Production Method 1

1086062-75-0

927801-23-8

Reaction Conditions

1.1 Reagents: Sodium iodide Solvents: Propionitrile ;  96 h, reflux; reflux → rt

Reference

Preparation of quinoline derivatives as PI3 kinase inhibitors

, World Intellectual Property Organization, , ,

Production Method 2

65340-70-7

927801-23-8

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Diethyl ether ,  Tetrahydrofuran ;  5 min, rt
1.2 Reagents: Sodium iodide Solvents: Acetonitrile ;  48 h, 100 °C

Reference

Synthesis of antitumor candidate GSK2126458

Liu, Kun; Li, Wei; Fan, Houxing; Shan, Zhenwei; Wei, Juzhi, Huagong Shikan, 2010, 24(12), 40-43

Production Method 3

1086062-75-0

927801-23-8

Reaction Conditions

1.1 Reagents: Potassium iodide Solvents: Acetonitrile ;  48 h, reflux

Reference

Identification of 3-amidoquinoline derivatives as PI3K/mTOR dual inhibitors with potential for cancer therapy

Zhang, Jiankang; Ma, Xiaodong; Lv, Xiaoqing; Li, Ming; Zhao, Yanmei; et al, RSC Advances, 2017, 7(4), 2342-2350

Production Method 4

1086062-75-0

927801-23-8

Reaction Conditions

1.1 Reagents: Potassium iodide Solvents: Acetonitrile ;  48 h, reflux

Reference

Design, synthesis and biological evaluation of novel 4-alkynyl-quinoline derivatives as PI3K/mTOR dual inhibitors

Lv, Xiaoqing; Ying, Huazhou; Ma, Xiaodong; Qiu, Ni; Wu, Peng; et al, European Journal of Medicinal Chemistry, 2015, 99, 36-50

Production Method 5

65340-70-7

927801-23-8

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Diethyl ether ,  Tetrahydrofuran ;  30 min, rt
1.2 Reagents: Sodium iodide Solvents: Propionitrile ;  96 h, reflux; reflux → rt
1.3 Reagents: Potassium carbonate ,  Sodium sulfite Solvents: Water

Reference

Preparation of quinoline derivatives as PI3/mTOR inhibitors

, China, , ,

Production Method 6

65340-70-7

927801-23-8

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: 1,4-Dioxane ,  Ethyl acetate ;  1 h, rt
1.2 Reagents: Potassium iodide Solvents: Acetonitrile ;  48 h, reflux

Reference

Preparation of the aromatic ring-containing compounds and their pharmaceutical use

, World Intellectual Property Organization, , ,

Production Method 7

65340-70-7

927801-23-8

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Diethyl ether ,  Tetrahydrofuran ;  30 min, rt
1.2 Reagents: Sodium iodide Solvents: Propionitrile ;  96 h, reflux; reflux → rt

Reference

Discovery of GSK2126458, a Highly Potent Inhibitor of PI3K and the Mammalian Target of Rapamycin

Knight, Steven D.; Adams, Nicholas D.; Burgess, Joelle L.; Chaudhari, Amita M.; Darcy, Michael G.; et al, ACS Medicinal Chemistry Letters, 2010, 1(1), 39-43

Production Method 8

65340-70-7

927801-23-8

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Diethyl ether ,  Tetrahydrofuran ;  30 min, rt
1.2 Reagents: Sodium iodide Solvents: Propionitrile ;  96 h, reflux

Reference

[11C]GSK2126458 and [18F]GSK2126458, the first radiosynthesis of new potential PET agents for imaging of PI3K and mTOR in cancers

Wang, Min; Gao, Mingzhang; Miller, Kathy D.; Sledge, George W.; Zheng, Qi-Huang, Bioorganic & Medicinal Chemistry Letters, 2012, 22(4), 1569-1574

Production Method 9

65340-70-7

927801-23-8

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Diethyl ether ,  Tetrahydrofuran ;  30 min, rt
1.2 Reagents: Sodium iodide Solvents: Acetonitrile ;  48 h, reflux

Reference

Structure-based optimization leads to the discovery of NSC765844, a highly potent, less toxic and orally efficacious dual PI3K/mTOR inhibitor

Han, Jinsong; Chen, Ying; Yang, Chao; Liu, Ting; Wang, Mingping; et al, European Journal of Medicinal Chemistry, 2016, 122, 684-701

