Production Method 1

3770-50-1

91348-45-7

Reaction Conditions

1.1 Reagents: N-Bromosuccinimide Solvents: Tetrahydrofuran

Reference

Design and synthesis of novel N-sulfonyl-2-indole carboxamides as potent PPAR-γ binding agents with potential application to the treatment of osteoporosis

Hopkins, Corey R.; O'Neil, Steven V.; Laufersweiler, Michael C.; Wang, Yili; Pokross, Matthew; et al, Bioorganic & Medicinal Chemistry Letters, 2006, 16(21), 5659-5663

Production Method 2

3770-50-1

91348-45-7

Reaction Conditions

1.1 Reagents: N-Bromosuccinimide Solvents: Dimethylformamide ;  20 min, 0 °C; 0 °C → rt; 2 h, rt

Reference

Design and synthesis of dual inhibitors of HIV reverse transcriptase and integrase: Introducing a diketoacid functionality into delavirdine

Wang, Zhengqiang; Vince, Robert, Bioorganic & Medicinal Chemistry, 2008, 16(7), 3587-3595

Production Method 3

3770-50-1

91348-45-7

Reaction Conditions

1.1 Reagents: N-Bromosuccinimide Solvents: Dimethylformamide ;  2 h, rt
1.2 Solvents: Water ;  0 °C

Reference

Nucleophilic reactions in the indole series: displacement of bromine under phase transfer catalysis

Barraja, Paola; Diana, Patrizia; Carbone, Anna; Cirrincione, Girolamo, Tetrahedron, 2008, 64(51), 11625-11631

Production Method 4

3770-50-1

91348-45-7

Reaction Conditions

1.1 Reagents: Lithium bromide ,  1-Butanaminium, N,N,N-tributyl-, salt with peroxydisulfuric acid ([(HO)SO2]2O2) … Solvents: Acetonitrile ;  8 h, 25 °C

Reference

Practical and regioselective brominations of aromatic compounds using tetrabutylammonium peroxydisulfate

Park, Min Young; Yang, Seung Gak; Jadhav, Vidyadhar; Kim, Yong Hae, Tetrahedron Letters, 2004, 45(25), 4887-4890

Production Method 5

3770-50-1

91348-45-7

Reaction Conditions

1.1 Reagents: Potassium bromide ,  N-Chloro-N-fluorobenzenesulfonamide Solvents: Acetonitrile ;  10 min, rt
1.2 rt

Reference

A quick, mild and efficient bromination using a CFBSA/KBr system

Jiang, Pan-Pan; Yang, Xian-Jin, RSC Advances, 2016, 6(93), 90031-90034

Production Method 6

3770-50-1

91348-45-7

Reaction Conditions

1.1 Reagents: N-Bromosuccinimide Solvents: Dimethylformamide ;  overnight, 0 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  < pH 7

Reference

New N-pyridinyl(methyl)-indole-2- and 3-(Alkyl)carboxamides and Derivatives Acting as Systemic and Topical Inflammation Inhibitors

Breteche, Anne; Duflos, Muriel; Dassonville, Alexandra; Nourrisson, Marie-Renee; Brelet, Jacques; et al, Journal of Enzyme Inhibition and Medicinal Chemistry, 2002, 17(6), 415-424

Production Method 7

3770-50-1

91348-45-7

Reaction Conditions

1.1 Reagents: N-Bromosuccinimide Solvents: Dimethylformamide ;  12 h, rt
1.2 Reagents: Water ;  cooled

Reference

Indolyl linked meta-substituted benzylidene-based novel PPAR ligands: synthetic and docking studies

Verma, Raman K.; Mall, Rajiv; Singh, Amanjot, Medicinal Chemistry Research, 2015, 24(4), 1396-1407

Production Method 8

3770-50-1

91348-45-7

Reaction Conditions

Reference

Indolyl Linked Meta-Substituted Benzylidenes as Novel Ligands: Synthesis, Biological Evaluation, and Molecular Docking Studies

