Quinolin-5-ylmethanamine

Base Information

• Chemical Name: Quinolin-5-ylmethanamine
• CAS No.: 58123-57-2
• Molecular Formula: C10H10N2
• Molecular Weight: 158.203
• Hs Code.: 2933499090
• European Community (EC) Number: 813-840-5
• DSSTox Substance ID: DTXSID30475909
• Wikidata: Q72439651
• Mol file: 58123-57-2.mol

Synonyms:58123-57-2;quinolin-5-ylmethanamine;(Quinolin-5-yl)methanamine;C-QUINOLIN-5-YL-METHYLAMINE;(QUINOLIN-5-YLMETHYL)AMINE;5-(Aminomethyl)quinoline;5-QUINOLINEMETHANAMINE;5-quinolylmethanamine;1-(quinolin-5-yl)methanamine;5-aminomethylquinoline;C-quinolin-5-ylmethylamine;1-Quinolin-5-ylmethylamine;SCHEMBL3288710;DTXSID30475909;HNTPRADIZKVIMT-UHFFFAOYSA-N;5-quinolinylmethanamine, AldrichCPR;BCP11576;MFCD06738976;AKOS000264870;AB28304;FS-2316;BB 0261097;CS-0312353;FT-0649617;EN300-366766;A831749;J-524179;F8882-9483

Chemical Property of Quinolin-5-ylmethanamine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.663
• Boiling Point: 314.713°C at 760 mmHg
• PKA: 8.57±0.30(Predicted)
• Flash Point: 169.912°C
• PSA: 38.91000
• Density: 1.157g/cm³
• LogP: 2.39380
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 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%min ^*data from raw suppliers

(Quinolin-5-ylmethyl)amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C=CC=NC2=C1)CN

Technology Process of Quinolin-5-ylmethanamine

There total 1 articles about Quinolin-5-ylmethanamine 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:

5-bromoquinoline (4964-71-0) → quinolin-5-ylmethanamine (58123-57-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 9-{[5-(diphenylphosphanyl)-9,9-dimethyl-9H-xanthen-4-yl]diphenyl-λ⁴-phosphanyl}-O-methanesulfonyl-8-methyl-8λ⁴-aza-9-palladatricyclo[8.4.0.0^2,7]tetradeca-1(14),2,4,6,10,12-hexaene-9,9-bis(ylium)-10-uid-9-olate / water; 1,4-dioxane / 16 h / 80 °C / Inert atmosphere

2: ammonium hydroxide; hydrogen / methanol / 16 h / 15 °C / 775.74 Torr

With ammonium hydroxide; 9-{[5-(diphenylphosphanyl)-9,9-dimethyl-9H-xanthen-4-yl]diphenyl-λ⁴-phosphanyl}-O-methanesulfonyl-8-methyl-8λ⁴-aza-9-palladatricyclo[8.4.0.0^2,7]tetradeca-1(14),2,4,6,10,12-hexaene-9,9-bis(ylium)-10-uid-9-olate; hydrogen; In 1,4-dioxane; methanol; water; 1: |Negishi Coupling;

Reference yield: 100.0%

quinolin-5-ylmethanamine (58123-57-2) + {trans-4-[(2-Chloro-5-nitro-pyrimidin-4-ylamino)-methyl]-cyclohexyl}-carbamic acid tert-butyl ester (874820-54-9) → [4-({5-nitro-2-[(quinolin-5-ylmethyl)-amino]-pyrimidin-4-ylamino}-methyl)-cyclohexyl]-carbamic acid tert-butyl ester

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; acetonitrile; at 20 ℃; for 16h;

Reference yield: 70.0%

quinolin-5-ylmethanamine (58123-57-2) + (S)-2-((S)-4-(tert-butoxyamino)-4-oxo-2-(3-phenylpropanamido)butanamido)propanoic acid → (S)-N4-(tert-butoxy)-N1-((S)-1-oxo-1-((quinolin-5-ylmethyl)amino)propan-2-yl)-2-(3-phenylpropanamido)succinamide

Guidance literature:

With 1-hydroxy-7-aza-benzotriazole; 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 N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.0c01520

upstream raw materials:

5-bromoquinoline

Refernces