2-Aminomethylpyrazine

Base Information

• Chemical Name: 2-Aminomethylpyrazine
• CAS No.: 20010-99-5
• Molecular Formula: C5H7N3
• Molecular Weight: 109.131
• Hs Code.: 2933990090
• European Community (EC) Number: 690-477-7
• NSC Number: 105567
• DSSTox Substance ID: DTXSID60295798
• Wikidata: Q72439398
• ChEMBL ID: CHEMBL4483332
• Mol file: 20010-99-5.mol

Synonyms:pyrazin-2-ylmethanamine;2-Aminomethylpyrazine;20010-99-5;2-(Aminomethyl)pyrazine;Pyrazinemethanamine;pyrazin-2-ylmethylamine;(Pyrazin-2-yl)methanamine;2-pyrazinemethanamine;MFCD00673149;1-(pyrazin-2-yl)methanamine;2-aminomethyl pyrazine;2-aminomethyl-pyrazine;(PYRAZIN-2-YLMETHYL)AMINE;(aminomethyl)pyrazine;2-pyrazinylmethylamine;(2-pyrazinylmethyl)amine;1-Pyrazin-2-ylmethanamine;C-Pyrazin-2-yl-methylamine;SCHEMBL214832;SCHEMBL980114;CHEMBL4483332;DTXSID60295798;2-aminomethylpyrazine, AldrichCPR;HQIBSDCOMQYSPF-UHFFFAOYSA-N;BCP23183;4-Chlorobenzyl-4-methoxyphenylketone;NSC105567;STK661678;AKOS000144486;CS-W018519;NSC-105567;PB14180;PS-9274;SB10018;NCGC00340802-01;AC-26914;SY020278;A4379;AM20070322;BB 0237472;FT-0646990;EN300-35572;AB01332329-02;W-206478;F2158-0289;Z241059702

Chemical Property of 2-Aminomethylpyrazine

Chemical Property:

• Vapor Pressure: 0.224mmHg at 25°C
• Melting Point: 125 °C
• Refractive Index: 1.557
• Boiling Point: 207.53 °C at 760 mmHg
• PKA: 8.13±0.40(Predicted)
• Flash Point: 101.324 °C
• PSA: 51.80000
• Density: 1.138 g/cm³
• LogP: 0.63560
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 109.063997236
• Heavy Atom Count: 8
• Complexity: 64.7

Purity/Quality:

99% ^*data from raw suppliers

2-Pyrazinemethanamine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=N1)CN

Technology Process of 2-Aminomethylpyrazine

There total 7 articles about 2-Aminomethylpyrazine 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: 100.0%

2-pyrazine carbonitrile (19847-12-2) → 2-aminomethylpyrazine (20010-99-5)

Guidance literature:

With Ni-doped silica; hydrogen; In toluene; at 140 ℃; for 4h; under 38002.6 Torr; Autoclave; Inert atmosphere;

Reference yield: 67.0%

2-(pyrazin-2-ylmethyl)isoindoline-1,3-dione (20584-30-9) → 2-aminomethylpyrazine (20010-99-5)

Guidance literature:

With water; sodium hydroxide; for 1h; Reflux;

Reference yield:

methyl pyrazine-2-carboxylate (6164-79-0) → 2-aminomethylpyrazine (20010-99-5)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium tetrahydroborate / methanol / 20 °C

2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 48 h / 0 - 20 °C

3: hydrazine hydrate / ethanol / 2 h / Reflux

With sodium tetrahydroborate; di-isopropyl azodicarboxylate; hydrazine hydrate; triphenylphosphine; In tetrahydrofuran; methanol; ethanol; 2: |Mitsunobu Displacement;

DOI:10.1080/10610278.2017.1358449

upstream raw materials:

2-pyrazine carbonitrile

2-(pyrazin-2-ylmethyl)isoindoline-1,3-dione

2-(chloromethyl)pyrazine

methyl pyrazine-2-carboxylate

Downstream raw materials:

N-pyrazin-2-ylmethyl-2,5-anhydro-3,4,6-tri-O-benzoyl-D-allonamide

3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazo<1,5-a>pyrazine

(Z)-2-{1-[2-chloro-4-(3-methyl-1H-pyrazol-1-yl)benzoyl]-4,4-difluoro-1,2,3,4-tetrahydro-5H-1-benzazepin-5-ylidene}-N-(pyrazin-2-ylmethyl)acetamide

2-[5-phenyl-1H-pyrazol-3-yl]-1H-indole-6-carboxylic acid (pyrazin-2-ylmethyl)-amide

Refernces

• 1、 Feltham, Humphrey L. C.,Cowan, Matthew G.,Kitchen, Jonathan A.,Jameson, Guy N. L.,Brooker, Sally. "Targeted structural modification of spin crossover complexes: pyridine vs pyrazine". . p. 296 - 304. Retrieved 2018.
• 2、 -. "MANUFACTURING METHOD OF OPTICAL ACTIVE SECONDARY ALCOHOL". Paragraph 0099. . Retrieved 2019/03/20.