(2-Chloropyridin-3-yl)acetonitrile

Base Information

• Chemical Name: (2-Chloropyridin-3-yl)acetonitrile
• CAS No.: 101012-32-2
• Molecular Formula: C7H5ClN2
• Molecular Weight: 152.583
• Hs Code.: 2933399090
• European Community (EC) Number: 867-561-9
• DSSTox Substance ID: DTXSID20563460
• Nikkaji Number: J465.805A
• Wikidata: Q72458627
• Mol file: 101012-32-2.mol

Synonyms:101012-32-2;(2-Chloropyridin-3-yl)acetonitrile;2-(2-chloropyridin-3-yl)acetonitrile;(2-Chloro-pyridin-3-yl)-acetonitrile;2-CHLORO-3-PYRIDINEACETONITRILE;2-Chloropyridine-3-acetonitrile;3-PYRIDINEACETONITRILE, 2-CHLORO-;2-(2-chloro-3-pyridyl)acetonitrile;MFCD09923767;SCHEMBL580243;DTXSID20563460;DMWOJKQPJYWCCB-UHFFFAOYSA-N;AKOS006312500;CS-W020736;PB13101;DS-13901;SY042075;AM20050606;A16246;EN300-112503;W-204396;Z1198263561;2-(2-CHLOROPYRIDIN-3-YL)ACETONITRILE

Chemical Property of (2-Chloropyridin-3-yl)acetonitrile

Chemical Property:

• Vapor Pressure: 0.00166mmHg at 25°C
• Melting Point: 85-86 °C(Solv: ethyl ether (60-29-7); ligroine (8032-32-4))
• Refractive Index: 1.553
• Boiling Point: 294.1 °C at 760 mmHg
• PKA: -0.43±0.10(Predicted)
• Flash Point: 131.7 °C
• PSA: 36.68000
• Density: 1.262 g/cm³
• LogP: 1.80108
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 152.0141259
• Heavy Atom Count: 10
• Complexity: 149

Purity/Quality:

97% ^*data from raw suppliers

2-(2-Chloropyridin-3-yl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)Cl)CC#N
• Uses: 2-(2-Chloropyridin-3-yl)acetonitrile is a useful reagent in the preparation of spirocyclic oxindole analog(spiro[piperidine-?4,?3''-?pyrrolo[2,?3-?b]?pyridin]?-?2''(1''H)?-?one) with anti-tumor properties.

Technology Process of (2-Chloropyridin-3-yl)acetonitrile

There total 14 articles about (2-Chloropyridin-3-yl)acetonitrile 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%

potassium cyanide + 2-chloro-3-(chloromethyl)pyridine (89581-84-0) → 2-(2-chloropyridin-3-yl)acetonitrile (101012-32-2)

Guidance literature:

In ethanol; water; for 1.5h; Reflux;

DOI:10.1016/j.bmcl.2014.04.085

Reference yield: 80.0%

2-chloro-3-(chloromethyl)pyridine (89581-84-0) + potassium cyanide (151-50-8) → 2-(2-chloropyridin-3-yl)acetonitrile (101012-32-2)

Guidance literature:

In ethanol; water; for 3h; Heating / reflux;

Reference yield: 80.0%

sodium cyanide (773837-37-9) + 2-chloro-3-(chloromethyl)pyridine (89581-84-0) → 2-(2-chloropyridin-3-yl)acetonitrile (101012-32-2)

Guidance literature:

In ethanol; water; for 3h; Reflux; Inert atmosphere;

upstream raw materials:

3-(cyanomethyl)pyridine 1-oxide

trichlorophosphate

2-chloro-3-(chloromethyl)pyridine

sodium cyanide

Downstream raw materials:

2-Chloro-pyridin-3-yl acetic acid

(2-hydroxy-[3]pyridyl)-acetic acid

2-amino-3-pyridylacetic acid

7-azaoxindole

Refernces

• 1、 Hong, Hui,Huang, Long Jiang,Teng, Da Wei. "A spirocyclic oxindole analogue: Synthesis and antitumor activities". . p. 1009 - 1012. Retrieved 2011.
• 2、 -. "ARYL-ANILINE AND HETEROARYL-ANILINE COMPOUNDS FOR TREATMENT OF BIRTHMARKS". . . Retrieved 2020/06/10.
• 3、 -. "FAK AND FLT3 INHIBITORS". Page/Page column 141. . Retrieved 2014/03/22.