HCID 22418728, compound → HCID 22418791, compound

HRID 326476Notes

Reaction equation

HRID 326476 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]>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:13]2[CH2:14][CH2:15][N:10]([CH3:8])[CH2:11][CH2:12]2)[N:5]=1)[CH3:2]

Participants

3

Reactant 1

HCID 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) 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. temperaturethe mixture is heated at 100° for 50 hr
  2. customThe mixture is chromatographed on silica gel
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-3b8a72e93f004f7fb1813b8804005b27
Source dataset
uspto-grants-1993_12
Patent number
US05268477

Reaction notes

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