(1-Methyl-1H-pyrazol-5-yl)methanamine

Base Information

• Chemical Name: (1-Methyl-1H-pyrazol-5-yl)methanamine
• CAS No.: 863548-52-1
• Molecular Formula: C5H9N3
• Molecular Weight: 111.147
• Hs Code.: 2933199090
• European Community (EC) Number: 807-508-9
• DSSTox Substance ID: DTXSID00427117
• Wikidata: Q72496348
• Mol file: 863548-52-1.mol

Synonyms:863548-52-1;(1-Methyl-1H-pyrazol-5-yl)methanamine;(1-methyl-1H-pyrazol-5-yl)methylamine;(2-methylpyrazol-3-yl)methanamine;1-(1-methyl-1H-pyrazol-5-yl)methanamine;1h-pyrazole-5-methanamine, 1-methyl-;5-(Aminomethyl)-1-methylpyrazole;5-(aminomethyl)-1-methyl-1h-pyrazole;MFCD03419808;fluphenazineO-enantate;SCHEMBL458565;DTXSID00427117;XNTFQMKXUFFUQO-UHFFFAOYSA-N;(2-methyl-3-pyrazolyl)methanamine;BBL104311;STK312571;AKOS000180581;PB24806;PS-3760;(1-methyl-1h-pyrazol-5-yl-methyl)amine;AM804432;SY023427;[(1-methyl-1H-pyrazol-5-yl)methyl]amine;5-(Aminomethyl)-1-methyl-1H-pyrazole97%;C-(2-Methyl-2H-pyrazol-3-yl)-methylamine;BB 0253800;c-(2-methyl-2 h-pyrazol-3-yl)-methylamine;CS-0053823;FT-0710939;EN300-34428;A837636;A863232;J-500229;F1905-0589;Z316122740;Q2I

Chemical Property of (1-Methyl-1H-pyrazol-5-yl)methanamine

Chemical Property:

• Vapor Pressure: 0.117mmHg at 25°C
• Refractive Index: 1.579
• Boiling Point: 219.8 °C at 760 mmHg
• PKA: 9.37±0.29(Predicted)
• Flash Point: 86.7 °C
• PSA: 43.84000
• Density: 1.16 g/cm³
• LogP: 0.57910
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 111.079647300
• Heavy Atom Count: 8
• Complexity: 74.1

Purity/Quality:

97% ^*data from raw suppliers

5-(Aminomethyl)-1-methyl-1H-pyrazole 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=CC=N1)CN
• Uses: (1-Methyl-1H-pyrazol-5-yl)methylamine is used as a reactant in the preparation of potent and orally bioavailable GPR142 agonists as novel insulin secretagogues for the treatment of type 2 diabetes.

Technology Process of (1-Methyl-1H-pyrazol-5-yl)methanamine

There total 2 articles about (1-Methyl-1H-pyrazol-5-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:

2-methyl-2H-pyrazole-3-carboxylic acid amide (98711-43-4) → C-(2-methyl-2H-pyrazol-3-yl)methyl amine (863548-52-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; Reflux;

Reference yield:

1-methyl-1H-pyrazole-5-carboxylic acid (16034-46-1) → C-(2-methyl-2H-pyrazol-3-yl)methyl amine (863548-52-1)

Guidance literature:

Multi-step reaction with 2 steps

1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; ammonium chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / Reflux

With lithium aluminium tetrahydride; ammonium chloride; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield: 93.0%

C-(2-methyl-2H-pyrazol-3-yl)methyl amine (863548-52-1) + 2,5-dimethoxybenzene-1-sulfonyl chloride (1483-28-9) → 2,5-dimethoxy-N-((1-methyl-1H-pyrazol-5-yl)methyl)benzenesulfonamide

Guidance literature:

With triethylamine; In dichloromethane; at 20 - 25 ℃; for 1h; Inert atmosphere;

DOI:10.1039/d0md00165a

upstream raw materials:

1-methyl-1H-pyrazole-5-carboxylic acid

2-methyl-2H-pyrazole-3-carboxylic acid amide

Downstream raw materials:

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

2-(5-benzyl-1H-pyrazol-3-yl)-1H-indole-6-carboxylic acid (2-methyl-2H-pyrazol-3-ylmethyl)-amide

2-(4-phenyl-1H-pyrazol-3-yl)-1H-indole-6-carboxylic acid (2-methyl-2H-pyrazol-3-ylmethyl)amide

C₂₇H₂₃F₃N₆O₂