Potassium Carbonate → HCID 86653861, compound

HRID 1257111Notes

Reaction equation

HRID 1257111 reaction equation
[CH2:1]([O:8][CH2:9][C:10]([N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1)=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:18][C:19]1[CH:24]=[C:23]([CH2:25]Cl)[CH:22]=[CH:21][N:20]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Cl:18][C:19]1[CH:24]=[C:23]([CH2:25][N:15]2[CH2:14][CH2:13][N:12]([C:10](=[O:11])[CH2:9][O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH2:17][CH2:16]2)[CH:22]=[CH:21][N:20]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 111265732-Chloro-4-(chloromethyl)pyridineHCID 67174888HCID 67174888, compound

Product 1

HCID 86653861HCID 86653861, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

N-Benzyloxyacetyl-piperazine (1.0 equiv) was mixed with the compound 2-chloro-4-(chloro-methyl)pyridine (1.0 equiv) and K2CO3 (4 equiv) in DMF. The mixture was stirred for 1 h at rt. After removing most of the solvent, the residue was partitioned in water and EtOAc. The organic layer was separated, dried over anhydrous Na2SO4, and evaporated in vacuo. The residue was purified by flash chromatography to give the title compound as a solid.

Workup

  1. customAfter removing most of the solvent
  2. customthe residue was partitioned in water
  3. customThe organic layer was separated
  4. dry with materialdried over anhydrous Na2SO4
  5. customevaporated in vacuo
  6. customThe residue was purified by flash chromatography

Sources & evidence

ORD record
ord-6986c429faff4a81b387c8286a2c8575
Source dataset
uspto-grants-2013_06
Patent number
US08461339B2

Reaction notes

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