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276154

Sigma-Aldrich

Methyl 3-amino-2-pyrazinecarboxylate

97%

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About This Item

Empirical Formula (Hill Notation):
C6H7N3O2
CAS Number:
16298-03-6
Molecular Weight:
153.14
Beilstein:
127495
EC Number:
240-387-5
MDL number:
MFCD00010097
UNSPSC Code:
12352100
PubChem Substance ID:
24856495
NACRES:
NA.22

Quality Level

100

Assay

97%

mp

169-172 °C (lit.)

SMILES string

COC(=O)c1nccnc1N

InChI

1S/C6H7N3O2/c1-11-6(10)4-5(7)9-3-2-8-4/h2-3H,1H3,(H2,7,9)

InChI key

INCSQLZZXBPATR-UHFFFAOYSA-N

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Application

Methyl 3-amino-2-pyrazinecarboxylate has been used in:
  • synthesis of 2-arylpteridin-4-ones and piperazine-derived 2-furan-2-yl-[1,2,4]triazolo[1,5-a] pyrazines
  • reactions with isocyanates and aroyl chlorides for conversion to pteridinediones

Hazard Statements

H412

Precautionary Statements

P273 - P501

Hazard Classifications

Aquatic Chronic 3

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBC7611V
STBB4215V
STBB4215
STBB3491
STBB2959

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Dihalogentriphenylphosphorane in der Heterocyclensynthese, 29. Eine einfache Synthese von Pteridin-4-onen aus 3-Amino-2-pyrazincarbonsauremethylester und Pyrazino [3, 1] oxazin-4-onen.
Wamhoff H and Kroth E.
Synthesis, 04, 405-410 (1994)
First synthesis of piperazine-derived [1, 2, 4] triazolo [1, 5-a] pyrazine as an adenosine A2a receptor antagonist.
Peng H, et al.
Heterocycles, 65(10), 2321-2327 (2005)
Heterocycles, 35, 949-949 (1993)

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