Piperazine → HCID 22418728, compound

HRID 1769450Notes

Reaction equation

HRID 1769450 reaction equation
[CH2:1]([N:3]([CH2:12][CH3:13])[C:4]1[N:9]=[C:8]([Cl:10])[CH:7]=[C:6](Cl)[N:5]=1)[CH3:2].[NH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1>C(O)C>[CH2:12]([N:3]([CH2:1][CH3:2])[C:4]1[N:5]=[C:6]([N:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[CH:7]=[C:8]([Cl:10])[N:9]=1)[CH3:13]

Participants

4

Reactant 2

HCID 4837PiperazineHCID 22418747HCID 22418747, compound

Product 1

HCID 22418728HCID 22418728, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Diethylamino-4,6-dichloropyrimidine (10 g) is reacted with piperazine (14.45 g) in ethanol (200 ml) at a reflux for 2 hr. The mixture is concentrated and the product isolated by silica gel chromatography giving 2-diethylamino-4-piperazino-6-chloropyrimidine. The 2-diethylamino-4-piperazino-6-chloropyrimide (8 g) and N-methylpiperazine (8 g) is heated neat at 70° for 16 hr. Then water (2.5 ml) is added and the mixture is heated at 100° for 50 hr. The mixture is chromatographed on silica gel, the appropriate fractions are pooled and concentrated to give the title compound, NMR (CDCl3) 1.15, 2.80, 2.85, 2.90, 3.30, 3.70 and 4.95 δ.

Workup

  1. temperaturea reflux for 2 hr
  2. concentrationThe mixture is concentrated
  3. customthe product isolated by silica gel chromatography

Sources & evidence

ORD record
ord-d2fd103c96af498abcaa7065e8b3aed4
Source dataset
uspto-grants-1995_01
Patent number
US05380839

Reaction notes

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