Methyl 6-(aminomethyl)nicotinate

Base Information

• Chemical Name: Methyl 6-(aminomethyl)nicotinate
• CAS No.: 139183-87-2
• Molecular Formula: C8H10N2O2
• Molecular Weight: 166.18
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID20443334
• Wikidata: Q72487105
• Mol file: 139183-87-2.mol

Synonyms:methyl 6-(aminomethyl)nicotinate;139183-87-2;Methyl 6-(aminomethyl)pyridine-3-carboxylate;6-AMINOMETHYL-NICOTINIC ACID METHYL ESTER;3-Pyridinecarboxylic acid, 6-(aminomethyl)-, methyl ester;SCHEMBL880698;DTXSID20443334;WGPAOTBWPMCFMM-UHFFFAOYSA-N;AKOS006312880;SB53375;6-aminomethylnicotinic acid methyl ester;AS-53593;methyl-6-aminomethylpyridine-3-carboxylate;CS-0048959;FT-0655236;EN300-188673;P16732;W-205526

Chemical Property of Methyl 6-(aminomethyl)nicotinate

Chemical Property:

• Vapor Pressure: 0.005mmHg at 25°C
• Refractive Index: 1.547
• Boiling Point: 276.07°C at 760 mmHg
• PKA: 8.35±0.39(Predicted)
• Flash Point: 120.763°C
• PSA: 65.21000
• Density: 1.182g/cm³
• LogP: 1.02720
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 166.074227566
• Heavy Atom Count: 12
• Complexity: 161

Purity/Quality:

98%min ^*data from raw suppliers

methyl6-(aminomethyl)nicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CN=C(C=C1)CN

Technology Process of Methyl 6-(aminomethyl)nicotinate

There total 11 articles about Methyl 6-(aminomethyl)nicotinate 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: 100.0%

methyl 6-hydroxyiminomethylnicotinate (22794-96-3) → methyl 6-(aminomethyl)nicotinate (139183-87-2)

Guidance literature:

With acetic acid; zinc;

DOI:10.1248/cpb.44.991

Reference yield: 87.0%

6-(azidomethyl)nicotinic acid methyl ester (384831-56-5) → methyl 6-(aminomethyl)nicotinate (139183-87-2)

Guidance literature:

With hydrogenchloride; hydrogen; palladium 10% on activated carbon; In methanol; water; at 20 ℃; for 2h;

Reference yield: 81.0%

5-methoxycarbonyl-2-phthalimidomethylpyridine → methyl 6-(aminomethyl)nicotinate (139183-87-2)

Guidance literature:

With hydrazine hydrate; In ethanol; at 70 ℃;

DOI:10.1021/jacs.5b06237

upstream raw materials:

methyl 6-hydroxyiminomethylnicotinate

6-(azidomethyl)nicotinic acid methyl ester

6-methylnicotinic acid

Methyl 6-methylnicotinate

Downstream raw materials:

6-[(3-{2-[((1R,3aS,5aR,5bR,1aR)-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-9-oxo-icosahydro-cyclopenta[a]chrysene-3a-carbonyl)-amino]-ethyl}-benzoylamino)-methyl]-nicotinic acid methyl ester

methyl 6-{[(3-phenylpropanoyl)amino]methyl}nicotinate

methyl imidazo[1,5-a] pyridine-6-carboxylate

Refernces

• 1、 Kotani, Hiroaki,Sugiyama, Takumi,Ishizuka, Tomoya,Shiota, Yoshihito,Yoshizawa, Kazunari,Kojima, Takahiko. "Redox-Noninnocent Behavior of Tris(2-pyridylmethyl)amine Bound to a Lewis Acidic Rh(III) Ion Induced by C-H Deprotonation". . p. 11222 - 11225. Retrieved 2015/09/21.
• 2、 -. "Fused bicyclic-N-bridged-heteroaromatic carboxamides for the treatment of disease". Page 53. . Retrieved 2010/02/06.