N3-Methylpyridine-2,3-diamine

Base Information

• Chemical Name: N3-Methylpyridine-2,3-diamine
• CAS No.: 56291-51-1
• Molecular Formula: C₆H₉N₃
• Molecular Weight: 123.158
• Hs Code.: 2933399090
• European Community (EC) Number: 821-081-6
• DSSTox Substance ID: DTXSID20481857
• Wikidata: Q82317523
• Mol file: 56291-51-1.mol

Synonyms:N3-Methylpyridine-2,3-diamine;56291-51-1;3-N-methylpyridine-2,3-diamine;MFCD00490112;2-amino-3-methylaminopyridine;N~3~-methylpyridine-2,3-diamine;2-Amino-3-methylaminopyridin;SCHEMBL317617;DTXSID20481857;TQP0754;TZRRONMICPMDGT-UHFFFAOYSA-N;2,3-Pyridinediamine, N3-methyl-;AKOS006337793;AS-43841;SY084655;CS-0090257;FT-0747794;EN300-111144;A858194;Z1203578357

Chemical Property of N3-Methylpyridine-2,3-diamine

Chemical Property:

• Vapor Pressure: 0.004mmHg at 25°C
• Melting Point: 178-179℃
• Boiling Point: 279.624°C at 760 mmHg
• PKA: 7.10±0.36(Predicted)
• Flash Point: 122.913°C
• PSA: 50.94000
• Density: 1.18g/cm³
• LogP: 1.35970
• Storage Temp.: 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 123.079647300
• Heavy Atom Count: 9
• Complexity: 84.4

Purity/Quality:

98%Min ^*data from raw suppliers

N3-methyl-2,3-pyridinediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1=C(N=CC=C1)N

Technology Process of N3-Methylpyridine-2,3-diamine

There total 14 articles about N3-Methylpyridine-2,3-diamine 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: 98.0%

3-(N-methylamino)-2-nitropyridine (32605-06-4) → 2-amino-3-methylaminopyridine (56291-51-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 5 ℃; under 760.051 Torr;

DOI:10.1515/hc-2013-0059

Reference yield: 91.0%

N2-amino-N3-benzyloxycarbonylaminopyridine (99314-92-8) → 2-amino-3-methylaminopyridine (56291-51-1)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 2h; Ambient temperature;

DOI:10.1002/jhet.5570220216

Reference yield: 70.0%

2-Amino-3-bromopyridine (13534-99-1) + methylamine (74-89-5) → 2-amino-3-methylaminopyridine (56291-51-1)

Guidance literature:

With copper(ll) sulfate pentahydrate; In water; at 150 ℃; for 0.75h; Microwave irradiation;

DOI:10.1016/j.bmcl.2014.12.089

upstream raw materials:

N-methyl-N-(3-pyridyl)amine

(2-chloro-pyridin-3-yl)-methyl-amine

3-(N-methylamino)-2-nitropyridine

(2-amino-[3]pyridyl)-methyl-carbamic acid ethyl ester

Downstream raw materials:

1-methyl-2-oxo-1,2-dihydro-pyrido[2,3-b]pyrazine-3-carboxylic acid ethyl ester

1-methyl-1,3-dihydro-2H-imidazo<4,5-b>pyridin-2-one

4-methyl-1,4-dihydropyrido[2,3-b]piperazine-2,3-dione

2-amino-1-methylimidazo[4,5-b]pyridine

Refernces

• 1、 Savitha, Bhaskaran,Sajith, Ayyiliath. M.,Joy, M. Nibin,Khader, K.K. Abdul,Muralidharan,Padusha, M. Syed Ali,Bodke, Yadav D.. "Palladium-Catalyzed Suzuki Cross-Coupling of 2-Halo-Deazapurines with Potassium Organotrifluoroborate Salts in the Regioselective Synthesis of Imidazo[4,5-b]pyridine Analogues". . p. 618 - 630. Retrieved 2016/07/06.
• 2、 Xing, Yuan-Yuan,Liu, Chuanxiang,Wu, Fanhong. "Efficient synthesis of substituted imidazo[4,5-b] pyridine". . p. 327 - 330. Retrieved 2014/01/06.