Methyl 3-amino-2-chloroisonicotinate

Base Information

• Chemical Name: Methyl 3-amino-2-chloroisonicotinate
• CAS No.: 173435-41-1
• Molecular Formula: C₇H₇ClN₂O₂
• Molecular Weight: 186.598
• Hs Code.: 2933399090
• European Community (EC) Number: 815-143-1
• DSSTox Substance ID: DTXSID00376277
• Nikkaji Number: J1.500.013I
• Wikidata: Q72486808
• Mol file: 173435-41-1.mol

Synonyms:METHYL 3-AMINO-2-CHLOROISONICOTINATE;173435-41-1;methyl 3-amino-2-chloropyridine-4-carboxylate;3-Amino-2-chloro-isonicotinic acid methyl ester;3-Amino-2-chloroisonicotinic acid methyl ester;4-Pyridinecarboxylic acid, 3-amino-2-chloro-, methyl ester;MFCD03411723;3-Amino-2-chloropyridine-4-carboxylic acid methyl ester;3-Amino-2-chloro-4-(methoxycarbonyl)pyridine;Methyl 3-amino-2-chloro-pyridine-4-carboxylate;SCHEMBL3943083;DTXSID00376277;KSZMBXHYSQDICN-UHFFFAOYSA-N;BBL101404;STL555200;AKOS005258762;AB14204;AM84609;CS-W003048;PS-4823;AC-23292;SY010501;FT-0614928;EN300-254889;A811514;J-010906;J-522125;4-Pyridinecarboxylicacid,3-amino-2-chloro-,methyl ester

Chemical Property of Methyl 3-amino-2-chloroisonicotinate

Chemical Property:

• Vapor Pressure: 0.000386mmHg at 25°C
• Refractive Index: 1.586
• Boiling Point: 317.4 °C at 760 mmHg
• PKA: 1.12±0.10(Predicted)
• Flash Point: 145.7 °C
• PSA: 65.21000
• Density: 1.384 g/cm³
• LogP: 1.68500
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 186.0196052
• Heavy Atom Count: 12
• Complexity: 177

Purity/Quality:

99% ^*data from raw suppliers

Methyl 3-amino-2-chloroisonicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C(=NC=C1)Cl)N

Technology Process of Methyl 3-amino-2-chloroisonicotinate

There total 3 articles about Methyl 3-amino-2-chloroisonicotinate 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: 50.0%

methyl 3-aminoisonicotinate (55279-30-6) → methyl 3-amino-2-chloropyridine-4-carboxylate (173435-41-1)

Guidance literature:

With hydrogenchloride; dihydrogen peroxide; at 20 ℃; for 3h; Cooling with ice;

Reference yield:

1,3-dichloro-5,5-dimethylhydantoin (118-52-5) + methyl 3-aminoisonicotinate (55279-30-6) → methyl 3-amino-2-chloropyridine-4-carboxylate (173435-41-1)

Guidance literature:

In 1,1,2,2-tetrachloroethylene;

Reference yield:

methyl 3-nitropyridine-4-carboxylate (103698-10-8) → methyl 3-amino-2-chloropyridine-4-carboxylate (173435-41-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / H₂ / 5 percent Pd/C / methanol / 5 h / 20 °C / 3750.3 Torr

2: 42 percent / conc. aq. HCl; 35 percent aq. H₂O₂ / 0.5 h / 20 °C

With hydrogenchloride; hydrogen; dihydrogen peroxide; palladium on activated charcoal; In methanol;

DOI:10.1002/jhet.5570380114

upstream raw materials:

methyl 3-aminoisonicotinate

methyl 3-nitropyridine-4-carboxylate

1,3-dichloro-5,5-dimethylhydantoin

Downstream raw materials:

4,8-dichloropyrido[3,4-d]pyrimidine

2,4,8-trichloropyrido[3,4-d]pyrimidine

methyl 3-amino-2-methylisonicotinate

Refernces

• 1、 Bakke,Riha. "Preparation of 4-substituted 3-amino-2-chloropyridines, synthesis of a nevirapine analogue". . p. 99 - 104. Retrieved 2007/10/03.
• 2、 -. "N-aryl[1,2,4]triazolo[1,5-a]pyridine-2-sulfonamide herbicides". . . Retrieved 2008/06/13.