6-chloro-nicotinic acid 2,5-dioxo-pyrrolidin-1-yl ester

Base Information

• Chemical Name: 6-chloro-nicotinic acid 2,5-dioxo-pyrrolidin-1-yl ester
• CAS No.: 257938-99-1
• Molecular Formula: C10H7ClN2O4
• Molecular Weight: 254.62700
• Mol file: 257938-99-1.mol

Synonyms:2,5-Pyrrolidinedione,1-[[(6-chloro-3-pyridinyl)carbonyl]oxy];

Chemical Property of 6-chloro-nicotinic acid 2,5-dioxo-pyrrolidin-1-yl ester

Chemical Property:

• PSA: 76.57000
• LogP: 0.89370

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-chloro-nicotinic acid 2,5-dioxo-pyrrolidin-1-yl ester

There total 2 articles about 6-chloro-nicotinic acid 2,5-dioxo-pyrrolidin-1-yl ester 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: 67.0%

2-choro-5-iodopyridine (69045-79-0) + 2,5-dioxopyrrolidin-1-yl formate (17592-54-0) → 2,5-dioxopyrrolidin-1-yl 6-chloronicotinate (257938-99-1)

Guidance literature:

With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 2-methyltetrahydrofuran; at 60 ℃; for 10h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.5b01119

Reference yield: 66.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 6-Chloro-3-pyridinecarboxylic acid (5326-23-8) → 2,5-dioxopyrrolidin-1-yl 6-chloronicotinate (257938-99-1)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; at 20 ℃; for 48h;

DOI:10.1248/cpb.51.1399

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

6-Chloro-3-pyridinecarboxylic acid

2-choro-5-iodopyridine

2,5-dioxopyrrolidin-1-yl formate

Refernces

• 1、 Tsumoto, Hiroki,Murata, Chie,Miyata, Naoki,Taguchi, Ryo,Kohda, Kohfuku. "Preparation of deuterated methyl and dimethyl substituted nicotinoylating agents for derivatization of the N-terminal of protein.". . p. 1399 - 1401. Retrieved 2007/10/03.