Potassium Carbonate → HCID 86598686, compound

HRID 2375274Notes

Reaction equation

HRID 2375274 reaction equation
C1(C)C=CC(S(O[CH2:11][C:12]([NH:15][S:16]([C:19]2[CH:38]=[CH:37][C:22]([NH:23][C:24]3[N:29]=[C:28]([C:30]4[N:34]([CH3:35])[C:33]([CH3:36])=[N:32][CH:31]=4)[CH:27]=[CH:26][N:25]=3)=[CH:21][CH:20]=2)(=[O:18])=[O:17])([CH3:14])[CH3:13])(=O)=O)=CC=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:11][C:12]1([CH3:13])[CH2:14][N:15]1[S:16]([C:19]1[CH:38]=[CH:37][C:22]([NH:23][C:24]2[N:29]=[C:28]([C:30]3[N:34]([CH3:35])[C:33]([CH3:36])=[N:32][CH:31]=3)[CH:27]=[CH:26][N:25]=2)=[CH:21][CH:20]=1)(=[O:17])=[O:18]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 86598687HCID 86598687, compound

Product 1

HCID 86598686HCID 86598686, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 2-{4-[N-(1-(4-toluenesulphonyloxy)-2-methylprop-2-yl)sulphamoyl]anilino}-4-(1,2-dimethylimidazol-5-yl)pyrimidine (Method 81; 2.14 g, 3.75 mmol) in acetone (73 ml) was added powdered anhydrous potassium carbonate (0.57 g, 4.13 mmol). The mixture was heated at reflux for 4 hours. The reaction mixture was allowed to cool filtered and the solid washed with acetone. The filtrate was evaporated to give the title compound (1.36 g, 91%) as a white solid. NMR 1.42 (s, 6H), 2.37 (s, 3H), 2.43 (s, 2H), 3.95 (s, 3H), 7.20 (d, 1H), 7.63 (s, 1H), 7.77 (d, 2H), 7.95 (d, 2H), 8.43 (d, 1H), 10.0 (s, 1H), m/z 399.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 4 hours
  3. temperatureto cool
  4. filtrationfiltered
  5. washthe solid washed with acetone
  6. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-9fe1a0db40c24758aa79e681b4422c65
Source dataset
uspto-grants-2008_12
Patent number
US07465728B2

Reaction notes

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