1-Methylpiperazine → HCID 22418791, compound

HRID 1682350Notes

Reaction equation

HRID 1682350 reaction equation
[CH2:1]([N:3]([CH2:17][CH3:18])[C:4]1[N:9]=[C:8]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH:7]=[C:6](Cl)[N:5]=1)[CH3:2].[CH3:19][N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1>O>[CH2:1]([N:3]([CH2:17][CH3:18])[C:4]1[N:9]=[C:8]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH:7]=[C:6]([N:23]2[CH2:24][CH2:25][N:20]([CH3:19])[CH2:21][CH2:22]2)[N:5]=1)[CH3:2]

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 22418728HCID 22418728, compound

Product 1

HCID 22418791HCID 22418791, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

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 chromatrographed 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. temperaturethe mixture is heated at 100° for 50 hr
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-77a929ab4fca44c7a0479e6b326eef1f
Source dataset
uspto-grants-1992_12
Patent number
US05175281

Reaction notes

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