3-Ethynylpyridin-2-amine

Base Information

• Chemical Name: 3-Ethynylpyridin-2-amine
• CAS No.: 67346-74-1
• Molecular Formula: C7H6N2
• Molecular Weight: 118.138
• Hs Code.: 2933399990
• DSSTox Substance ID: DTXSID70497524
• Nikkaji Number: J2.858.843G
• Wikidata: Q82347133
• Mol file: 67346-74-1.mol

Synonyms:3-ethynylpyridin-2-amine;67346-74-1;2-PYRIDINAMINE, 3-ETHYNYL-;2-amino-3-ethynylpyridine;MFCD13175219;3ethynyl-pyridin-2-ylamine;2-amino-3-ethynyl-pyridine;3-ethinyl-pyridin-2-ylamine;SCHEMBL510566;DTXSID70497524;DQEVAYRCQIJNJE-UHFFFAOYSA-N;3-ETHYNYL-PYRIDIN-2-YLAMINE;AKOS016009095;AB66567;CS-W004444;AM804215;DS-16100;SY076789;A867289;A1-01002

Chemical Property of 3-Ethynylpyridin-2-amine

Chemical Property:

• Melting Point: 86-87 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 246.6±25.0 °C(Predicted)
• PKA: 5.08±0.36(Predicted)
• PSA: 38.91000
• Density: 1.13±0.1 g/cm3(Predicted)
• LogP: 1.22630
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 118.053098200
• Heavy Atom Count: 9
• Complexity: 133

Purity/Quality:

97% ^*data from raw suppliers

3-ethynylpyridin-2-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=C(N=CC=C1)N

Technology Process of 3-Ethynylpyridin-2-amine

There total 6 articles about 3-Ethynylpyridin-2-amine 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: 93.7%

3-((trimethylsilyl)ethynyl)pyridin-2-amine (936342-23-3) → 2-amino-3-ethynylpyridine (67346-74-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.25h;

Reference yield: 34.0%

3-iodo-2-aminopyridine (104830-06-0) + trimethylsilylacetylene (1066-54-2) → 2-amino-3-ethynylpyridine (67346-74-1)

Guidance literature:

With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; diethylamine; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol203360g

Reference yield:

2-Amino-3-bromopyridine (13534-99-1) → 2-amino-3-ethynylpyridine (67346-74-1)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / 1-methyl-pyrrolidin-2-one / 3 h / 100 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one;

upstream raw materials:

3-((trimethylsilyl)ethynyl)pyridin-2-amine

2-Amino-3-bromopyridine

3-iodo-2-aminopyridine

trimethylsilylacetylene

Downstream raw materials:

3-(3-(4-((pyridin-2-yloxy)methyl)benzyl)isoxazol-5-yl)pyridin-2-amine