Production Method 1

51417-51-7

944086-09-3

Reaction Conditions

1.1 Reagents: Diethylaluminum chloride Solvents: Dichloromethane ;  0 °C; 25 min, 0 °C
1.2 Solvents: Dichloromethane ;  0 °C; 1 - 3 h, 0 °C
1.3 Reagents: Sodium bicarbonate Solvents: Water ;  rt
1.4 Reagents: Hydrochloric acid Solvents: Water ;  pH 4 - 5

Reference

Bicyclic nitrogen compounds as modulators of ghrelin receptor and their preparation, pharmaceutical compositions and use in the treatment of diseases

, World Intellectual Property Organization, , ,

Production Method 2

51417-51-7

944086-09-3

Reaction Conditions

1.1 Reagents: Boron trifluoride etherate Solvents: Dichloromethane ;  1.5 - 2 h, rt
1.2 Reagents: Sodium bicarbonate Solvents: Water ;  5 min, rt

Reference

Boron Trifluoride Etherate Promoted Regioselective 3-Acylation of Indoles with Anhydrides

Zheng, Yunyun; Li, Jiuling ; Wei, Kai, Molecules, 2022, 27(23),

Production Method 3

51417-51-7

944086-09-3

Reaction Conditions

1.1 Reagents: Tin tetrachloride Solvents: Dichloromethane ;  0 °C; 0 °C → rt; 30 min, rt
1.2 Solvents: Nitromethane ;  2 h, rt
1.3 Solvents: Water ;  cooled

Reference

Directed C-H Functionalization of C3-Aldehyde, Ketone, and Acid/Ester-Substituted Free (NH) Indoles with Iodoarenes via a Palladium Catalyst System

Taskesenligil, Yunus ; Aslan, Murat ; Cogurcu, Tuba; Saracoglu, Nurullah, Journal of Organic Chemistry, 2023, 88(3), 1299-1318

Production Method 4

51417-51-7

944086-09-3

Reaction Conditions

1.1 Reagents: Tin tetrachloride Solvents: Toluene ;  2 h, 0 °C → rt

Reference

Meridianin D Analogues Display Antibiofilm Activity against MRSA and Increase Colistin Efficacy in Gram-Negative Bacteria

Huggins, William M.; Barker, William T.; Baker, James T.; Hahn, Nicholas A.; Melander, Roberta J.; et al, ACS Medicinal Chemistry Letters, 2018, 9(7), 702-707

Production Method 5

51417-51-7

944086-09-3

Reaction Conditions

1.1 Solvents: Toluene ;  10 min, 0 °C
1.2 Reagents: Tin tetrachloride ;  0 °C; 12 h, 0 °C
1.3 Reagents: Sodium bicarbonate Solvents: Water

Reference

Rhodium(III)-Catalyzed Regioselective Direct C4-Alkylation and C2-Annulation of Indoles: Straightforward Access to Indolopyridone

Biswas, Aniruddha ; Samanta, Rajarshi, European Journal of Organic Chemistry, 2018, 2018(12), 1426-1436

Production Method 6

51417-51-7

944086-09-3

Reaction Conditions

1.1 Reagents: Diethylaluminum chloride Solvents: Dichloromethane ,  Hexane ;  0 °C; 30 min, 0 °C
1.2 Solvents: Dichloromethane ;  0 °C; 2 - 4 h, 0 °C
1.3 Solvents: Water ;  pH 7

Reference

Rh(III)-Catalyzed [5+1] Annulation of Indole-enaminones with Diazo Compounds To Form Highly Functionalized Carbazoles

Jiang, Zhidong; Zhou, Jianhui; Zhu, Haoran; Liu, Hong ; Zhou, Yu, Organic Letters, 2021, 23(11), 4406-4410

Production Method 7

51417-51-7

944086-09-3

Reaction Conditions

1.1 Reagents: Diethylaluminum chloride Solvents: Dichloromethane ,  Hexane ;  0 °C; 30 min, 0 °C
1.2 Solvents: Dichloromethane ;  0 °C; 2 - 4 h, 0 °C
1.3 Reagents: Water ;  pH 7

Reference

Palladium-catalyzed regioselective C-H fluoroalkylation of indoles at the C4-position

Borah, Arun Jyoti; Shi, Zhuangzhi, Chemical Communications (Cambridge, 2017, 53(28), 3945-3948

Production Method 8

51417-51-7

944086-09-3

Reaction Conditions

1.1 Catalysts: Tin tetrachloride Solvents: Toluene

Reference

Synthesis, Protein Kinase Inhibitory Potencies, and in Vitro Antiproliferative Activities of Meridianin Derivatives

