(3-Chloropyrazin-2-yl)methanamine

Base Information

• Chemical Name: (3-Chloropyrazin-2-yl)methanamine
• CAS No.: 771581-15-8
• Molecular Formula: C5H6ClN3
• Molecular Weight: 143.576
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40363787
• Wikidata: Q72439320
• Mol file: 771581-15-8.mol

Synonyms:(3-chloropyrazin-2-yl)methanamine;771581-15-8;2-AMINOMETHYL-3-CHLOROPYRAZINE;(3-CHLOROPYRAZIN-2-YL)METHYLAMINE;3-CHLORO-2-PYRAZINEMETHANAMINE;C-(3-Chloro-pyrazin-2-yl)-methylamine;SCHEMBL401149;DTXSID40363787;(3-Chlorpyrazin-2-yl)methylamine;BCP23155;(3-chloropyrazin-2-yl) methanamine;MFCD04038434;AKOS006238611;PB12787;AC-26966;AS-61453;1-(3-CHLOROPYRAZIN-2-YL)METHANAMINE;AM20070388;FT-0687600;EN300-60215;A847785;A1-00923;Q-103281;2-Aminomethyl-3-chloropyrazine pound>>C-(3-Chloro-pyrazin-2-yl)-methylamine

Chemical Property of (3-Chloropyrazin-2-yl)methanamine

Chemical Property:

• Vapor Pressure: 0.0548mmHg at 25°C
• Refractive Index: 1.578
• Boiling Point: 233.8 °C at 760 mmHg
• PKA: 5.87±0.29(Predicted)
• Flash Point: 95.2 °C
• PSA: 51.80000
• Density: 1.331 g/cm³
• LogP: 1.28900
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 143.0250249
• Heavy Atom Count: 9
• Complexity: 88.3

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Aminomethyl-3-chloropyrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C(=N1)CN)Cl
• Uses: 2-Aminomethyl-3-chloropyrazine is used in the discovery of 8-Amino-imidazo[1,5-a]pyrazine-based Bruton’s tyrosine kinase (BTK) inhibitors for treating rheumatoid arthritis.

Technology Process of (3-Chloropyrazin-2-yl)methanamine

There total 8 articles about (3-Chloropyrazin-2-yl)methanamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

2-((3-chloropyrazin-2-yl)methyl)isoindoline-1,3-dione (867165-55-7) → (3-chloro-pyrazin-2-yl)-methylamine (771581-15-8)

Guidance literature:

With hydrazine; In dichloromethane; at 20 ℃; Inert atmosphere;

Reference yield: 85.8%

C20H16ClN3O2 → (3-chloro-pyrazin-2-yl)-methylamine (771581-15-8)

Guidance literature:

With hydrogenchloride; In water; at 80 - 85 ℃; for 7h; Large scale;

DOI:10.1021/acs.oprd.8b00287

Reference yield: 60.0%

2-chloro-3-cyanopyrazine (55557-52-3) → (3-chloro-pyrazin-2-yl)-methylamine (771581-15-8)

Guidance literature:

With hydrogen; acetic acid; at 50 ℃; under 2280.15 Torr;

upstream raw materials:

2-((3-chloropyrazin-2-yl)methyl)isoindoline-1,3-dione

(3-chloropyrazin-2-yl)methanol

2-chloro-3-cyanopyrazine

2-chloro-3-methylpyrazine

Downstream raw materials:

8-chloro-1-iodo-3-isopropylimidazo[1,5-a]pyrazine

1-iodo-3-isopropylimidazo[1,5-a]pyrazin-8-amine

8-chloro-3-isopropylimidazo[1,5-a]pyrazine

C₁₀H₁₄ClN₃O

Refernces

• 1、 -. "Method for preparing Acalabrutinib, in particular to method for preparing Acalabrutinib". Paragraph 0024-0027. . Retrieved 2020/07/24.
• 2、 -. "FUSED BICYCLIC COMPOUND FOR INHIBITING ACTIVITY OF TYROSINE KINASE". Paragraph 0166; 0167. . Retrieved 2019/06/12.