Lumazine → 3-Amino-5,6-dichloropyrazine-2-carbaldehyde

HRID 1633237

Reaction equation

[NH2:1][C:2]1[C:7]([C:8](OC)=[O:9])=[N:6][C:5]([Cl:12])=[C:4]([Cl:13])[N:3]=1.NC1C(C(OC)=O)=NC=CN=1.C1N=C2C(NC(NC2=NC=1)=O)=O>>[NH2:1][C:2]1[C:7]([CH:8]=[O:9])=[N:6][C:5]([Cl:12])=[C:4]([Cl:13])[N:3]=1

Participants

Reactant 3

HCID 10250Lumazine

HCID 72669Methyl 3-aminopyrazinecarboxylate

HCID 73828Methyl 3-amino-5,6-dichloropyrazine-2-carboxylate2×

Product 1

HCID 133678713-Amino-5,6-dichloropyrazine-2-carbaldehyde

Procedure

The 2-amino-5,6-dichloro-3-(methoxycarbonyl)pyrazine (also named methyl 3-amino-5,6-dichloropyrazinecarboxylate) may be prepared by a method described in J. Med. Chem. 10, 66 (1967), from 2-amino-3-carbomethoxypyrazine, reported in J. Am. Chem. Soc. 67, 1711 (1945), which in turn is prepared from lumazine whose preparation from readily available materials is reported in J. Am. Chem. Soc. 67, 802 (1945).

Sources & evidence

ORD record: ord-177d836925c84387a85e5eded9c21c13
Source dataset: uspto-grants-1984_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04479953

Linked notes

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