Giraud, Francis; Alves, Georges; Debiton, Eric; Nauton, Lionel; Thery, Vincent; et al, Journal of Medicinal Chemistry, 2011, 54(13), 4474-4489

Production Method 9

51417-51-7

127-19-5

944086-09-3

Reaction Conditions

1.1 Reagents: Trichloroisocyanuric acid ;  6.5 h, 60 - 70 °C

Reference

Symmetric trichloro triazine adducts with N, N'-dimethyl formamide and N, N'-dimethyl acetamide as green Vilsmeier -Haack reagents for effective formylation and acylation of Indoles

Duguta, Govardhan; Muddam, Bhooshan; Kamatala, Chinna Rajanna; Chityala, Yadaiah, Chemical Data Collections, 2020, 28,

Production Method 10

51417-51-7

944086-09-3

Reaction Conditions

1.1 Reagents: Tin tetrachloride Solvents: Dichloromethane ;  0 °C; 30 min, rt
1.2 Solvents: Nitromethane ;  3 h, rt
1.3 Reagents: Water

Reference

Towards the syntheses of N-H and N-alkylated derivatives of meridianins

Simon, Gaelle; Couthon-Gourves, Helene; Haelters, Jean-Pierre; Corbel, Bernard; Kervarec, Nelly; et al, Journal of Heterocyclic Chemistry, 2007, 44(4), 793-801

Production Method 11

51417-51-7

944086-09-3

Reaction Conditions

1.1 Reagents: Tin tetrachloride Solvents: Dichloromethane ;  0 °C; 0 °C → rt; 30 min, rt
1.2 Solvents: Nitromethane ;  2 h, rt
1.3 Reagents: Water ;  rt

Reference

Ketone-Directed Cobalt(III)-Catalyzed Regioselective C2 Amidation of Indoles

Shi, Xinxia; Xu, Weiyan; Wang, Rongchao; Zeng, Xiaofei ; Qiu, Huayu; et al, Journal of Organic Chemistry, 2020, 85(5), 3911-3920

1-(7-Bromo-1H-indol-3-yl)ethan-1-one Raw materials

• 7-Bromo-1H-indole
• N,N-Dimethylacetamide

1-(7-Bromo-1H-indol-3-yl)ethan-1-one Preparation Products

• 1-(7-Bromo-1H-indol-3-yl)ethan-1-one (944086-09-3)

• 1. Fate of single walled carbon nanotubes in wetland ecosystems?
  Joseph H. Bisesi,Tara Sabo-Attwood Environ. Sci.: Nano, 2014,1, 574-583
• 2. Excess electrons in lithium–ethylamine solutions—density, electrical conductivity and EPR studies
  Phys. Chem. Chem. Phys., 1999,1, 3561-3565
• 3. Evolution and characterization of a benzylguanine-binding RNA aptamer?
  J. Xu,T. J. Carrocci,A. A. Hoskins Chem. Commun., 2016,52, 549-552
• 4. Fe(iii)-mediated isomerization of α,α-diarylallylic alcohols to ketones via radical 1,2-aryl migration?
  Ziyang Deng,Changwei Chen,Sunliang Cui RSC Adv., 2016,6, 93753-93755
• 5. Fate of nitrogen-15 in the subsequent growing season of greenhouse tomato plants (Lycopersicon esculentum Mill) as influenced by alternate partial root-zone irrigation
  Maomao Hou,Fenglin Zhong,Qiu Jin,Enjiang Liu,Jie Feng,Tengyun Wang,Yue Gao RSC Adv., 2017,7, 34392-34400

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Indoles and derivatives Indoles

• 179473-61-1(1-(7-Bromo-1H-indol-3-yl)propan-1-one)
• 316181-82-5(1-(6-Bromo-1H-indol-3-yl)ethan-1-one)
• 115666-21-2(7-bromo-1H-indole-3-carbaldehyde)
• 91714-50-0(7-(4-Bromobenzoyl)indole)
• 126811-14-1(5,7-Dibromoindole-3-carboxaldehyde)
• 16077-60-4(7-Bromo-5-methyl-1H-indole-3-carbaldehyde)
• 1190320-99-0(7-Bromo-4-methylindole-3-carboxaldehyde)
• 1253789-74-0(1-(5-Bromo-1H-indol-7-yl)ethanone)
• 1309365-98-7(1-(6-Bromoquinolin-3-yl)ethanone)
• 19620-90-7(1-(5-Bromo-1h-indol-3-yl)ethanone)