Sodium Hydroxide → HCID 68289672, compound

HRID 878745Notes

Reaction equation

HRID 878745 reaction equation
[CH:1]1([C:4]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7]([CH3:14])=[C:6]([N:15]([CH2:30][C:31]3[CH:36]=[CH:35][C:34]([O:37][C:38]([F:41])([F:40])[F:39])=[CH:33][CH:32]=3)[S:16]([C:19]3[CH:29]=[CH:28][C:22]([C:23]([O:25]CC)=[O:24])=[CH:21][CH:20]=3)(=[O:18])=[O:17])[N:5]=2)[CH2:3][CH2:2]1.[OH-].[Na+:43]>C(O)C>[CH:1]1([C:4]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7]([CH3:14])=[C:6]([N:15]([CH2:30][C:31]3[CH:32]=[CH:33][C:34]([O:37][C:38]([F:40])([F:41])[F:39])=[CH:35][CH:36]=3)[S:16]([C:19]3[CH:29]=[CH:28][C:22]([C:23]([O-:25])=[O:24])=[CH:21][CH:20]=3)(=[O:17])=[O:18])[N:5]=2)[CH2:2][CH2:3]1.[Na+:43]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68289978HCID 68289978, compound

Product 1

HCID 68289672HCID 68289672, compoundYield 95.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of ethyl 4-({(1-cyclopropyl-4-methylisoquinolin-3-yl)[4-(trifluoromethoxy)-benzyl]amino}sulfonyl)benzoate (92.0 mg, 157 μmol) prepared in Example 9, 2 mol/L aqueous sodium hydroxide solution (79 μl, 157 μmol) and ethanol (1.57 ml) was heated to reflux for 1 hour. The reaction solution was concentrated under reduced pressure, and the resulting residue was washed with diethyl ether and pentane to give sodium 4-({(1-cyclopropyl-4-methylisoquinolin-3-yl)[4-(trifluoromethoxy)benzyl]amino}sulfonyl)benzoate (86.6 mg, 95%) 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 was washed with diethyl ether and pentane

Sources & evidence

ORD record
ord-1b0d409a023c44c2a4d6a197efd818a1
Source dataset
uspto-grants-2015_03
Patent number
US08987445B2

Reaction notes

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