4-Chloro-2-[(pyrrolidin-1-yl)carbonyl]pyridine

Base Information

• Chemical Name: 4-Chloro-2-[(pyrrolidin-1-yl)carbonyl]pyridine
• CAS No.: 260783-12-8
• Molecular Formula: C10H11ClN2O
• Molecular Weight: 210.663
• European Community (EC) Number: 899-869-4
• Mol file: 260783-12-8.mol

Synonyms:260783-12-8;4-Chloro-2-[(pyrrolidin-1-yl)carbonyl]pyridine;(4-Chloropyridin-2-yl)(pyrrolidin-1-yl)methanone;4-chloro-2-(pyrrolidine-1-carbonyl)pyridine;(4-chloropyridin-2-yl)-pyrrolidin-1-ylmethanone;SCHEMBL3183579;OAQAEXHBHMLOIN-UHFFFAOYSA-N;MFCD11177040;AKOS008981594;TS-02999;CS-0242920;EN300-256815;(4-Chloro-pyridin-2-yl)-pyrrolidin-1-yl-methanone;Z82192193

Chemical Property of 4-Chloro-2-[(pyrrolidin-1-yl)carbonyl]pyridine

Chemical Property:

• PSA: 33.20000
• LogP: 1.90890
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 210.0559907
• Heavy Atom Count: 14
• Complexity: 216

Purity/Quality:

99%min. ^*data from raw suppliers

4-Chloro-2-[(pyrrolidin-1-yl)carbonyl]pyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCN(C1)C(=O)C2=NC=CC(=C2)Cl

Technology Process of 4-Chloro-2-[(pyrrolidin-1-yl)carbonyl]pyridine

There total 3 articles about 4-Chloro-2-[(pyrrolidin-1-yl)carbonyl]pyridine 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: 83.0%

pyrrolidine (123-75-1) + 4-chloro-pyridine-2-carbonyl chloride (53750-66-6) → 4-chloro-2-pyridinecarboxylic acid pyrrolidine amide (260783-12-8)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jo991202k

Reference yield:

pyrrolidine (123-75-1) + 4-Chloro-pyridine-2-carboxylic acid methyl ester (24484-93-3) → 4-chloro-2-pyridinecarboxylic acid pyrrolidine amide (260783-12-8)

Guidance literature:

With magnesium chloride; In tetrahydrofuran; for 0.333333h;

Reference yield:

2-Picolinic acid (98-98-6) → 4-chloro-2-pyridinecarboxylic acid pyrrolidine amide (260783-12-8)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride

2: tetrahydrofuran

With thionyl chloride; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2012.09.031

upstream raw materials:

pyrrolidine

4-chloro-pyridine-2-carbonyl chloride

4-Chloro-pyridine-2-carboxylic acid methyl ester

2-Picolinic acid

Downstream raw materials:

(4-(3-aminophenoxy)pyridin-2-yl)(pyrrolidin-1-yl)methanone

1-(3,4-difluorophenyl)-3-(3-((2-(pyrrolidine-1-carbonyl)pyridin-4-yl)oxy)phenyl)thiourea

1-(3-((2-(pyrrolidine-1-carbonyl)pyridin-4-yl)oxy)phenyl)-3-(3-(trifluoromethyl)phenyl)thiourea

1-(4-chloro-3-(trifluoromethyl)phenyl)-3-(3-((2-(pyrrolidine-1-carbonyl)pyridin-4-yl)oxy)phenyl)thiourea

Refernces

• 1、 Bai, Wenjing,Huang, Qiang,Ji, Jianxin,Wei, Wei. "Synthesis and evaluation of new thiourea derivatives as antitumor and antiangiogenic agents". supporting information. . Retrieved 2020/09/07.
• 2、 Yao, Jianwen,He, Zuopeng,Chen, Jing,Sun, Wei,Fang, Hao,Xu, Wenfang. "Design, synthesis and biological activities of sorafenib derivatives as antitumor agents". . p. 6549 - 6553,5. Retrieved 2012/12/12.