2-Chloro-4-methoxynicotinonitrile

Base Information

• Chemical Name: 2-Chloro-4-methoxynicotinonitrile
• CAS No.: 98645-43-3
• Molecular Formula: C7H5ClN2O
• Molecular Weight: 168.583
• Hs Code.: 2933399090
• European Community (EC) Number: 678-770-8
• DSSTox Substance ID: DTXSID90362982
• Nikkaji Number: J2.334.106I
• Mol file: 98645-43-3.mol

Synonyms:2-Chloro-4-methoxynicotinonitrile;98645-43-3;2-chloro-3-cyano-4-methoxypyridine;2-chloro-4-methoxypyridine-3-carbonitrile;3-Pyridinecarbonitrile, 2-chloro-4-methoxy-;SCHEMBL1313329;DTXSID90362982;2-chloro-3-cyano-4methoxypyridine;BCP14253;CS-D0323;MFCD00975444;AKOS006222694;AB07883;AC-22520;AM20061655;C3282;FT-0691619;2-Chloro-4-methoxynicotinonitrile, AldrichCPR;2K-045;EN300-225898;J-508755

Chemical Property of 2-Chloro-4-methoxynicotinonitrile

Chemical Property:

• Vapor Pressure: 0.000365mmHg at 25°C
• Melting Point: 175-176 °C(Solv: methanol (67-56-1))
• Refractive Index: 1.549
• Boiling Point: 318.3 °C at 760 mmHg
• PKA: -0.06±0.10(Predicted)
• Flash Point: 146.3 °C
• PSA: 45.91000
• Density: 1.33 g/cm³
• LogP: 1.61528
• Sensitive.: Air Sensitive
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 168.0090405
• Heavy Atom Count: 11
• Complexity: 177

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Chloro-4-methoxynicotinonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 25-37/38-41
• Safety Statements: 26-39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=NC=C1)Cl)C#N

Technology Process of 2-Chloro-4-methoxynicotinonitrile

There total 7 articles about 2-Chloro-4-methoxynicotinonitrile 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: 93.0%

4-methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile (21642-98-8) → 2-chloro-3-cyano-4-methoxypyridine (98645-43-3)

Guidance literature:

With trichlorophosphate; for 1h; Reflux;

DOI:10.3987/COM-14-12986

Reference yield: 83.0%

1,1-dicyano-4-(N,N-dimethylamino)-2-methoxy-1,3-butadiene (95689-38-6) → 2-chloro-3-cyano-4-methoxypyridine (98645-43-3)

Guidance literature:

With hydrogenchloride; In methanol;

DOI:10.1002/ardp.19853180602

Reference yield: 83.0%

2-chloro-3-cyano-4-hydroxypyridine (869802-74-4,727737-49-7) + methanol (67-56-1) → 2-chloro-3-cyano-4-methoxypyridine (98645-43-3)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at 0 ℃; regioselective reaction;

DOI:10.3987/COM-14-12986

upstream raw materials:

1,1-dicyano-4-(N,N-dimethylamino)-2-methoxy-1,3-butadiene

N,N-dimethyl-formamide dimethyl acetal

(1-ethoxyethylidene)malononitrile

4-methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile

Downstream raw materials:

3-amino-4-phenylaminothieno[2,3-b]pyridine-2-carboxylic acid amide

3-amino-4-(4-benzylpiperazin-1-yl)thieno[2,3-b]pyridine-2-carboxylic acid amide

3-amino-4-(4-nitrophenylamino)thieno[2,3-b]pyridine-2-carboxylic acid amide

2-bromo-3-cyano-4-(4'-methoxybenzyloxy)pyridine

Refernces

• 1、 Sasikumar,Qiang, Li,Burnett, Duane A.,Greenlee, William J.,Li, Cheng,Heimark, Larry,Pramanik, Birendra,Grilli, Mariagrazia,Bertorelli, Rosalia,Lozza, Gianluca,Reggiani, Angelo. "Tricyclic thienopyridine-pyrimidones/thienopyrimidine-pyrimidones as orally efficacious mGluR1 antagonists for neuropathic pain". scheme or table. p. 3199 - 3203. Retrieved 2010/03/03.
• 2、 -. "FUSED TRICYCLIC MGLUR1 ANTAGONISTS AS THERAPEUTIC AGENTS". Page/Page column 45; 55-56. . Retrieved 2010/11/26.