276154

Sigma-Aldrich

Methyl 3-amino-2-pyrazinecarboxylate

97%

Empirical Formula (Hill Notation):
C6H7N3O2
CAS Number:
Molecular Weight:
153.14
Beilstein/REAXYS Number:
127495
EC Number:
MDL number:
PubChem Substance ID:
Pricing and availability is not currently available.

Quality Level

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-1,2,4triazolo1,5-a pyrazines
  • reactions with isocyanates and aroyl chlorides for conversion to pteridinediones

Packaging

1, 10 g in glass bottle

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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)
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)

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