Potassium Carbonate → HCID 56968080, compound

HRID 1023424Notes

Reaction equation

HRID 1023424 reaction equation
C([NH:9][C:10]([NH:12][C:13]1[CH:18]=[C:17]([CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[CH3:27])[CH:16]=[CH:15][N:14]=1)=[O:11])(=O)C1C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[C:22]1([CH3:27])[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=1[CH2:20][CH2:19][C:17]1[CH:16]=[CH:15][N:14]=[C:13]([NH:12][C:10]([NH2:9])=[O:11])[CH:18]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 69082673HCID 69082673, compound

Product 1

HCID 56968080HCID 56968080, compoundYield 37.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
85 °C

Procedure

To the crude 1-benzoyl-3-[4-(2-o-tolyl-ethyl)-pyridin-2-yl]-urea (225 mg, 0.63 mmol) in ethanol (2 mL) is added potassium carbonate (86 mg, 0.63 mmol). The resulting mixture is heated at 85° C. for 30 min. Solvent is removed and the residue is purified by silica flash column chromatography eluting with EtOAc in Heptane (gradient from 0% to 100%) to give 60 mg of the titled product.

Workup

  1. customSolvent is removed
  2. customthe residue is purified by silica flash column chromatography
  3. washeluting with EtOAc in Heptane (gradient from 0% to 100%)

Sources & evidence

ORD record
ord-e9f8f5d3f4b54274b357794671178fc3
Source dataset
uspto-grants-2014_05
Patent number
US08722709B2

Reaction notes

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