Potassium Carbonate → HCID 178448114, compound

HRID 1419800Notes

Reaction equation

HRID 1419800 reaction equation
Cl[C:2]1[C:7]([Cl:8])=[C:6]([CH2:9][CH3:10])[N:5]=[CH:4][N:3]=1.[C:11]([CH:14]1[CH2:19][CH2:18][CH:17]([NH2:20])[CH2:16][CH2:15]1)([CH3:13])=[CH2:12].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O>[Cl:8][C:7]1[C:2]([NH:20][C@H:17]2[CH2:18][CH2:19][C@@H:14]([C:11]([CH3:13])=[CH2:12])[CH2:15][CH2:16]2)=[N:3][CH:4]=[N:5][C:6]=1[CH2:9][CH3:10]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 111376684,5-Dichloro-6-ethylpyrimidineHCID 540303434-Isopropenylcyclohexylamine

Product 1

HCID 178448114HCID 178448114, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

1.6 g (0.009 mol) of 4,5-dichloro-6-ethylpyrimidine and 1.2 g (0.009 mol) of 4-isopropenylcyclohexylamine were stirred with 1.8 g (0.013 mol) of K2CO3 in 10 ml of DMF at 80° C. for 6 hours. After cooling to room temperature, the mixture was placed in water and extracted with ether. The organic phase was washed with water, dried and filtered, and the filtrate was chromatographed on silica gel with petroleum ether/ethyl acetate 7:3 in order to separate the cis/trans isomers.

Workup

  1. extractionextracted with ether
  2. washThe organic phase was washed with water
  3. customdried
  4. filtrationfiltered
  5. customthe filtrate was chromatographed on silica gel with petroleum ether/ethyl acetate 7:3 in order
  6. customto separate the cis/trans isomers

Sources & evidence

ORD record
ord-c05b3b2636594daea4524067c447dec8
Source dataset
uspto-grants-1999_03
Patent number
US05889012

Reaction notes

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