2-Amino-6-methylpyridine-3-carbonitrile

Base Information

• Chemical Name: 2-Amino-6-methylpyridine-3-carbonitrile
• CAS No.: 84647-20-1
• Molecular Formula: C₇H₇N₃
• Molecular Weight: 133.153
• Hs Code.: 2933399090
• European Community (EC) Number: 850-195-9
• DSSTox Substance ID: DTXSID00515604
• Nikkaji Number: J574.414H
• Wikidata: Q72439728
• Mol file: 84647-20-1.mol

Synonyms:84647-20-1;2-Amino-6-methylnicotinonitrile;2-amino-6-methylpyridine-3-carbonitrile;2-AMINO-6-METHYL-NICOTINONITRILE;MFCD08062952;3-Pyridinecarbonitrile, 2-amino-6-methyl-;SCHEMBL811164;DTXSID00515604;ABIRGXQDAZTINS-UHFFFAOYSA-N;AMY17348;AKOS010917117;SB21616;AS-53991;SY060451;CS-0052053;FT-0661924;EN300-117093;P17376;Z839013648

Chemical Property of 2-Amino-6-methylpyridine-3-carbonitrile

Chemical Property:

• Melting Point: 99℃
• Boiling Point: 297.6±40.0 °C(Predicted)
• PKA: 3.19±0.50(Predicted)
• PSA: 62.70000
• Density: 1.18
• LogP: 1.42508
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 133.063997236
• Heavy Atom Count: 10
• Complexity: 158

Purity/Quality:

98% ^*data from raw suppliers

2-Amino-6-methylnicotinonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=C(C=C1)C#N)N
• Uses: 2-Amino-6-methylnicotinonitrile is an intermediate used in the synthesis of pyridopyrimidines and naphthyridines as anti-viral agents.

Technology Process of 2-Amino-6-methylpyridine-3-carbonitrile

There total 8 articles about 2-Amino-6-methylpyridine-3-carbonitrile 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%

tert-butyl (3-cyano-6-methylpyridin-2-yl)carbamate → 2-amino-6-methylpyridine-3-carbonitrile (84647-20-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 30 ℃; for 16h;

Reference yield: 85.0%

2-chloro-6-methylnicotinonitrile (28900-10-9) → 2-amino-6-methylpyridine-3-carbonitrile (84647-20-1)

Guidance literature:

With ammonia; In ethanol; at 160 ℃; for 24h; Sealed tube; Autoclave;

DOI:10.1021/jm401249c

Reference yield: 63.0%

1-amino-1-buten-3-one (2976-86-5) + ethyl cyanoacetimidate hydrochloride (55244-11-6) → 2-amino-6-methylpyridine-3-carbonitrile (84647-20-1)

Guidance literature:

With ammonium acetate; In ethanol; for 4h; Heating;

DOI:10.1002/ardp.19943270107

upstream raw materials:

2-chloro-6-methylnicotinonitrile

1-amino-1-buten-3-one

ethyl cyanoacetimidate hydrochloride

1,2-dihydro-6-methyl-2-oxo-3-pyridinecarbonitrile

Downstream raw materials:

2-amino-6-methyl nicotinic acid

N-[4-(4-hydroxy-phenylsulfanyl)-3-(7-isopropyl-pyrido[2,3-d]pyrimidin-4-ylamino)-phenyl]-benzenesulfonamide trifluoroacetate

4-[4-[(furan-3-ylmethyl)-amino]-2-(7-methyl-pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenol trifluoroacetate

4-[2-(7-methyl-pyrido[2,3-d]pyrimidin-4-ylamino)-4-pyrrol-1-yl-phenylsulfanyl]-phenol trifluoroacetate

Refernces

• 1、 -. "Method for producing 2-amino-6-methylnicotinic acid". Paragraph 6; 7. . Retrieved 2017/02/02.
• 2、 -. "DERIVATIVES OF NICOTINIC ACID N-OXIDE, THEIR PREPARATION AND THEIR USE AS INHIBITORS OF ENZYME 3-HYDROXYANTHRANILATE-3, 4-DIOXYGENASE". Paragraph 0052. . Retrieved 2013/11/06.