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2-Amino-6-methylpyrazine

CAS No.
5521-56-2
Chemical Name:
2-Amino-6-methylpyrazine
Synonyms
6-METHYLPYRAZIN-2-AMINE;6-Methyl-2-pyrazinamine;2-AMINO-6-METHYLPYRAZINE;2-AMINE-6-METHYLPYRAZINE;6-METHYLPYRAZIN-2-YLAMINE;2-Pyrazinamine, 6-methyl-;2-Amino-6-methylpyrazine97%;2-Amino-6-methylpyrazine 97%;6-Methylpyrazin-2-amine, 2-Amino-6-methyl-1,4-diazine
CBNumber:
CB2319683
Molecular Formula:
C5H7N3
Molecular Weight:
109.13
MDL Number:
MFCD08235193
MOL File:
5521-56-2.mol
Last updated:2025-07-24 18:13:49
Product description Number Pack Size Price
2-Amino-6-methylpyrazine >97.0%(GC) A2992 200mg $33
2-Amino-6-methylpyrazine >97.0%(GC) A2992 1g $93
6-Methylpyrazin-2-amine M218790 100mg $75
2-Amino-6-methylpyrazine 97% OR6126 250mg $37
2-Amino-6-methylpyrazine,≥97%(GC) ≥97%(GC) 43584 1G $105.15
More product size

2-Amino-6-methylpyrazine Properties

Melting point 122.0 to 126.0 °C
Boiling point 246.0±35.0 °C(Predicted)
Density 1.155±0.06 g/cm3(Predicted)
storage temp. 2-8°C(protect from light)
form Solid
pka 3.52±0.10(Predicted)
color White to Yellow to Orange
InChI InChI=1S/C5H7N3/c1-4-2-7-3-5(6)8-4/h2-3H,1H3,(H2,6,8)
InChIKey UAOOJJPSCLNTOP-UHFFFAOYSA-N
SMILES C1(N)=NC(C)=CN=C1
CAS DataBase Reference 5521-56-2

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes  Xi,Xn
Risk Statements  22
Hazard Note  Irritant
HS Code  2933998090
NFPA 704
0
2 0

2-Amino-6-methylpyrazine price More Price(29)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical A2992 2-Amino-6-methylpyrazine >97.0%(GC) 5521-56-2 200mg $33 2025-07-31 Buy
TCI Chemical A2992 2-Amino-6-methylpyrazine >97.0%(GC) 5521-56-2 1g $93 2025-07-31 Buy
TRC M218790 6-Methylpyrazin-2-amine 5521-56-2 100mg $75 2021-12-16 Buy
Apolloscientific OR6126 2-Amino-6-methylpyrazine 97% 5521-56-2 250mg $37 2021-12-16 Buy
Chem-Impex 43584 2-Amino-6-methylpyrazine,≥97%(GC) ≥97%(GC) 5521-56-2 1G $105.15 2021-12-16 Buy
Product number Packaging Price Buy
A2992 200mg $33 Buy
A2992 1g $93 Buy
M218790 100mg $75 Buy
OR6126 250mg $37 Buy
43584 1G $105.15 Buy

2-Amino-6-methylpyrazine Chemical Properties,Uses,Production

Uses

6-Methylpyrazin-2-amine is used in the preparation of heterocyclic amides containing pyridyl sulfones as TYK-2 signaling inhibitors useful in treatment of inflammatory and autoimmune diseases.

