Acetic Acid → HCID 67326978, compound

HRID 1910773Notes

Reaction equation

HRID 1910773 reaction equation
O.[OH-].[Li+].[CH3:4][C:5]1[CH:10]=[C:9]([CH3:11])[N:8]=[C:7]([N:12]([CH3:32])[C:13]([CH2:15][N:16]([C:23]2[CH:28]=[CH:27][C:26]([N+:29]([O-:31])=[O:30])=[CH:25][CH:24]=2)C(=O)C(F)(F)F)=[O:14])[CH:6]=1.C(O)(=O)C>CO.O>[CH3:4][C:5]1[CH:10]=[C:9]([CH3:11])[N:8]=[C:7]([N:12]([CH3:32])[C:13](=[O:14])[CH2:15][NH:16][C:23]2[CH:28]=[CH:27][C:26]([N+:29]([O-:31])=[O:30])=[CH:25][CH:24]=2)[CH:6]=1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 168937Lithium hydroxide, monohydrateHCID 86639586HCID 86639586, compound

Product 1

HCID 67326978HCID 67326978, compoundYield 83.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Lithium hydroxide monohydrate (56 mg, 1.34 mmol) was added to a solution of N-{[(4,6-Dimethyl-pyridin-2-yl)-methyl-carbamoyl]-methyl}-2,2,2-trifluoro-N-(4-nitro-phenyl)-acetamide (550 mg, 1.34 mmol) in methanol (20 mL) at 0° C. and stirred for 1 h. The pH was adjusted to approximately pH 6 by the addition of acetic acid. Methanol was evaporated in vacuo to yield a solid residue, which was stirred in water and filtered to afford N-(4,6-dimethyl-pyridin-2-yl)-N-methyl-2-(4-nitro-phenylamino)-acetamide (350 mg, 53%) as a yellow solid.

Workup

  1. customMethanol was evaporated in vacuo
  2. customto yield a solid residue, which
  3. filtrationfiltered

Sources & evidence

ORD record
ord-67d4701e07314f5fb74cd88f00fdd064
Source dataset
uspto-grants-2013_12
Patent number
US08604029B2

Reaction notes

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