Chloropyrazine → HCID 178420800, compound

HRID 744050Notes

Reaction equation

HRID 744050 reaction equation
[NH2:1][CH2:2][CH2:3][C:4]1[N:8]=[CH:7][NH:6][CH:5]=1.Cl[C:10]1[CH:15]=[N:14][CH:13]=[CH:12][N:11]=1>CC(O)C>[NH:6]1[CH:5]=[C:4]([CH2:3][CH2:2][NH:1][C:10]2[CH:15]=[N:14][CH:13]=[CH:12][N:11]=2)[N:8]=[CH:7]1

Participants

4

Reactant 2

HCID 73277ChloropyrazineHCID 178419017HCID 178419017, compound

Product 1

HCID 178420800HCID 178420800, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

1 g (8.9 mmol) of histamine and 1.03 g (8.9 mmol) of 2-chloropyrazine are brought to reflux in 20 ml of 2-propanol for 72 h, evaporated and the crude solid residue is chromatographed through silica gel, using chloroform/methanol mixtures (1%, 5%, 10% and 20% respectively). The product is converted to the dioxalate in absolute ethanol and addition of ether gives the title compound which is recrystallized from a 2-propanol/diethyl ether mixture in the form of a white solid.

Workup

  1. customevaporated
  2. customthe crude solid residue is chromatographed through silica gel
  3. additionThe product is converted to the dioxalate in absolute ethanol and addition of ether

Sources & evidence

ORD record
ord-8bda61a1d5344b66981b48ea5d10930f
Source dataset
uspto-grants-1996_09
Patent number
US05559113

Reaction notes

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