Piperazine → HCID 22418728, compound

HRID 2209881Notes

Reaction equation

HRID 2209881 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 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-chloropyrimidine (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. temperatureat reflux for 2 hr
  2. concentrationThe mixture is concentrated
  3. customthe product isolated by silica gel chromatography

Sources & evidence

ORD record
ord-f0dd2a1641f6418884e3f737956f3fea
Source dataset
uspto-grants-1995_10
Patent number
USRE035053

Reaction notes

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