2-(Aminomethyl)-5-methylpyrazine

Base Information

• Chemical Name: 2-(Aminomethyl)-5-methylpyrazine
• CAS No.: 132664-85-8
• Molecular Formula: C6H9N3
• Molecular Weight: 123.158
• Hs Code.: 2933990090
• European Community (EC) Number: 671-087-6
• DSSTox Substance ID: DTXSID90373396
• Nikkaji Number: J254.867D
• Wikidata: Q72439691
• Mol file: 132664-85-8.mol

Synonyms:2-(Aminomethyl)-5-methylpyrazine;132664-85-8;(5-methylpyrazin-2-yl)methanamine;(5-methylpyrazin-2-yl)methylamine;Pyrazinemethanamine, 5-methyl-;MFCD01314542;5-Methyl-2-pyrazinemethanamine;(5-Methylpyrazin-2-yl)methanamine;1-(5-Methyl-2-pyrazinyl)methanamine;2-aminomethyl-5-methylpyrazine;2-Pyrazinemethanamine, 5-methyl-;SCHEMBL5476;5-aminomethyl-2-methylpyrazine;5-methyl-2-pyrazinemethanamine;2-Pyrazinemethanamine,5-methyl-;DTXSID90373396;MPBCUCGKHDEUDD-UHFFFAOYSA-N;(5-methyl-2-pyrazinyl)methanamine;2-(aminomethyl)-5-methyl-pyrazine;(5-methylpyrazine-2-yl)methylamine;AMY23757;BCP14024;[(5-methyl-2-pyrazinyl)methyl]amine;1-(5-methylpyrazin-2-yl)methanamine;AKOS000163889;DS-1334;PB33936;c-(5-methyl-pyrazin-2-yl)-methylamine;AC-30161;BP-10755;TS-01633;A1154;CS-0018511;FT-0647801;2-(aminomethyl)-5-methylpyrazine, AldrichCPR;EN300-65666;A806471;W-205410;F8889-4282

Chemical Property of 2-(Aminomethyl)-5-methylpyrazine

Chemical Property:

• Vapor Pressure: 0.142mmHg at 25°C
• Refractive Index: 1.549
• Boiling Point: 216.2 °C at 760 mmHg
• PKA: 6.94±0.29(Predicted)
• Flash Point: 106.9 °C
• PSA: 51.80000
• Density: 1.098 g/cm³
• LogP: 0.94400
• Storage Temp.: Refrigerator
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 123.079647300
• Heavy Atom Count: 9
• Complexity: 84.4

Purity/Quality:

98%, ^*data from raw suppliers

2-(Aminomethyl)-5-methylpyrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R21/22-34:
• Hazard Codes: Xn
• Statements: 21/22-34-41-37/38-22
• Safety Statements: 26-36/37/39-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN=C(C=N1)CN

Technology Process of 2-(Aminomethyl)-5-methylpyrazine

There total 4 articles about 2-(Aminomethyl)-5-methylpyrazine 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: 52.3%

N-((5-methylpyrazin-2-yl)methyl)isoindole-1,3-dione → (5-methylpyrazine-2-yl)methylamine (132664-85-8)

Guidance literature:

With hydrazine hydrate; In ethanol; at 90 ℃; for 5h;

Reference yield:

5-methylpyrazine-2-carbonitrile (98006-91-8) → (5-methylpyrazine-2-yl)methylamine (132664-85-8)

Guidance literature:

With hydrogenchloride; hydrogen; Pd-BaSO₄; In acetic acid; at 20 ℃; for 5h;

DOI:10.1021/jm070714l

Reference yield:

2,5-dimethyl-pyrazine (123-32-0) → (5-methylpyrazine-2-yl)methylamine (132664-85-8)

Guidance literature:

Multi-step reaction with 3 steps

1: dibenzoyl peroxide; N-chloro-succinimide / tetrachloromethane / 18 h / Irradiation; Reflux

2: sodium iodide / N,N-dimethyl-formamide / 2 h / 95 °C

3: hydrazine hydrate / ethanol / 5 h / 90 °C

With N-chloro-succinimide; hydrazine hydrate; sodium iodide; dibenzoyl peroxide; In tetrachloromethane; ethanol; N,N-dimethyl-formamide;

upstream raw materials:

5-methylpyrazine-2-carbonitrile

2,5-dimethyl-pyrazine

Downstream raw materials:

C₁₃H₁₃N₃O₂

2-(4-(benzyloxy)-2-oxopyridin-1(2H)-yl)-4-methyl-N-((5-methylpyrazin-2-yl)methyl)thiazole-5-carboxamide

2-(4-methyl-1,4-diazepan-1-yl)-N-((5-methylpyrazin-2-yl)methyl)-5-oxo-5H-benzo[4,5]thiazolo[3,2-a][1,8]naphthyridine-6-carboxamide

2-(4-Fluoro-phenoxy)-N-(5-methyl-pyrazin-2-ylmethyl)-nicotinamide

Refernces

• 1、 -. "OXAZOLONE AND PYRROLIDINONE-SUBSTITUTED ARYLAMIDES AS P2X3 AND P2X2/3 ANTAGONISTS". Page/Page column 24. . Retrieved 2010/12/31.
• 2、 -. "Tetrazole-substituted arylamides as P2X3 and P2X2/3 antagonists". Page/Page column 42. . Retrieved 2009/07/10.