Potassium Carbonate → 7-chloro-1,2-dimethyl-2,3-dihydroimidazo[1,2-c]pyrimidin-5(1H)-one

HRID 2171326Notes

Reaction equation

HRID 2171326 reaction equation
CS(O[CH2:6][CH:7]([N:9]([C:11]1[NH:12][C:13](=[O:18])[N:14]=[C:15]([Cl:17])[CH:16]=1)[CH3:10])[CH3:8])(=O)=O.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[Cl:17][C:15]1[CH:16]=[C:11]2[N:9]([CH3:10])[CH:7]([CH3:8])[CH2:6][N:12]2[C:13](=[O:18])[N:14]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 178460599HCID 178460599, compound

Product 1

HCID 867283147-chloro-1,2-dimethyl-2,3-dihydroimidazo[1,2-c]pyrimidin-5(1H)-one

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 2-((6-chloro-2-oxo-2,3-dihydropyrimidin-4-yl)(methyl)amino)propyl methanesulfonate (800 mg, 2.71 mmol) and K2CO3 (748 mg, 5.41 mmol) in acetonitrile (6 mL) was stirred at 80° C. for 3 h, cooled to room temperature and concentrated. Purification via Biotage Spla HPFC system (C18, mobile phase: 0.01% NH4HCO3/H2O, 10˜95% CH3CN, 9.5 min, 30 mL/min) afforded the title product as an orange solid.

Workup

  1. temperaturecooled to room temperature
  2. concentrationconcentrated
  3. customPurification via Biotage Spla HPFC system (C18, mobile phase: 0.01% NH4HCO3/H2O, 10˜95% CH3CN, 9.5 min, 30 mL/min)

Sources & evidence

ORD record
ord-ed1ee36cd36646ecb8f6ff63b31b8b72
Source dataset
uspto-grants-2015_06
Patent number
US09051325B2

Reaction notes

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