N-(5-broMo-2-chloropyridin-3-yl)benzenesulfonaMide

Base Information

• Chemical Name: N-(5-broMo-2-chloropyridin-3-yl)benzenesulfonaMide
• CAS No.: 1083326-17-3
• Molecular Formula: C11H8BrClN2O2S
• Molecular Weight: 347.62
• Mol file: 1083326-17-3.mol

Synonyms:N-(5-broMo-2-chloropyridin-3-yl)benzenesulfonaMide

Chemical Property of N-(5-broMo-2-chloropyridin-3-yl)benzenesulfonaMide

Chemical Property:

• Boiling Point: 449.7±55.0 °C(Predicted)
• PKA: 6.02±0.40(Predicted)
• PSA: 67.44000
• Density: 1.738±0.06 g/cm3(Predicted)
• LogP: 4.45210
• Storage Temp.: 2-8°C

Purity/Quality:

98.5% ^*data from raw suppliers

N-(5-Bromo-2-chloropyridin-3-yl)benzenesulfonamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(5-broMo-2-chloropyridin-3-yl)benzenesulfonaMide

There total 6 articles about N-(5-broMo-2-chloropyridin-3-yl)benzenesulfonaMide 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: 84.0%

3-amino-5-bromo-2-chloropyridine (588729-99-1) + benzenesulfonyl chloride (98-09-9) → N-(5-bromo-2-chloropyridin-3-yl)benzenesulfonamide (1083326-17-3)

Guidance literature:

3-amino-5-bromo-2-chloropyridine; benzenesulfonyl chloride; With pyridine; In dichloromethane; at 20 ℃;

With potassium carbonate; In methanol; water; at 80 ℃;

DOI:10.1016/j.ejmech.2021.113661

Reference yield: 43.0%

5-bromo-2-methylpyridin-3-ylamine (914358-73-9) + benzenesulfonyl chloride (98-09-9) → N-(5-bromo-2-chloropyridin-3-yl)benzenesulfonamide (1083326-17-3)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1021/acs.jmedchem.5b00767

Reference yield:

5-bromo-2-chloro-3-nitropyridine (67443-38-3) → N-(5-bromo-2-chloropyridin-3-yl)benzenesulfonamide (1083326-17-3)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol; tin(ll) chloride / 1 h / Reflux

2: pyridine / pyridine / 0.67 h / 0 - 20 °C

With pyridine; ethanol; tin(ll) chloride; In pyridine;

upstream raw materials:

3-amino-5-bromo-2-chloropyridine

benzenesulfonyl chloride

5-bromo-2-chloro-3-nitropyridine

5-bromo-2-methylpyridin-3-ylamine

Downstream raw materials:

N-(2-chloro-5-phenylpyridin-3-yl)benzenesulfonamide

N-{2-chloro-5-[3-oxo-4-(phenylmethyl)-3,4-dihydro-6-quinoxalinyl]-3-pyridinyl}benzenesulfonamide

N-{2-chloro-5-[4-(4-pyridinyl)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl]-3-pyridinyl}benzenesulfonamide

N-{2-chloro-5-[3-oxo-4-(phenylmethyl)-3,4-dihydro-2H-1,4-benzoxazin-6-yl]-3-pyridinyl}benzenesulfonamide

Refernces

• 1、 Chen, Yi,Deng, Mingli,Jia, Yu,Ling, Yun,Liu, Xiaofeng,Lu, Mingzhu,Qiu, Tianze,Xiang, Ruiqing,Yang, Chengbin,Yang, Yongtai,Zhou, Yaming. "Development of anti-breast cancer PI3K inhibitors based on 7-azaindole derivatives through scaffold hopping: Design, synthesis and in vitro biological evaluation". supporting information. . Retrieved 2021/10/19.
• 2、 -. "Cnoline compound PI3K kinase inhibitor as well as preparation method and application thereof in pharmacy". Paragraph 0137-0139. . Retrieved 2021/06/02.