N~3~-Benzylpyridine-2,3-Diamine

Base Information

• Chemical Name: N~3~-Benzylpyridine-2,3-Diamine
• CAS No.: 79707-12-3
• Molecular Formula: C12H13N3
• Molecular Weight: 199.255
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID40439234
• Nikkaji Number: J652.406K
• Wikidata: Q27096508
• Metabolomics Workbench ID: 150462
• ChEMBL ID: CHEMBL435747
• Mol file: 79707-12-3.mol

Synonyms:N3-benzylpyridine-2,3-diamine;79707-12-3;N~3~-Benzylpyridine-2,3-Diamine;3-N-benzylpyridine-2,3-diamine;N~3~-Benzyl-2,3-pyridinediamine;2-amino-3-benzylaminopyridine;N3-BENZYL-PYRIDINE-2,3-DIAMINE;aminopyridine 3;N'-benzylpyridine-2,3-diamine;2ohm;D0A0RO;CHEMBL435747;N3-Benzyl-2,3-pyridinediamine;SCHEMBL11069733;BDBM15781;3-Substituted 2-Aminopyridine 5;DTXSID40439234;MUKAGFLFIMVSQN-UHFFFAOYSA-N;MFCD11615800;AKOS005174206;DB07281;SB53908;LS-04157;CS-0322427;FT-0683711;N-(2-AMINO-3-PYRIDYL)-N-BENZYLAMINE;Q27096508;8AP

Chemical Property of N~3~-Benzylpyridine-2,3-Diamine

Chemical Property:

• PSA: 50.94000
• LogP: 2.93010
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 199.110947427
• Heavy Atom Count: 15
• Complexity: 178

Purity/Quality:

98%min ^*data from raw suppliers

N''-Benzylpyridine-2,3-diamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC2=C(N=CC=C2)N

Technology Process of N~3~-Benzylpyridine-2,3-Diamine

There total 15 articles about N~3~-Benzylpyridine-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: 100.0%

N3-(Phenylmethylene)-2,3-pyridinediamine (848142-03-0) → 2-amino-3-<(phenylmethyl)amino>pyridine (79707-12-3)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 20h; Heating;

DOI:10.1021/jo00109a029

Reference yield: 95.0%

N-benzyl-N-(2-chloro-3-pyridinyl)amine (142670-87-9) → 2-amino-3-<(phenylmethyl)amino>pyridine (79707-12-3)

Guidance literature:

With [Pd(tBuBrettPhos)(allyl)](OTf); ammonia; sodium t-butanolate; In 1,4-dioxane; at 30 ℃; for 4h; Autoclave;

DOI:10.1002/chem.201902147

Reference yield: 75.0%

2-nitro-3-benzylaminopyridine (54231-40-2) → 2-amino-3-<(phenylmethyl)amino>pyridine (79707-12-3)

Guidance literature:

With hydrogenchloride; iron; In ethanol; water; for 3h; Heating;

DOI:10.1007/BF00476381

upstream raw materials:

N₃-benzylidenepyridine-2,3-diamine

2-nitro-3-benzylaminopyridine

2,3-Diaminopyridine

benzaldehyde

Downstream raw materials:

3-amino-2-methyl-8-<(phenylmethyl)amino>imidazo<1,2-a>pyridine

3-(cyanomethyl)-2-methyl-8-imidazo<1,2-a>pyridine

1-benzyl-2-bromo-1H-imidazo[4,5-b]pyridine

1-benzyl-1H-imidazo[4,5-b]pyridine-2(3H)-thione

Refernces

• 1、 Bourriquen, Florian,Bruneau-Voisine, Antoine,Jeandin, Aliénor,Stihle, Etienne,Fantasia, Serena. "Streamlined Synthesis of Diaminopyridines by Pd-Catalyzed Ammonia Coupling with Deactivated Amino-Chloropyridines". supporting information. p. 9006 - 9011. Retrieved 2019/06/24.
• 2、 Li, Chaomin,Chen, Lily,Steinhuebel, Dietrich,Goodman, Andrew. "Rapid construction of imidazopyridines from ortho-haloaminopyridines". supporting information. p. 2708 - 2712. Retrieved 2016/06/09.