Potassium Carbonate → HCID 25190162, compound

HRID 1097399Notes

Reaction equation

HRID 1097399 reaction equation
[CH3:1][C:2]12[C:14]3[C:6](=[CH:7][C:8]([NH2:15])=[CH:9][C:10]=3[CH2:11][CH2:12][CH2:13]1)[CH2:5][CH2:4][CH2:3]2.Cl[C:17]1[N:22]=[CH:21][C:20]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:19][N:18]=1.C(=O)([O-])[O-].[K+].[K+]>O>[CH3:1][C:2]12[C:14]3[C:6](=[CH:7][C:8]([NH:15][C:17]4[N:18]=[CH:19][C:20]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:21][N:22]=4)=[CH:9][C:10]=3[CH2:11][CH2:12][CH2:13]1)[CH2:5][CH2:4][CH2:3]2

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 104878152-Chloro-pyrimidine-5-carboxylic acid ethyl esterHCID 58420583HCID 58420583, compound

Product 1

HCID 25190162HCID 25190162, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
110 °C

Procedure

6a-Methyl-5,6,6a,7,8,9-hexahydro-4H-2-phenalenylamine (0.111 g) was added with ethyl 2-chloropyrimidine-5-carboxylate (0.104 g) and potassium carbonate (0.400 g), and the mixture was stirred overnight at 110° C. The reaction mixture was left to cool and then added with water, and the mixture was extracted with chloroform. The organic layer was washed successively with water and saturated brine, and dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (developing solvent: ethyl acetate:n-hexane=1:20) to obtain the title compound (0.162 g, yield: 84%).

Workup

  1. waitThe reaction mixture was left
  2. temperatureto cool
  3. extractionthe mixture was extracted with chloroform
  4. washThe organic layer was washed successively with water and saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationThe organic layer was concentrated under reduced pressure
  7. customthe resulting residue was purified by silica gel column chromatography (developing solvent: ethyl acetate:n-hexane=1:20)

Sources & evidence

ORD record
ord-0912b6a46c5540bd87148d92877b3ed8
Source dataset
uspto-grants-2012_03
Patent number
US08143260B2

Reaction notes

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