Synthesis

(6-CHLOROPYRAZIN-2-YL)ACETIC ACID

930798-25-7

2-Amino-6-methylpyrazine

5521-56-2

1. A solution of diethyl malonate (2.1 mmol) in THF (60 ml) was mixed with a solution of 2,6-dichloropyrazine (20 g) in THF (40 ml) at 60 °C. 2. The mixture was heated to reflux for 18 hrs and subsequently cooled to room temperature and 2M hydrochloric acid (100 ml) was added. 3. The two layers of the reaction solution were separated and the THF layer was partially concentrated under vacuum to give a solution containing diethyl 2-(6-chloropyrazin-2-yl)malonate. 4. The above solution was cooled to 10 °C, 2 M sodium hydroxide (328 ml) was added and stirred for 24 hours. 5. The mixture was washed with methyl isobutyl ketone (MIBK, 200 ml) and the organic layer was discarded. 6. The aqueous layer containing 2-(6-chloropyrazin-2-yl)malonic acid was added to 6M hydrochloric acid (135 ml) and the reaction temperature was controlled at 20-25°C to promote the decarboxylation reaction. 7. 6-Chloropyrazin-2-ylacetic acid was partially precipitated and extracted into MIBK (130 ml) for separation, dried with MgSO4, filtered and evaporated to give a yellow solid. 8. The crude product (22.4 g) was crystallized from methyl tert-butyl ether (MTBE) to give pure 6-chloropyrazin-2-ylacetic acid in 67% yield (15.4 g) based on 2,6-dichloropyrazine. 9. 6-Chloropyrazin-2-ylacetic acid (20.0 g) was reacted with ammonia (120 ml) in a sealed vessel at 180 °C (35 bar) for 8 hours. 10. The reaction mixture was cooled to 20 °C, water (40 ml) was added and the ammonia was removed by vacuum concentration. 11. The product was extracted into ethyl acetate, the solution was treated with charcoal and subsequently dried over MgSO4, filtered and evaporated to give 6-methyl-2-pyrazinamine as a light green solid (9.0 g, 71% yield based on 6-chloropyrazin-2-ylacetic acid). Analytical Data: - Diethyl 2-(6-chloropyrazin-2-yl)malonate: MS (EI+ve) 273/275 (M+H); 1H NMR (CDCl3): δ 8.7 (1H, s), 8.5 (1H, s), 4.9 (1H, s), 4.2 (4H, q), 1.2 (6H, t). - 6-Chloropyrazin-2-ylacetic acid: MS (EI+ve) 173/175 (M+H); 1H NMR (CDCl3): δ 8.55 (1H, s), 8.50 (1H, s); 3.9 (2H, s). - 6-Methyl-2-pyrazinamine: MS (GC/MS): 100% RT 2.0 min, M+H = 110; 1H NMR (CDCl3): δ 7.8 (1H, s), 7.8 (1H, s), 4.4 (2H, bs), 2.4 (3H, s). Mpt: 124-125°C.

References

[1] Patent: WO2007/35153, 2007, A1. Location in patent: Page/Page column 2; 4-5
[2] Journal of Heterocyclic Chemistry, 2008, vol. 45, # 5, p. 1451 - 1456
[3] Patent: WO2007/35154, 2007, A1. Location in patent: Page/Page column 28-29

930798-25-7
5521-56-2
Synthesis of 2-Amino-6-methylpyrazine from (6-CHLOROPYRAZIN-2-YL)ACETIC ACID
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View Lastest Price from 2-Amino-6-methylpyrazine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-Amino-6-methylpyrazine pictures 2019-07-06 2-Amino-6-methylpyrazine
5521-56-2
US $1.00 / KG 1KG 98% 150KG Career Henan Chemical Co

2-Amino-6-methylpyrazine Spectrum

2-AMINO-6-METHYLPYRAZINE 2-Amino-6-methylpyrazine 97% 2-AMINE-6-METHYLPYRAZINE 6-METHYLPYRAZIN-2-AMINE 6-METHYLPYRAZIN-2-YLAMINE 6-Methyl-2-pyrazinamine 6-Methylpyrazin-2-amine, 2-Amino-6-methyl-1,4-diazine 2-Amino-6-methylpyrazine97% 2-Pyrazinamine, 6-methyl- 5521-56-2 Piperazine series Amines Pyrazines, Pyrimidines & Pyridazines Imidazoles & Benzimidazoles Imidazoles & Benzimidazoles Pyrazines, Pyrimidines & Pyridazines