Mall, Rajiv ; Singh, Amanjot; Singh, Gagandeep; Singh, Varinder; Verma, Raman K., Journal of Heterocyclic Chemistry, 2019, 56(5), 1542-1552

Production Method 9

3770-50-1

91348-45-7

Reaction Conditions

1.1 Reagents: N-Bromosuccinimide Solvents: Tetrahydrofuran ;  2 h, rt

Reference

Substituted indoles as selective protease activated receptor 4 (PAR-4) antagonists: Discovery and SAR of ML354

Wen, Wandong; Young, Summer E.; Duvernay, Matthew T.; Schulte, Michael L.; Nance, Kellie D.; et al, Bioorganic & Medicinal Chemistry Letters, 2014, 24(19), 4708-4713

Production Method 10

3770-50-1

91348-45-7

Reaction Conditions

1.1 Reagents: Dimethyl sulfoxide ,  Hydrogen bromide Solvents: Ethyl acetate ,  Water ;  60 °C; 0.5 h, 60 °C

Reference

Efficient and Practical Oxidative Bromination and Iodination of Arenes and Heteroarenes with DMSO and Hydrogen Halide: A Mild Protocol for Late-Stage Functionalization

Song, Song; Sun, Xiang; Li, Xinwei; Yuan, Yizhi; Jiao, Ning, Organic Letters, 2015, 17(12), 2886-2889

Production Method 11

3770-50-1

91348-45-7

Reaction Conditions

1.1 Reagents: Potassium bromide ,  Potassium peroxymonosulfate sulfate (2KHSO5.KHSO4.K2SO4) Solvents: Acetonitrile ;  72 h, rt

Reference

Green Halogenation of Indoles with Oxone-Halide

Zheng, Tao; Xu, Jun ; Cheng, Shaojun; Ye, Jianghai; Ma, Shiqiang; et al, Journal of Organic Chemistry, 2023, 88(16), 11497-11503

Production Method 12

3770-50-1

91348-45-7

Reaction Conditions

1.1 Reagents: Lithium bromide ,  1-Butanaminium, N,N,N-tributyl-, salt with peroxydisulfuric acid ([(HO)SO2]2O2) … Solvents: Acetonitrile ;  8 h, 25 °C

Reference

Practical and Regioselective Halogenations of Aromatic Compounds Using Tetrabutylammonium Peroxydisulfate

Kim, Yong; Park, Min; Yang, Seung, Phosphorus, 2005, 180(5-6), 1235-1240

Production Method 13

3770-50-1

91348-45-7

Reaction Conditions

1.1 Reagents: Trifluoroacetic acid ,  Tetrabutylammonium bromide Solvents: Acetonitrile ;  2 h, rt

Reference

Electrochemical Direct C-H Halogenation of N-Heteroarenes and Naphthols

Tao, Pan; Li, Yujun; Zheng, Ke, European Journal of Organic Chemistry, 2023, 26(35),

Production Method 14

3770-50-1

91348-45-7

Reaction Conditions

1.1 Reagents: N-Bromosuccinimide Catalysts: Dabco Solvents: Dichloromethane ;  rt

Reference

DABCO as a practical catalyst for aromatic halogenation with N-halosuccinimides

Xu, Haiyan; Hu, Lanping; Zhu, Guanghua; Zhu, Yueping; Wang, Yang; et al, RSC Advances, 2022, 12(12), 7115-7119

Production Method 15

3770-50-1

91348-45-7

Reaction Conditions

1.1 Reagents: N-Bromosuccinimide ,  Oxygen Catalysts: Ammonium persulfate ,  Erythrosine Solvents: Acetonitrile ;  10 min, 20 °C

Reference

Organic Dye-Catalyzed, Visible-Light Photoredox Bromination of Arenes and Heteroarenes Using N-Bromosuccinimide

Rogers, David A.; Brown, Roxanne G.; Brandeburg, Zachary C.; Ko, Eric Y.; Hopkins, Megan D.; et al, ACS Omega, 2018, 3(10), 12868-12877

