2-Amino-4-cyanopyridine

Base Information

• Chemical Name: 2-Amino-4-cyanopyridine
• CAS No.: 42182-27-4
• Molecular Formula: C6H5N3
• Molecular Weight: 119.126
• Hs Code.: 2933399090
• European Community (EC) Number: 677-660-7
• DSSTox Substance ID: DTXSID40426745
• Nikkaji Number: J2.462.287H
• Wikidata: Q72435113
• Mol file: 42182-27-4.mol

Synonyms:2-Amino-4-cyanopyridine;42182-27-4;2-aminopyridine-4-carbonitrile;2-aminoisonicotinonitrile;MFCD03791310;2-Amino-isonicotinonitrile;4-cyanopyridin-2-amine;2-Amino-4-cyanopyridin;4-cyano-2-aminopyridine;2-amino-4-cyano-pyridine;2-Amino-4-Cyano Pyridine;Flucloxacillin Penilloic Acid;SCHEMBL312451;DTXSID40426745;GEEAYLFEIFJFGP-UHFFFAOYSA-N;BCP22870;CS-D1178;BBL100018;GEO-03415;STL510976;2-Amino-4-cyanopyridine, AldrichCPR;AKOS000168276;BCP9000088;PB17329;PS-5786;SY005912;AM20070060;FT-0601263;EN300-50615;Z295203360

Chemical Property of 2-Amino-4-cyanopyridine

Chemical Property:

• Vapor Pressure: 0.00133mmHg at 25°C
• Melting Point: 146-148 °C
• Refractive Index: 1.594
• Boiling Point: 297.7 °C at 760 mmHg
• PKA: 3.93±0.11(Predicted)
• Flash Point: 133.8 °C
• PSA: 62.70000
• Density: 1.23 g/cm³
• LogP: 1.11668
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 119.048347172
• Heavy Atom Count: 9
• Complexity: 135

Purity/Quality:

98%min ^*data from raw suppliers

2-Amino-4-cyanopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38-41-37/38-22
• Safety Statements: 26-36/37/39-36-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1C#N)N
• Uses: 2-Amino-4-cyanopyridine is used in the treatment of central nervous system (CNS) disorders and as a mGluR2 antagonist. 2-Amino-4-cyanopyridine is a pyridine derivative as mGluR2 antagonists; used in the treatment of CNS disorders.

Technology Process of 2-Amino-4-cyanopyridine

There total 8 articles about 2-Amino-4-cyanopyridine 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: 88.9%

2-Amino-4-chloropyridine (19798-80-2) + dicyanozinc (557-21-1) → 4-cyanopyridin-2-amine (42182-27-4)

Guidance literature:

With racemic 2-di-tert-butylphosphino-1,1'-binaphthyl; palladium(II) trifluoroacetate; zinc; In N,N-dimethyl acetamide; at 80 ℃; for 18h;

DOI:10.1021/ol070372d

Reference yield: 82.0%

4-(iodo)pyridin-2-amine (552331-00-7) + copper(l) cyanide → 4-cyanopyridin-2-amine (42182-27-4)

Guidance literature:

With pyridine; for 0.5h; Reflux;

Reference yield: 80.0%

zinc(II) cyanide (557-21-1) + 2-amino-4-bromopyridine (84249-14-9) → 4-cyanopyridin-2-amine (42182-27-4)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In N,N-dimethyl-formamide; at 100 ℃; for 1.5h; Inert atmosphere;

upstream raw materials:

2-Amino-4-chloropyridine

dicyanozinc

2-chloro-4-pyridinenitrile

4-(iodo)pyridin-2-amine

Downstream raw materials:

2-amino-2-(5-(5-(3,4-diethoxyphenyl)-1,2,4-oxadiazol-3-yl)furo[2,3-b]pyridin-2-yl)propane-1,3-diol

2-hydroxyisonicotinonitrile

5-(5-(3,4-diethoxyphenyl)-1,2,4-oxadiazol-3-yl)-3-iodopyridin-2-ol

tert-butyl N-(5-{5-[5-(3,4-diethoxyphenyl)-1,2,4-oxadiazol-3-yl]furo[2,3-b]pyridin-2-yl}-2,2-dimethyl-1,3-dioxan-5-yl)carbamate

Refernces

• 1、 -. "BTK INHIBITORS". . . Retrieved 2014/08/07.
• 2、 -. "BTK INHIBITORS". . . Retrieved 2014/08/07.