4-({(4-methylisoquinolin-3-yl)[4-(trifluoromethoxy)benzyl]amino}sulfonyl)benzoate (1.07 g, 94%) as a colorless powder.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 1 hour
  3. concentrationThe reaction solution was concentrated under reduced pressure
  4. washthe resulting residue is washed with diethyl ether and pentane

Sources & evidence

ORD record
ord-ec285d195a2d4fc59a0250b228c5387a
Source dataset
uspto-grants-2015_03
Patent number
US08987445B2

Reaction notes

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