ChemicalBook > CAS DataBase List > Methyl 3-amino-2-pyrazinecarboxylate

Methyl 3-amino-2-pyrazinecarboxylate

Product Name
Methyl 3-amino-2-pyrazinecarboxylate
CAS No.
16298-03-6
Chemical Name
Methyl 3-amino-2-pyrazinecarboxylate
Synonyms
METHYL 3-AMINOPYRAZINE-2-CARBOXYLATE;3-AMINOPYRAZINE-2-CARBOXYLIC ACID METHYL ESTER;AKOS 90402;NSC 123649;BUTTPARK 35\02-15;TIMTEC-BB SBB004048;Methyl 3-amino-2-pyr;2-aMino-pyrazine-2-Methyl;3-amino-2-pyrazinecarboxyL;methyl 3-aminopyrazinecarboxylate
CBNumber
CB1353338
Molecular Formula
C6H7N3O2
Formula Weight
153.14
MOL File
16298-03-6.mol
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Methyl 3-amino-2-pyrazinecarboxylate Property

Melting point:
169-172 °C (lit.)
Boiling point:
300.8±37.0 °C(Predicted)
Density 
1.319±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,2-8°C
solubility 
Chloroform, Methanol
pka
-0.30±0.10(Predicted)
form 
Crystalline Powder
color 
Yellow
BRN 
127495
InChIKey
INCSQLZZXBPATR-UHFFFAOYSA-N
LogP
0.2 at 20℃ and pH7
Surface tension
73.3mN/m at 1g/L and 20℃
CAS DataBase Reference
16298-03-6(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
22-24/25-37/39-26
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
276154
Product name
Methyl 3-amino-2-pyrazinecarboxylate
Purity
97%
Packaging
10g
Price
$58.2
Updated
2025/07/31
TCI Chemical
Product number
A1186
Product name
Methyl 3-Aminopyrazine-2-carboxylate
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$16
Updated
2025/07/31
TCI Chemical
Product number
A1186
Product name
Methyl 3-Aminopyrazine-2-carboxylate
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$35
Updated
2025/07/31
TCI Chemical
Product number
A1186
Product name
Methyl 3-Aminopyrazine-2-carboxylate
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$112
Updated
2025/07/31
TRC
Product number
A628935
Product name
3-Amino-2-pyrazinecarboxylicAcidMethylEster
Packaging
50g
Price
$265
Updated
2021/12/16
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Methyl 3-amino-2-pyrazinecarboxylate Chemical Properties,Usage,Production

Chemical Properties

yellow crystalline powder

Uses

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

Definition

ChEBI: Methyl 3-aminopyrazine-2-carboxylate is a pyrazine that is substituted by a methoxycarbonyl group at position 2 and an amino group at position 3. It is a member of pyrazines, a methyl ester and an aromatic amine.

Synthesis

67-56-1

5424-01-1

16298-03-6

General procedure for the synthesis of methyl 3-aminopyrazine-2-carboxylate from methanol and 3-aminopyrazine-2-carboxylic acid: 3-aminopyrazine-2-carboxylic acid (5 g, 1 eq.) was added to methanol (50 ml) followed by the slow addition of concentrated sulphuric acid (4 eq.) under ice-water bath conditions. The reaction mixture was stirred at room temperature and the progress of the reaction was monitored by thin layer chromatography (TLC) until completion of the reaction. Upon completion of the reaction, the reaction solution was concentrated and the pH was adjusted with saturated sodium carbonate solution to 8. The precipitate was collected by filtration and dried at 50 °C for 2 h to afford methyl 3-aminopyrazine-2-carboxylate as a brown solid (4.18 g, 76% yield).

Purification Methods

The ester forms yellow needles from H2O (100 parts using charcoal). If it contains the free acid (see IR), then dissolve it in CH2Cl2, wash it with saturated aqueous Na2CO3, brine, dry over MgSO4 filter, evaporate and recrystallise the residue. The free acid has m 203-204o (dec) [UV: Brown & Mason J Chem Soc 3443 1956] and pK1 <1 and pK2 3.70. The ammonium salt has m 232o(dec) (from aqueous Me2CO) and the amide has m 239.2o (from H2O) [Ellingson et al. J Am Chem Soc 67 1711 1945]. [Beilstein 25 III/IV 4412.]

References

[1] Journal of Molecular Structure, 2005, vol. 741, # 1-3, p. 67 - 75
[2] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 8, p. 2784 - 2788
[3] Patent: CN106866553, 2017, A. Location in patent: Paragraph 0137; 0138; 0139; 0140
[4] Journal of Heterocyclic Chemistry, 2012, vol. 49, # 4, p. 865 - 872
[5] Journal of Medicinal Chemistry, 2012, vol. 55, # 23, p. 10475 - 10489

Methyl 3-amino-2-pyrazinecarboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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Methyl 3-amino-2-pyrazinecarboxylate Suppliers

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View Lastest Price from Methyl 3-amino-2-pyrazinecarboxylate manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
Methyl 3-amino-2-pyrazinecarboxylate 16298-03-6
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10000KGS
Release date
2025-05-23
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Methyl 3-amino-2-pyrazinecarboxylate 16298-03-6
Price
US $999.00-666.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-20
Hebei Zhanyao Biotechnology Co. Ltd
Product
Methyl 3-amino-2-pyrazinecarboxylate 16298-03-6
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 tons
Release date
2021-10-13

16298-03-6, Methyl 3-amino-2-pyrazinecarboxylateRelated Search:

METSULFURON METHYL Bensulfuron methyl Phenyl carbamate Methyl 2-[2-chloro-4-fluoro-5-[(3-oxo-5,6,7,8-tetrahydro-[1,3,4]thiadiazolo[3,4-a]pyridazin-1-ylidene)amino]phenyl]sulfanylacetate 2-Pyrazinecarboxylic acid 3-Aminopyrazine-2-carboxylic acid Aminopyrazine Methyl 5-chloropyrazine-2-carboxylate Methyl acetate Glipizide Methyl anthranilate Kresoxim-methyl Methylparaben Methyl salicylate Methyl carbamate Pyrazinamide Thiophanate-methyl Methyl 3-amino-2-thiophenecarboxylate

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