Piperidine → HCID 178456790, compound

HRID 964848Notes

Reaction equation

HRID 964848 reaction equation
[NH2:1][C:2]1[N+:7]([O-:8])=[C:6]([NH:9][CH2:10][CH2:11][CH3:12])[CH:5]=[C:4](Cl)[N:3]=1.[NH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1.[OH-].[K+]>C(O)C>[NH2:1][C:2]1[N+:7]([O-:8])=[C:6]([NH:9][CH2:10][CH2:11][CH3:12])[CH:5]=[C:4]([N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[N:3]=1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 14797Potassium HydroxideHCID 178456767HCID 178456767, compound

Product 1

HCID 178456790HCID 178456790, compoundYield 38.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

2 g of 2-amino-4-propylamino-6-chloropyrimidine 3-oxide, prepared according to the first two stages of the process of Example 1, are suspended in 20 ml of ethanol. 1.75 g of piperidine are added. The reaction mixture is refluxed for 19 hours. After it has returned to room temperature, 660 mg of potassium hydroxide are added as a solution in 10 ml of ethanol. After 1 hour's stirring the mixture is filtered on paper. The filtrates are evaporated to dryness. The residue is recrystallized from 25 ml of acetone. 950 mg of 2-amino-4-propylamino-6-piperidinopyrimidine 3-oxide are obtained.

Workup

  1. temperatureThe reaction mixture is refluxed for 19 hours
  2. customhas returned to room temperature
  3. filtrationis filtered on paper
  4. customThe filtrates are evaporated to dryness
  5. customThe residue is recrystallized from 25 ml of acetone

Sources & evidence

ORD record
ord-5fb35e75ce8c4b839e15e63ac3bab436
Source dataset
uspto-grants-1998_06
Patent number
US05772990

Reaction notes

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