Trifluoroacetic acid → HCID 66990611, compound

HRID 454742Notes

Reaction equation

HRID 454742 reaction equation
FC(F)(F)C(O)=O.C(OC([N:15]([CH2:46][CH3:47])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[C:22]1[CH:30]=[CH:29][C:25]([C:26]([OH:28])=[O:27])=[C:24]([NH:31][C:32]([C:34]2[CH:35]=[N:36][CH:37]=[C:38]([C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)[CH:39]=2)=[O:33])[CH:23]=1)=O)(C)(C)C>>[CH2:46]([NH:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[C:22]1[CH:30]=[CH:29][C:25]([C:26]([OH:28])=[O:27])=[C:24]([NH:31][C:32]([C:34]2[CH:35]=[N:36][CH:37]=[C:38]([C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)[CH:39]=2)=[O:33])[CH:23]=1)[CH3:47]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66990073HCID 66990073, compound

Product 1

HCID 66990611HCID 66990611, compoundYield 94.9%

Procedure

Trifluoroacetic acid (7.9 mL) was added to the obtained 4-(2-((tert-butoxycarbonyl)(ethyl)amino)phenyl)-2-(5-phenylpyridine-3-carboxamido)benzoic acid (0.79 g), followed by stirring at room temperature for 1 hour. The solvent was evaporated under reduced pressure, and a 30% aqueous solution of ethanol was added to the obtained residue. After adjusting the pH to 5.0 with a 4.0 mol/L aqueous solution of sodium hydroxide, the solid substance was collected by filtration to obtain 0.61 g of 4-(2-(ethylamino)phenyl)-2-(5-phenylpyridine-3-carboxamido)benzoic acid as a yellow solid.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. additiona 30% aqueous solution of ethanol was added to the obtained residue
  3. filtrationthe solid substance was collected by filtration

Sources & evidence

ORD record
ord-7244a2aa38be4b7cafc5bf1b04286b9f
Source dataset
uspto-grants-2013_07
Patent number
US08492582B2

Reaction notes

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