Potassium Carbonate → HCID 118483138, compound

HRID 1773350Notes

Reaction equation

HRID 1773350 reaction equation
[Cl:1][C:2]1[NH:7][C:6](=[O:8])[CH:5]=[C:4]([Cl:9])[N:3]=1.C([O-])([O-])=O.[K+].[K+].Br[CH2:17][CH2:18][CH2:19][O:20][CH3:21]>CN(C=O)C>[Cl:1][C:2]1[N:7]([CH2:17][CH2:18][CH2:19][O:20][CH3:21])[C:6](=[O:8])[CH:5]=[C:4]([Cl:9])[N:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 5245511-Bromo-3-methoxypropaneHCID 1354527382,6-Dichloro-3H-pyrimidin-4-one

Product 1

HCID 118483138HCID 118483138, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 2,6-dichloro-3H-pyrimidin-4-one (600 mg, 3.65 mmol) in DMF (10 mL) was added K2CO3 (1.0 g, 7.3 mmol) and the mixture was stirred at RT for 10 min. 1-Bromo-3-methoxy-propane (101 mg, 7.3 mmol) was then added dropwise at 0° C., and the mixture was stirred at RT overnight. DMF was concentrated in vacuo, and the residue was purified by silica chromatography to give 400 mg of the title compound (47%). [M+H] Calc'd for; Calc'd for C8H10Cl2N2O2, 237. Found, 237.

Workup

  1. stirringthe mixture was stirred at RT overnight
  2. concentrationDMF was concentrated in vacuo
  3. customthe residue was purified by silica chromatography

Sources & evidence

ORD record
ord-3566a9b300524186962ffd70b5317ce8
Source dataset
uspto-grants-2016_02
Patent number
US09255097B2

Reaction notes

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