Trifluoroacetic acid → 5-Methyl-2-(6-morpholinopyridin-3-ylamino)benzoic acid

HRID 42066Notes

Reaction equation

HRID 42066 reaction equation
C([O:5][C:6](=[O:27])[C:7]1[CH:12]=[C:11]([CH3:13])[CH:10]=[CH:9][C:8]=1[NH:14][C:15]1[CH:16]=[N:17][C:18]([N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)=[CH:19][CH:20]=1)(C)(C)C.C(O)(C(F)(F)F)=O>>[CH3:13][C:11]1[CH:10]=[CH:9][C:8]([NH:14][C:15]2[CH:16]=[N:17][C:18]([N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)=[CH:19][CH:20]=2)=[C:7]([CH:12]=1)[C:6]([OH:27])=[O:5]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 673950985-Methyl-2-(6-morpholinopyridin-3-ylamino)benzoate tert-butyl ester

Product 1

HCID 251869965-Methyl-2-(6-morpholinopyridin-3-ylamino)benzoic acid

Procedure

A solution of 5-methyl-2-(6-morpholinopyridin-3-ylamino)benzoate tert-butyl ester in TFA (0.6 ml, 7.58 mmol) was stirred at room temperature for 1 hour. The solvent was evaporated and the residue was triturated in diethyl ether. The solid formed was filtered off to afford 0.047 g (73% of yield) of the expected product.

Workup

  1. customThe solvent was evaporated
  2. customthe residue was triturated in diethyl ether
  3. customThe solid formed
  4. filtrationwas filtered off
  5. customto afford

Sources & evidence

ORD record
ord-173a0ffe83b349cd963070606fb7fc29
Source dataset
uspto-grants-2013_09
Patent number
US08536165B2

Reaction notes

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