Production Method 16

3770-50-1

91348-45-7

Reaction Conditions

1.1 Reagents: N-Bromosuccinimide Catalysts: N-Methoxy-1-butanesulfonamide Solvents: Heptane ;  17 h, 25 °C
1.2 Reagents: Sodium sulfite Solvents: Water ;  25 °C

Reference

Cooperativity within the catalyst: alkoxyamide as a catalyst for bromocyclization and bromination of (hetero)aromatics

Mondal, Haripriyo; Sk, Raja Md; Maji, Modhu Sudan, Chemical Communications (Cambridge, 2020, 56(77), 11501-11504

Production Method 17

3770-50-1

91348-45-7

Reaction Conditions

1.1 Reagents: Acetic acid ,  Sodium bromide ,  Hydrogen peroxide Catalysts: Sodium tungsten oxide (Na2WO4) Solvents: Ethanol ,  Water ;  16 h, 30 °C

Reference

Tungstate-Catalyzed Biomimetic Oxidative Halogenation of (Hetero)Arene under Mild Condition

Ma, Zhuang; Lu, Helin; Liao, Ke; Chen, Zhilong, iScience, 2020, 23(5),

Production Method 18

3770-50-1

91348-45-7

Reaction Conditions

Reference

Synthesis and biological evaluation of tetrahydro[1,4]diazepino[1,2-a]indol-1-ones as cyclin-dependent kinase inhibitors

Putey, Aurelien; Fournet, Guy; Lozach, Olivier; Perrin, Lionel; Meijer, Laurent; et al, European Journal of Medicinal Chemistry, 2014, 83, 617-629

Production Method 19

91348-45-7

Reaction Conditions

Reference

Novel indolyl linked para-substituted benzylidene-based phenyl containing thiazolidienediones and their analogs as α-glucosidase inhibitors: synthesis, in vitro, and molecular docking studies

Kaur, Jeewanjot; Singh, Amanjot; Singh, Gagandeep; Verma, Raman K.; Mall, Rajiv, Medicinal Chemistry Research, 2018, 27(3), 903-914

Production Method 20

91348-45-7

Reaction Conditions

Reference

3-(2-Carboxyindol-3-yl)propionic acid-based antagonists of the NMDA (N-methyl-D-aspartic acid) receptor associated glycine binding site

Salituro, Francesco G.; Harrison, Boyd L.; Baron, Bruce M.; Nyce, Philip L.; Stewart, Kenneth T.; et al, Journal of Medicinal Chemistry, 1992, 35(10), 1791-9

3-Bromoindole-2-carboxylic acid ethyl ester Raw materials

• Ethyl indole-2-carboxylate

3-Bromoindole-2-carboxylic acid ethyl ester Preparation Products

• 3-Bromoindole-2-carboxylic acid ethyl ester (91348-45-7)

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• 2. An atomistic mechanism for the degradation of perovskite solar cells by trapped charge?
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• Solvents and Organic Chemicals Organic Compounds Acids/Esters

• 77185-78-5(Ethyl 3,5-dibromo-1H-indole-2-carboxylate)
• 28737-33-9(3-Bromoindole-2-carboxylic acid)
• 103858-52-2(Ethyl 4-bromo-1H-indole-2-carboxylate)
• 98591-49-2(3,5-Dibromo-1H-indole-2-carboxylic acid)
• 220664-31-3(Methyl 3-bromo-1H-indole-2-carboxylate)
• 92622-96-3(1H-Indole-2-carboxylicacid, 3-bromo-5-methoxy-, ethyl ester)
• 704909-87-5(Ethyl 4,6-dibromo-1h-indole-2-carboxylate)
• 16732-69-7(Ethyl 7-bromo-1H-indole-2-carboxylate)
• 93704-68-8(1H-Indole-2-carboxylicacid, 3-bromo-5-chloro-, ethyl ester)
• 1245648-72-9(Ethyl 3-bromo-5-cyano-1H-indole-2-carboxylate)