Chloropyrazine → HCID 178420800, compound

HRID 726242Notes

Reaction equation

HRID 726242 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. M.p.: 200°-202° C.

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-9ff557e36f7e49f7811cfdf53bbd72a5
Source dataset
uspto-grants-1998_01
Patent number
US05708171

Reaction notes

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