Potassium Carbonate → HCID 178437713, compound

HRID 1419806Notes

Reaction equation

HRID 1419806 reaction equation
C([O-])([O-])=O.[K+].[K+].[CH3:7][C:8]1([C@@H:11]2[CH2:16][CH2:15][C@H:14]([NH2:17])[CH2:13][CH2:12]2)[CH2:10][CH2:9]1.Cl[C:19]1[C:24]([Cl:25])=[C:23]([CH2:26][CH3:27])[N:22]=[CH:21][N:20]=1>CN(C)C=O.O>[CH3:7][C:8]1([C@@H:11]2[CH2:16][CH2:15][C@H:14]([NH:17][C:19]3[C:24]([Cl:25])=[C:23]([CH2:26][CH3:27])[N:22]=[CH:21][N:20]=3)[CH2:13][CH2:12]2)[CH2:9][CH2:10]1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 111376684,5-Dichloro-6-ethylpyrimidineHCID 178429768HCID 178429768, compound

Product 1

HCID 178437713HCID 178437713, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

1.8 g (13.0 mmol) of K2CO3 were placed in 10 ml of dimethylformamide, 1.3 g (8.5 mmol) of cis-4-(1-methylcyclopropyl)cyclohexylamine and 1.5 g (8.5 mmol) of 4,5-dichloro-6-ethylpyrimidine were added, and the mixture was stirred at 80° C. for 4 hours. For working up, the cooled reaction solution was taken up in water. Extraction was carried out with ether, and the combined organic phases were washed with water, dried and concentrated. For purification, the mixture was chromatographed on silica gel with petroleum ether/ethyl acetate 3:1. 1.8 g (71.1% of theory) were obtained of a colorless oil.

Workup

  1. customthe cooled reaction solution
  2. extractionExtraction
  3. washthe combined organic phases were washed with water
  4. customdried
  5. concentrationconcentrated
  6. customFor purification
  7. customthe mixture was chromatographed on silica gel with petroleum ether/ethyl acetate 3:1
  8. custom1.8 g (71.1% of theory) were obtained of a colorless oil

Sources & evidence

ORD record
ord-f37d79c4410b4dfd84317fe0ddcc06eb
Source dataset
uspto-grants-1999_03
Patent number
US05889012

Reaction notes

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