Ethyl 2-acetylhexanoate → HCID 178441161, compound

HRID 965669

Reaction equation

HRID 965669 reaction equation
[C:1]([CH:4]([CH2:10][CH2:11][CH2:12][CH3:13])[C:5](OCC)=[O:6])(=O)[CH3:2].C(=O)(O)O.[NH2:18][C:19]([NH2:21])=[NH:20]>C(O)C>[NH2:21][C:19]1[N:20]=[C:5]([OH:6])[C:4]([CH2:10][CH2:11][CH2:12][CH3:13])=[C:1]([CH3:2])[N:18]=1

Participants

4

Reactant 2

HCID 95466Ethyl 2-acetylhexanoateHCID 286947Carbonic acid-guanidine (1:1)

Product 1

HCID 178441161HCID 178441161, compoundYield 47.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of ethyl 2-acetylhexanoate (5.59 g, 30 mmol), guanidine carbonate (6.49 g, 30 mmol) and ethanol (20 ml) was refluxed for 11 hours and then ice-cooled. The precipitated crystals were filtered, washed with ethanol and dried in vacuo to give 2-amino-5-butyl-6-methylpyrimidine-4-ol (2.59 g, 47%).

Workup

  1. temperaturewas refluxed for 11 hours
  2. temperatureice-cooled
  3. filtrationThe precipitated crystals were filtered
  4. washwashed with ethanol
  5. customdried in vacuo

Sources & evidence

ORD record
ord-3efbba5677c24c3e998d3b7c5509d1a6
Source dataset
uspto-grants-2005_10
Patent number
US06951866B2

Linked notes

Loading…