1-(3-Aminopyridin-2-yl)ethanone

Base Information

• Chemical Name: 1-(3-Aminopyridin-2-yl)ethanone
• CAS No.: 13210-25-8
• Molecular Formula: C₇H₈N₂O
• Molecular Weight: 136.153
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID20363604
• Wikidata: Q82147332
• Mol file: 13210-25-8.mol

Synonyms:1-(3-aminopyridin-2-yl)ethanone;13210-25-8;2-Acetyl-3-aminopyridine;1-(3-AMINO-PYRIDIN-2-YL)-ETHANONE;1-(3-AMINOPYRIDIN-2-YL)ETHAN-1-ONE;MFCD01318193;SCHEMBL3380838;DTXSID20363604;1-(3-amino-2-pyridinyl)ethanone;1-(3-azanylpyridin-2-yl)ethanone;AMY25987;AKOS006277600;AB08681;Ethanone, 1-(3-amino-2-pyridinyl)-;AS-41302;SY240339;CS-0341854;FT-0690646;EN300-129229;A806376

Chemical Property of 1-(3-Aminopyridin-2-yl)ethanone

Chemical Property:

• Vapor Pressure: 0.00244mmHg at 25°C
• Refractive Index: 1.577
• Boiling Point: 287.8°Cat760mmHg
• Flash Point: 127.8°C
• PSA: 55.98000
• Density: 1.168g/cm³
• LogP: 1.44760
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 136.063662883
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

99.3% ^*data from raw suppliers

1-(3-aminopyridin-2-yl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(C=CC=N1)N

Technology Process of 1-(3-Aminopyridin-2-yl)ethanone

There total 2 articles about 1-(3-Aminopyridin-2-yl)ethanone 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: 95.0%

1-(3-nitropyridin-2-yl)ethanone (194278-44-9) → 1-(3-aminopyridin-2-yl)ethanone (13210-25-8)

Guidance literature:

With hydrogen; 5% Pd-BaSO4; In ethanol; at 20 - 25 ℃; for 5h; under 2250.23 Torr;

Reference yield:

→ 1-(3-aminopyridin-2-yl)ethanone (13210-25-8)

Guidance literature:

3-Acetamidopyridin (2), Photolyse;

Reference yield:

1-(3-aminopyridin-2-yl)ethanone (13210-25-8) → 2-{2,4-dioxo-5-phenyl-3-[(1H-pyrazolo[4,3-b]pyridin-7-yl)methyl]-2,3,4,5-tetrahydrobenzo[b][1,4]diazepin-1-yl}-N-isopropyl-N-(4-methoxyphenyl)acetamide

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) NaNO₂, aq. H₂SO₄, 2.) SnCl₂, aq. HCl / 1.) a) 0 deg C, 30 min, b) RT, 15 min, 2.) a) 0 deg C, 20 min, b) RT, 20 min

2: 854 mg / DMAP, Et₃N / acetonitrile / 1.5 h / Ambient temperature

3: 43 percent / NBS, benzoyl peroxide / CCl₄ / 4.5 h / Heating

4: 1.) NaH, NaN(TMS)2 / 1.) DMF, THF, 0 deg C, 2.) DMF, THF, RT, 2 h

5: 4N aq. HCl / dioxane / 6 h / Ambient temperature

With hydrogenchloride; dmap; N-Bromosuccinimide; Perbenzoic acid; sulfuric acid; sodium hexamethyldisilazane; sodium hydride; triethylamine; tin(ll) chloride; sodium nitrite; In 1,4-dioxane; tetrachloromethane; acetonitrile;

DOI:10.1021/jm970265x

upstream raw materials:

1-(3-nitropyridin-2-yl)ethanone

Downstream raw materials:

3-methyl-1H-pyrazolo[4,3-b]pyridine

Refernces

• 1、 Henke, Brad R.,Aquino, Christopher J.,Birkemo, Larry S.,Croom, Dallas K.,Dougherty Jr., Robert W.,Ervin, Gregory N.,Grizzle, Mary K.,Hirst, Gavin C.,James, Michael K.,Johnson, Michael F.,Queen, Kennedy L.,Sherrill, Ronald G.,Sugg, Elizabeth E.,Suh, Edward M.,Szewczyk, Jerzy W.,Unwalla, Rayomand J.,Yingling, Jeff,Willson, Timothy M.. "Optimization of 3-(1H-Indazol-3-ylmethyl)-1,5-benzodiazepines as potent, orally active CCK-A agonists". . p. 2706 - 2725. Retrieved 2007/10/03.