2-Amino-3-benzyloxypyrazine

Base Information

• Chemical Name: 2-Amino-3-benzyloxypyrazine
• CAS No.: 110223-15-9
• Molecular Formula: C11H11N3O
• Molecular Weight: 201.228
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50552084
• Wikidata: Q82432079
• Mol file: 110223-15-9.mol

Synonyms:2-AMINO-3-BENZYLOXYPYRAZINE;110223-15-9;3-(benzyloxy)pyrazin-2-amine;3-phenylmethoxypyrazin-2-amine;2-AMINOL-3-BENZYLOXYPYRAZINE;SCHEMBL6244167;DTXSID50552084;AMY15102;MFCD09838954;AKOS015855039;AB53392;DS-0258;FS-3272;CS-0187893;A894918

Chemical Property of 2-Amino-3-benzyloxypyrazine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.629
• Boiling Point: 366.075 °C at 760 mmHg
• Flash Point: 175.196 °C
• PSA: 61.03000
• Density: 1.236g/cm³
• LogP: 2.21900
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 201.090211983
• Heavy Atom Count: 15
• Complexity: 183

Purity/Quality:

98%min ^*data from raw suppliers

2-Amino-3-benzyloxypyrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=NC=CN=C2N

Technology Process of 2-Amino-3-benzyloxypyrazine

There total 2 articles about 2-Amino-3-benzyloxypyrazine 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: 82.0%

3-chloropyrazin-2-amine (6863-73-6) + benzyl alcohol (100-51-6,185532-71-2) → 2-amino-3-(phenylmethoxy)pyrazine (110223-15-9)

Guidance literature:

benzyl alcohol; With sodium hydride; In 1-methyl-pyrrolidin-2-one; for 0.5h;

3-chloropyrazin-2-amine; In 1-methyl-pyrrolidin-2-one; at 80 ℃; for 24h;

Reference yield:

3-chloropyrazin-2-amine (6863-73-6) + benzyl alcohol (100-51-6,185532-71-2) → 2-amino-3-(phenylmethoxy)pyrazine (110223-15-9) + 2-benzylamino-3-benzyloxypyrazine (132972-99-7)

Guidance literature:

With sodium; Yield given. Multistep reaction; 2. warming, 72 h;

Reference yield: 91.8%

2-amino-3-(phenylmethoxy)pyrazine (110223-15-9) + phenyl isocyanate (103-71-9) → 1-(3-(benzyloxy)pyrazin-2-yl)-3-phenylurea

Guidance literature:

In tetrahydrofuran; mineral oil; Inert atmosphere; Schlenk technique; Reflux;

DOI:10.1016/j.ejmech.2018.07.068

upstream raw materials:

3-chloropyrazin-2-amine

benzyl alcohol

Downstream raw materials:

3-amino-2-methyl-8-(phenylmethoxy)imidazo<1,2-a>pyrazine

8-Benzyloxy-2-methyl-imidazo[1,2-a]pyrazine

diethyl N-(3-benzyyloxy-2-pyrazinyl)aminomethylenemalonate

8-Benzyloxy-2-methyl-3-nitroso-imidazo[1,2-a]pyrazine

Refernces

• 1、 Elkamhawy, Ahmed,Park, Jung-eun,Hassan, Ahmed H.E.,Pae, Ae Nim,Lee, Jiyoun,Park, Beoung-Geon,Roh, Eun Joo. "Synthesis and evaluation of 2-(3-arylureido)pyridines and 2-(3-arylureido)pyrazines as potential modulators of Aβ-induced mitochondrial dysfunction in Alzheimer's disease". . p. 529 - 543. Retrieved 2018/01/01.
• 2、 Liao, Daohong,Sun, Liming,Liu, Weilong,He, Sudan,Wang, Xiaodong,Lei, Xiaoguang. "Necrosulfonamide inhibits necroptosis by selectively targeting the mixed lineage kinase domain-like protein". supporting information. p. 333 - 337. Retrieved 2014/03/21.