Potassium Carbonate → HCID 28394124, compound

HRID 2273540Notes

Reaction equation

HRID 2273540 reaction equation
C(=O)([O-])[O-].[K+].[K+].C([O:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([NH:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=2)=[O:18])[CH:12]=1)(=O)C>O.CO>[OH:10][C:11]1[CH:12]=[C:13]([CH:14]=[CH:15][CH:16]=1)[C:17]([NH:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=1)=[O:18]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 57500367HCID 57500367, compound

Product 1

HCID 28394124HCID 28394124, compoundYield 65%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

11.7 g (0.85 mol) of potassium carbonate in solution in 86 ml of water are added to 11.5 g (0.43 mol) of 3-{[(pyridin-2-ylmethyl)amino]carbonyl}phenyl acetate (stage A) in solution in 340 ml of methanol. The mixture is stirred at ambient temperature for 3 hours and then concentrated to dryness. The residue is taken up in ethyl acetate and the product is neutralized with 85 ml of a molar solution of hydrochloric acid. The two phases are separated. The aqueous phase is extracted three times with ethyl acetate. The organic phases are combined and washed with a saturated aqueous solution of sodium chloride, and dried over sodium sulphate. The solid obtained after concentration under vacuum is washed with ethyl ether and filtered. After drying, 6.3 g (65%) of a white solid are obtained.

Workup

  1. concentrationconcentrated to dryness
  2. customThe two phases are separated
  3. extractionThe aqueous phase is extracted three times with ethyl acetate
  4. washwashed with a saturated aqueous solution of sodium chloride
  5. dry with materialdried over sodium sulphate
  6. customThe solid obtained
  7. concentrationafter concentration under vacuum
  8. washis washed with ethyl ether
  9. filtrationfiltered
  10. customAfter drying

Sources & evidence

ORD record
ord-4ddc9beb4893414389eb020bc5e05cf5
Source dataset
uspto-grants-2015_09
Patent number
US09120819B2

Reaction notes

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