6-broMo-3-iodoH-iMidazo[1,2-a]pyridine

Base Information

• Chemical Name: 6-broMo-3-iodoH-iMidazo[1,2-a]pyridine
• CAS No.: 474706-74-6
• Molecular Formula: C7H4BrIN2
• Molecular Weight: 322.931
• Mol file: 474706-74-6.mol

Synonyms:SC4328;

Chemical Property of 6-broMo-3-iodoH-iMidazo[1,2-a]pyridine

Chemical Property:

• Melting Point: 209℃
• PKA: 2.45±0.50(Predicted)
• PSA: 17.30000
• Density: 2.41
• LogP: 2.70140
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

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

6-Bromo-3-iodoimidazo[1,2-a]pyridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-broMo-3-iodoH-iMidazo[1,2-a]pyridine

There total 2 articles about 6-broMo-3-iodoH-iMidazo[1,2-a]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: 96.0%

6-bromoimidazo[1,2-a]pyridine (6188-23-4) → 6-bromo-3-iodoimidazo[1,2-a]pyridine (474706-74-6)

Guidance literature:

With N-iodo-succinimide; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2011.06.108

Reference yield:

5-bromo-2-pyridylamine (1072-97-5) → 6-bromo-3-iodoimidazo[1,2-a]pyridine (474706-74-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / isopropyl alcohol / 24 h / 100 °C / Inert atmosphere

2: N-iodo-succinimide / acetonitrile / 12 h / 20 °C / Inert atmosphere

With N-iodo-succinimide; sodium hydrogencarbonate; In isopropyl alcohol; acetonitrile;

DOI:10.1021/jm101582z

Reference yield: 96.0%

6-bromo-3-iodoimidazo[1,2-a]pyridine (474706-74-6) + phenylacetylene (536-74-3) → 6-bromo-3-(phenylethynyl)imidazo[1,2-a]pyridine (1332703-47-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 3h; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2011.06.108

upstream raw materials:

6-bromoimidazo[1,2-a]pyridine

5-bromo-2-pyridylamine

Downstream raw materials:

1-(6-bromoimidazo[1,2-a]pyridin-3-yl)ethan-1-one

4-(6-bromoimidazo[1,2-a]pyridin-3-yl)-1-benzenesulfonamide

4-(6-Bromoimidazo[1,2-a]pyridin-3-yl)benzamide

ethyl 4-(6-bromoimidazo[1,2-a]pyridin-3-yl)-2-fluorobenzoate

Refernces

• 1、 Kaiser, Thomas M.,Dentmon, Zackery W.,Burger, Pieter B.,Shi, Qi,Snyder, James P.,Du, Yuhong,Fu, Haian,Liotta, Dennis C.. "Prospective evaluation and success of a machine learning hit-to-lead drug development program against phosphatidylinositol 3-kinase α". . p. 25 - 43. Retrieved 2021/05/28.
• 2、 -. "PURINE INHIBITORS OF HUMAN PHOSPHATIDYLINOSITOL 3-KINASE DELTA". Page/Page column 88; 89. . Retrieved 2016/01/01.