Sodium Bicarbonate → HCID 22324126, compound

HRID 896233Notes

Reaction equation

HRID 896233 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4]([C:9]2[N:10](S(=O)(=O)N(C)C)[CH:11]=[CH:12][N:13]=2)[N:3]=1.C([O-])(O)=O.[Na+]>Cl>[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4]([C:9]2[NH:13][CH:12]=[CH:11][N:10]=2)[N:3]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 22349995HCID 22349995, compound

Product 1

HCID 22324126HCID 22324126, compoundYield 67.3%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 2,4-Dichloro-6-(1-dimethylsulfamoylimidazole-2-yl)pyrimidine 83 (246 mg, 0.76 mmol) in 10 mL of 1.5 N HCl was refluxed for 1 h. After cooling to RT, the pH was adjusted to 8.5 with aq NaHCO3 and the product was extracted into CH2Cl2. After drying the CH2Cl2 layer was evaporated to give 110 mg of 2,4-dichloro-6-(imidazole-2-yl)pyrimidine. A mixture of 2,4-dichloro-6-(imidazole-2-yl)pyrimidine (121 mg, 0.56 mmol), K2CO3 (100 mg, 0.72 mmol) and CH3I (2.280 g, 1 mL, 16 mmol) in 15 mL of dry acetone was refluxed for 48 h. After cooling to RT, the solvent was evaporated and the residue was partitioned between water and CH2Cl2. The CH2Cl2 layer was washed successively with water and brine, and then the solvent was evaporated to give 75 mg of 2,4-dichloro-6-(1-methylimidazole-2-yl)pyrimidine 86.

Workup

  1. extractionthe product was extracted into CH2Cl2
  2. dry with materialAfter drying the CH2Cl2 layer
  3. customwas evaporated

Sources & evidence

ORD record
ord-5178271deefe48f5beee4159a84bf35d
Source dataset
uspto-grants-2005_07
Patent number
US06919347B2

Reaction notes

Loading…