6-[4-Methoxybenzyl-(6-morpholinopyridin-3-yl)amino]-4-[(trifluoroacetyl)amino]pyridine-3-carboxylic acid ethyl ester → HCID 67412646, compound

HRID 2035547Notes

Reaction equation

HRID 2035547 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9]([N:19]([CH2:32][C:33]2[CH:38]=[CH:37][C:36]([O:39][CH3:40])=[CH:35][CH:34]=2)[C:20]2[CH:21]=[N:22][C:23]([N:26]3[CH2:31][CH2:30][O:29][CH2:28][CH2:27]3)=[CH:24][CH:25]=2)=[CH:10][C:11]=1[NH:12]C(=O)C(F)(F)F)=[O:5])[CH3:2]>CO.C(=O)([O-])[O-].[K+].[K+].O>[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9]([N:19]([CH2:32][C:33]2[CH:34]=[CH:35][C:36]([O:39][CH3:40])=[CH:37][CH:38]=2)[C:20]2[CH:21]=[N:22][C:23]([N:26]3[CH2:27][CH2:28][O:29][CH2:30][CH2:31]3)=[CH:24][CH:25]=2)=[CH:10][C:11]=1[NH2:12])=[O:5])[CH3:2]

Participants

5

Reactant 1

HCID 866579436-[4-Methoxybenzyl-(6-morpholinopyridin-3-yl)amino]-4-[(trifluoroacetyl)amino]pyridine-3-carboxylic acid ethyl ester

Product 1

HCID 67412646HCID 67412646, compoundYield 100%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolvent2×HCID 11430Potassium CarbonateSolvent

Procedure

51 mg of 6-[4-methoxybenzyl-(6-morpholinopyridin-3-yl)amino]-4-[(trifluoroacetyl)amino]pyridine-3-carboxylic acid ethyl ester was dissolved in 5 mL of methanol, to which 3 mL of 2 mol/L potassium carbonate in water was added, and stirred at room temperature for 4 hours. To the reaction mixture water was added, extracted with ethyl acetate, the extract was washed with saturated saline, and dried on anhydrous sodium sulfate. The solvent was evaporated to obtain 42 mg (yield 100%) of the title compound as a light yellow solid.

Workup

  1. additionwas added
  2. extractionextracted with ethyl acetate
  3. washthe extract was washed with saturated saline
  4. dry with materialdried on anhydrous sodium sulfate
  5. customThe solvent was evaporated

Sources & evidence

ORD record
ord-9ee59c8823ed4d239c60dcbdef661608
Source dataset
uspto-grants-2013_11
Patent number
US08575153B2

Reaction notes

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