Potassium Carbonate → HCID 59168375, compound

HRID 1444132Notes

Reaction equation

HRID 1444132 reaction equation
[CH2:1]([O:3][C:4](=[O:19])[C:5]1[CH:10]=[C:9]([Cl:11])[C:8]([N:12]2[CH2:17][CH2:16][NH:15][C@H:14]([CH3:18])[CH2:13]2)=[N:7][CH:6]=1)[CH3:2].[Cl:20][C:21]1[CH:26]=[C:25](Cl)[N:24]=[CH:23][N:22]=1.C(=O)([O-])[O-].[K+].[K+]>CC(N(C)C)=O>[CH2:1]([O:3][C:4](=[O:19])[C:5]1[CH:10]=[C:9]([Cl:11])[C:8]([N:12]2[CH2:17][CH2:16][N:15]([C:25]3[CH:26]=[C:21]([Cl:20])[N:22]=[CH:23][N:24]=3)[C@H:14]([CH3:18])[CH2:13]2)=[N:7][CH:6]=1)[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 709434,6-DichloropyrimidineHCID 59168283HCID 59168283, compound

Product 1

HCID 59168375HCID 59168375, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

Heat a solution of 5-chloro-6-(3-(R)-methyl-piperazin-1-yl)-nicotinic acid ethyl ester (338 mg, 1.2 mmol), 4,6-dichloropyrimidine (179 mg, 1.2 mmol) and potassium carbonate (328 mg, 2.4 mmol) in DMA at 80° C. for 16 h. Partition between EtOAc and brine then separate layers and wash the organic layer with 10% NaOH (3×) followed by brine. Dry (Na2SO4) and concentrate under reduced pressure to give the title compound.

Workup

  1. customPartition between EtOAc and brine
  2. washseparate layers and wash the organic layer with 10% NaOH (3×)
  3. dry with materialDry (Na2SO4)
  4. concentrationconcentrate under reduced pressure

Sources & evidence

ORD record
ord-02a564f9235b46ff9568e9c5cfe2b2b0
Source dataset
uspto-grants-2010_02
Patent number
US07662830B2

Reaction notes

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