Potassium Carbonate → HCID 59333753, compound

HRID 1930704Notes

Reaction equation

HRID 1930704 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:15][C:16]([NH2:18])=[NH:17])[CH:6]=[CH:7][C:8]=1[N:9]1[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]1.C(=O)([O-])[O-].[K+].[K+].O=[C:26]([CH:32]1[C:37](=O)[CH2:36][CH2:35][O:34][CH2:33]1)[C:27]([O:29][CH2:30][CH3:31])=[O:28]>CCO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:15][C:16]2[N:18]=[C:26]([C:27]([O:29][CH2:30][CH3:31])=[O:28])[C:32]3[CH2:33][O:34][CH2:35][CH2:36][C:37]=3[N:17]=2)[CH:6]=[CH:7][C:8]=1[N:9]1[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 59333783HCID 59333783, compoundHCID 178493227HCID 178493227, compound

Product 1

HCID 59333753HCID 59333753, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

1-(3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)guanidine (418 mg, 1.36 mmol) and potassium carbonate (469 mg, 3.40 mmol) in EtOH (8mL) were stirred for 10min at 50° C. Ethyl 2-oxo-2-(4-oxotetrahydro-2H-pyran-3-yl)acetate (272 mg, 1.36 mmol) was added slowly and the reaction was stirred at 50° C. over night. The crude product was partitioned between DCM and water. The organic phase was dried and solvent evaporated and used as such in the next step. MS (ES+) m/z 410.0 (M+H)+

Workup

  1. customThe crude product was partitioned between DCM and water
  2. customThe organic phase was dried
  3. customsolvent evaporated

Sources & evidence

ORD record
ord-40cfae50d9c5401d814013e959fabd80
Source dataset
uspto-grants-2012_05
Patent number
US08188101B2

Reaction notes

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