Methyl 5-amino-2-chloroisonicotinate

Base Information

• Chemical Name: Methyl 5-amino-2-chloroisonicotinate
• CAS No.: 1073182-59-8
• Molecular Formula: C₇H₇ClN₂O₂
• Molecular Weight: 186.598
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50697404
• Wikidata: Q82627296
• Mol file: 1073182-59-8.mol

Synonyms:methyl 5-amino-2-chloroisonicotinate;1073182-59-8;Methyl 5-amino-2-chloropyridine-4-carboxylate;Methyl5-amino-2-chloroisonicotinate;SCHEMBL3714762;DTXSID50697404;MFCD11848213;AKOS016011589;PS-5210;CS-0044526;EN300-3014162;A895508

Chemical Property of Methyl 5-amino-2-chloroisonicotinate

Chemical Property:

• PSA: 65.21000
• 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:

97% ^*data from raw suppliers

Methyl5-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=CC(=NC=C1N)Cl

Technology Process of Methyl 5-amino-2-chloroisonicotinate

There total 9 articles about Methyl 5-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: 95.0%

5-tert-butoxycarbonylamino-2-chloro-isonicotinic acid, methyl ester (305371-42-0) → methyl 5-amino-2-chloroisonicotinate (1073182-59-8)

Guidance literature:

With hydrogenchloride; In methanol; water; for 22h; Reflux;

Reference yield: 69.0%

methanol (67-56-1) + 5‐amino‐2‐chloropyridine‐4‐carboxylic acid (58483-95-7) → methyl 5-amino-2-chloroisonicotinate (1073182-59-8)

Guidance literature:

With thionyl chloride; at 75 ℃; for 48h;

Reference yield: 67.7%

5‐amino‐2‐chloropyridine‐4‐carboxylic acid (58483-95-7) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 5-amino-2-chloroisonicotinate (1073182-59-8)

Guidance literature:

In methanol; hexane; ethyl acetate; at 24 - 30 ℃; for 0.5h; Inert atmosphere;

upstream raw materials:

5‐amino‐2‐chloropyridine‐4‐carboxylic acid

diazomethyl-trimethyl-silane

6-Chloro-pyridin-3-ylamine

tert-butyl (6-chloropyridin-3-yl)carbamate

Downstream raw materials:

3-amino-6-chloro-2-methylisonicotinic acid methyl ester

3-amino-6-chloro-2-methylisonicotinic acid