6-Aminomethylquinoline

Base Information

• Chemical Name: 6-Aminomethylquinoline
• CAS No.: 99071-54-2
• Molecular Formula: C10H10N2
• Molecular Weight: 158.203
• Hs Code.: 2933499090
• European Community (EC) Number: 829-516-1
• DSSTox Substance ID: DTXSID30363872
• Wikidata: Q72439648
• ChEMBL ID: CHEMBL4568670
• Mol file: 99071-54-2.mol

Synonyms:6-Aminomethylquinoline;99071-54-2;6-Quinolinemethanamine;Quinolin-6-ylmethanamine;6-(aminomethyl)quinoline;(quinolin-6-ylmethyl)amine;Quinoline-6-ylmethanamine;MFCD02853688;(quinolin-6-yl)methanamine;1-quinolin-6-ylmethanamine;C-Quinolin-6-yl-methylamine;6-Aminomethyl-quinoline;SCHEMBL507149;1-(quinolin-6-yl)methanamine;LCZC1095;CHEMBL4568670;DTXSID30363872;AMY11586;BCP13333;STK312855;AKOS000305818;AC-2941;CS-W003947;SB67817;DS-10555;SY003390;FT-0649534;EN300-42165;W-204183

Chemical Property of 6-Aminomethylquinoline

Chemical Property:

• Vapor Pressure: 0.000458mmHg at 25°C
• Refractive Index: 1.662
• Boiling Point: 314.7 °C at 760 mmHg
• PKA: 8.68±0.30(Predicted)
• Flash Point: 169.9 °C
• PSA: 38.91000
• Density: 1.156 g/cm³
• LogP: 2.39380
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 158.084398327
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-Quinolinemethanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=C2)CN)N=C1
• Uses: 6-Quinolinemethanamine is a reagent in the synthesis of some novel 7-[(quinolin-6-yl)methyl] purines as potential c-Met inhibitors.

Technology Process of 6-Aminomethylquinoline

There total 18 articles about 6-Aminomethylquinoline 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: 86.0%

quinoline-6-carbonitrile (23395-72-4) → quinolin-6-ylmethanamine (99071-54-2)

Guidance literature:

quinoline-6-carbonitrile; With cobalt(III) acetylacetonate; tris(2-(dicyclohexylphosphanyl)ethyl)phosphane; In tert-butyl alcohol; Sealed tube; Inert atmosphere;

With potassium tert-butylate; In tert-butyl alcohol; Sealed tube; Inert atmosphere;

With hydrogen; In tert-butyl alcohol; at 120 ℃; for 18h; under 22502.3 Torr; Autoclave;

DOI:10.1002/cssc.201601843

Reference yield: 41.0%

2-(quinolin-6-ylmethyl)isoindoline-1,3-dione (872047-71-7) → quinolin-6-ylmethanamine (99071-54-2)

Guidance literature:

With hydrazine hydrate; In methanol; for 3h; Reflux;

Reference yield:

6-(chloromethyl)quinoline (2644-82-8) → quinolin-6-ylmethanamine (99071-54-2)

Guidance literature:

With ammonium hydroxide;

upstream raw materials:

6-(chloromethyl)quinoline

water

2-(quinolin-6-ylmethyl)isoindoline-1,3-dione

6-(hydroxymethyl)quinoline

Downstream raw materials:

(R)-N₅-[amino(nitroimino)methyl]-N-[(6-quinolinyl)methyl]-N₂-(diphenylacetyl)-ornithinamide

6-((6-bromo-1H-[1,2,3]triazolo[4,5-b]pyrazine-1-yl)methyl)quinoline

N-(2-(methylamino)-2-oxoethyl)-4-(3-(quinolin-6-ylmethyl)-3H-[1,2,3]triazolo[4,5-b]pyridin-5-yl)benzamide

methyl 2,6-difluoro-4-(3-(quinolin-6-ylmethyl)-3H-imidazo[4,5-b]pyridin-5-yl)benzoate

Refernces

• 1、 Zhao, Fei,Zhang, Jing,Zhang, Leduo,Hao, Yu,Shi, Chen,Xia, Guangxin,Yu, Jianxin,Liu, Yanjun. "Discovery and optimization of a series of imidazo[4,5-b]pyrazine derivatives as highly potent and exquisitely selective inhibitors of the mesenchymal–epithelial transition factor (c-Met) protein kinase". supporting information. p. 4281 - 4290. Retrieved 2016/08/23.
• 2、 -. "6-O-SUBSTITUTED KETOLIDES HAVING ANTIBACTERIAL ACTIVITY". . . Retrieved 2016/10/27.