Potassium Carbonate → HCID 59168375, compound

HRID 2195067Notes

Reaction equation

HRID 2195067 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-c8f5364dd9b54aee8d93f4980e79334c
Source dataset
uspto-grants-2012_12
Patent number
US08334382B2

Reaction notes

Loading…