5-(aminomethyl)-N,N-dimethylpyridin-2-amine

Base Information

• Chemical Name: 5-(aminomethyl)-N,N-dimethylpyridin-2-amine
• CAS No.: 354824-17-2
• Molecular Formula: C8H13N3
• Molecular Weight: 151.21
• Hs Code.: 2933399090
• European Community (EC) Number: 825-209-1
• DSSTox Substance ID: DTXSID10588521
• Wikidata: Q82481237
• Mol file: 354824-17-2.mol

Synonyms:5-(aminomethyl)-N,N-dimethylpyridin-2-amine;354824-17-2;5-(AMINOMETHYL)-N,N-DIMETHYL-2-PYRIDINAMINE;MFCD08272104;6-(DIMETHYLAMINO)-3-PYRIDINEMETHANAMINE;3-Pyridinemethanamine, 6-(dimethylamino)-;SCHEMBL165378;F2147-1542;DTXSID10588521;YJIDKQVYACIBPR-UHFFFAOYSA-N;AKOS000143245;AB44372;MCULE-5623193282;BS-13439;SY042960;[(6-dimethylaminopyridin-3-yl)methyl]amine;DB-058064;EN300-35897;C90463;A874598;Z270758784

Chemical Property of 5-(aminomethyl)-N,N-dimethylpyridin-2-amine

Chemical Property:

• Boiling Point: 282.1±25.0 °C(Predicted)
• PKA: 8.18±0.29(Predicted)
• PSA: 42.15000
• Density: 1.075±0.06 g/cm3(Predicted)
• LogP: 1.30660
• Storage Temp.: 2-8°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 151.110947427
• Heavy Atom Count: 11
• Complexity: 114

Purity/Quality:

98%min ^*data from raw suppliers

6-(Dimethylamino)-3-pyridinemethanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=NC=C(C=C1)CN
• Uses: 6-(Dimethylamino)-3-pyridinemethanamine is a useful synthetic intermediate. It is used to prepare nicotinamide phosphoribosyltransferase (NAMPT) inhibitors for therapy of diseases such as cancer.

Technology Process of 5-(aminomethyl)-N,N-dimethylpyridin-2-amine

There total 3 articles about 5-(aminomethyl)-N,N-dimethylpyridin-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:

N'-(5-cyanopyridin-2-yl)-N,N-dimethylformamidine (154924-17-1) → 5-(aminomethyl)-N,N-dimethylpyridin-2-amine (354824-17-2)

Guidance literature:

With ammonia; hydrogen; Raney Nickel; for 16h; under 2068.65 Torr;

Reference yield:

6-(dimethylamino)pyridine-3-carboxamide (36507-21-8) → 5-(aminomethyl)-N,N-dimethylpyridin-2-amine (354824-17-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1021/jf072851x

Reference yield:

6-chloronicotinonitrile (33252-28-7) → 5-(aminomethyl)-N,N-dimethylpyridin-2-amine (354824-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 17 h / 140 °C / Sealed

2: hydrogen; ammonia / Raney Nickel / 16 h / 2068.65 Torr

With ammonia; hydrogen; N-ethyl-N,N-diisopropylamine; Raney Nickel; In N,N-dimethyl-formamide;

upstream raw materials:

6-(dimethylamino)pyridine-3-carboxamide

6-chloronicotinonitrile

N'-(5-cyanopyridin-2-yl)-N,N-dimethylformamidine

Downstream raw materials:

5-chloro-2-{4-[(6-dimethylamino-pyridin-3-ylmethyl)-amino]-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl}-benzonitrile

(1-((6-dimethylamino)pyridin-3-yl)methyl)-3-(4-(phenylsulfonyl)phenyl)urea

Refernces

• 1、 Liu, Yu-Xiu,Wei, Deng-Guo,Zhu, Ye-Rong,Liu, Shao-Hua,Zhang, Yong-Lin,Zhao, Qi-Qi,Cai, Bao-Li,Li, Yong-Hong,Song, Hai-Bin,Liu, Ying,Wang, Yong,Huang, Run-Qiu,Wang, Qing-Min. "Synthesis, herbicidal activities, and 3D-QSAR of 2-cyanoacrylates containing aromatic methylamine moieties". experimental part. p. 204 - 212. Retrieved 2009/04/11.