methyl 2-chloroquinoline-6-carboxylate

Base Information

• Chemical Name: methyl 2-chloroquinoline-6-carboxylate
• CAS No.: 849807-09-6
• Molecular Formula: C11H8ClNO2
• Molecular Weight: 221.64000
• Hs Code.: 2933499090
• Mol file: 849807-09-6.mol

Synonyms:methyl 2-chloroquinoline-6-carboxylate;

Chemical Property of methyl 2-chloroquinoline-6-carboxylate

Chemical Property:

• Melting Point: 134-136 °C(Solv: chloroform (67-66-3))
• Boiling Point: 343.7±22.0 °C(Predicted)
• PKA: -0.60±0.43(Predicted)
• PSA: 39.19000
• Density: 1.330±0.06 g/cm3(Predicted)
• LogP: 2.67480
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

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

Methyl2-chloroquinoline-6-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-chloroquinoline-6-carboxylate

There total 7 articles about methyl 2-chloroquinoline-6-carboxylate 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%

methyl 2-hydroxyquinoline-6-carboxylate (68882-86-0) → 2-chloro-quinoline-6-carboxylic acid methyl ester (849807-09-6)

Guidance literature:

With trichlorophosphate; for 3h; Reflux; Inert atmosphere;

DOI:10.3987/COM-11-12232

Reference yield: 76.0%

1-oxy-quinoline-6-carboxylic acid methyl ester (358368-09-9) → 2-chloro-quinoline-6-carboxylic acid methyl ester (849807-09-6)

Guidance literature:

With trichloroacetonitrile; triphenylphosphine; In toluene; at 115 ℃; for 4h; regioselective reaction; Sealed tube;

DOI:10.1002/ejoc.201501567

Reference yield: 28.0%

1-oxy-quinoline-6-carboxylic acid methyl ester (358368-09-9) → 4-chloro-quinoline-6-carboxylic acid methyl ester (648449-01-8) + 2-chloro-quinoline-6-carboxylic acid methyl ester (849807-09-6)

Guidance literature:

With trichlorophosphate; at 20 ℃; for 2h; Inert atmosphere;

upstream raw materials:

1-oxy-quinoline-6-carboxylic acid methyl ester

6-methylquinoline

Quinoline-6-carboxylic acid

methyl 2-hydroxyquinoline-6-carboxylate

Downstream raw materials:

2-[1-(4-phenoxyphenoxy)propan-2-yl]oxyquinoline-6-carboxylic acid

methyl 2-[1-(4-phenoxyphenoxy)propan-2-yl]oxyquinoline-6-carboxylate

N-(2-aminophenyl)-2-(piperazin-1-yl)quinoline-6-carboxamide

C₂₅H₂₉N₅O₃

Refernces

• 1、 Qiao, Kai,Wan, Li,Sun, Xiaoning,Zhang, Kai,Zhu, Ning,Li, Xin,Guo, Kai. "Regioselective Chlorination of Quinoline N-Oxides and Isoquinoline N-Oxides Using PPh3/Cl3CCN". . p. 1606 - 1611. Retrieved 2016/04/05.
• 2、 -. "INDUCTION OF GATA2 BY HDAC1 AND HDAC2 INHIBITORS". Page/Page column 61; 62. . Retrieved 2016/05/02.