2,4-Dichloropyrimidine → N-(1-pyridin-4-ylethyl)formamide

HRID 967468Notes

Reaction equation

HRID 967468 reaction equation
C(O)(=O)C.[NH:5]1[CH2:10][CH2:9][CH:8]([CH:11]([NH:13][CH:14]=[O:15])[CH3:12])[CH2:7][CH2:6]1.ClC1N=C(Cl)C=CN=1.C(N(C(C)C)C(C)C)C>C(O)C>[N:5]1[CH:10]=[CH:9][C:8]([CH:11]([NH:13][CH:14]=[O:15])[CH3:12])=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 775312,4-DichloropyrimidineHCID 81531DiisopropylethylamineHCID 86599800HCID 86599800, compound

Product 1

HCID 2771720N-(1-pyridin-4-ylethyl)formamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-(1-Piperidin-4-yl-ethyl)-formamide; compound with acetic acid (350 mg, 1.61 mmol), 2,4-dichloro-pyrimidine (265 mg, 1.78 mmol) and ethyl-diisopropyl-amine (848 mg, 6.56 mmol) in 20 ml of ethanol were heated under reflux for 5 hours. The mixture was evaporated and the residue dissolved in water and extracted with ethyl acetate. The organic layer was dried with MgSO4 and evaporated.

Workup

  1. temperatureunder reflux for 5 hours
  2. customThe mixture was evaporated
  3. dissolutionthe residue dissolved in water
  4. extractionextracted with ethyl acetate
  5. dry with materialThe organic layer was dried with MgSO4
  6. customevaporated

Sources & evidence

ORD record
ord-35dac77553444a7fa1206542e86ca4d8
Source dataset
uspto-grants-2005_10
Patent number
US06953857B2

Reaction notes

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