Production Method 10

65340-70-7

927801-23-8

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Ethyl acetate ;  30 min, rt
1.2 Reagents: Sodium iodide Solvents: Acetonitrile ;  48 h, reflux; reflux → rt

Reference

Chemoproteomic Selectivity Profiling of PIKK and PI3K Kinase Inhibitors

Reinecke, Maria ; Ruprecht, Benjamin; Poser, Sandra; Wiechmann, Svenja ; Wilhelm, Mathias ; et al, ACS Chemical Biology, 2019, 14(4), 655-664

Production Method 11

65340-70-7

927801-23-8

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  1,4-Dioxane ;  rt; 1 h, rt
1.2 Reagents: Sodium iodide Solvents: Acetonitrile ;  rt → reflux; 72 h, reflux; reflux → rt
1.3 Reagents: Potassium carbonate Solvents: Water ;  15 min, rt

Reference

Haloselective Cross-Coupling via Ni/Photoredox Dual Catalysis

Lin, Kingson; Wiles, Rebecca J.; Kelly, Christopher B. ; Davies, Geraint H. M. ; Molander, Gary A., ACS Catalysis, 2017, 7(8), 5129-5133

Production Method 12

1086062-75-0

927801-23-8

Reaction Conditions

1.1 Reagents: Sodium iodide Solvents: Propionitrile ;  96 h, reflux

Reference

Preparation of N-[3-(quinolin-6-yl)pyridin-5-yl] benzenesulfonamides as PI3 kinase modulators

, World Intellectual Property Organization, , ,

Production Method 13

65340-70-7

927801-23-8

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: 1,4-Dioxane ;  10 min, rt
1.2 Reagents: Sodium iodide Solvents: Acetonitrile ;  16 h, reflux

Reference

Preparation of 1,2,4-triazine-3-amine derivatives as A2a receptor antagonists

, World Intellectual Property Organization, , ,

Production Method 14

65340-70-7

927801-23-8

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Ethyl acetate ;  2 h, rt
1.2 Reagents: Potassium iodide Solvents: Acetonitrile ;  overnight, 85 °C

Reference

Preparation of heterocyclic compounds as antitumor agents

, China, , ,

6-bromo-4-iodo-quinoline Raw materials

• 6-Bromo-4-chloroquinoline
• Benzoic acid, 2-[(3-methylphenyl)methoxy]

6-bromo-4-iodo-quinoline Preparation Products

• 6-bromo-4-iodo-quinoline (927801-23-8)

• 1. An intensified π-hole in beryllium-doped boron nitride meshes: its determinant role in CO2 conversion into hydrocarbon fuels?
  Luis Miguel Azofra,Douglas R. MacFarlane,Chenghua Sun Chem. Commun., 2016,52, 3548-3551
• 2. An integrated microfluidic platform for sensitive and rapid detection of biological toxins?
  Robert J. Meagher,Anson V. Hatch,Ronald F. Renzi,Anup K. Singh Lab Chip, 2008,8, 2046-2053
• 3. An amphipathic trans-acting phosphorothioate RNA element delivers an uncharged phosphorodiamidate morpholino sequence in mdx mouse myotubes?
  H. V. Jain,D. Verthelyi,S. L. Beaucage RSC Adv., 2017,7, 42519-42528
• 4. An integrated droplet-digital microfluidic system for on-demand droplet creation, mixing, incubation, and sorting?
  Lab Chip, 2019,19, 524-535
• 5. An interplay between electronic and structural effects on the photoluminescence decay mechanisms in LaPO4·nH2O:Tb3+ and LaPO4:Tb3+ single-crystal nanorods?
  M. T. Colomer,S. Díaz-Moreno,A. Tamayo,A. L. Ortiz J. Mater. Chem. C, 2018,6, 12643-12651

• 1416440-23-7(6-bromo-3-iodo-quinoline)
• 608143-12-0(4-bromo-8-iodoquinoline)
• 1416440-61-3(7-bromo-3-iodo-quinoline)
• 885519-17-5(6-Bromo-4-iodo-1H-indole)
• 850334-30-4(4-Bromo-6-iodo-1H-indole)
• 16560-43-3(4-Iodoquinoline)
• 700871-87-0(7-bromo-4-iodo-quinoline)
• 1078160-90-3(6-Bromo-8-iodoquinoline)
• 1006-50-4(5-Iodoquinoline)
• 1416438-35-1(5-bromo-3-iodo-quinoline)