Production Method 1

1196-69-6

90923-75-4

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Tetrahydrofuran ;  12 h, rt

Reference

Synthesis and evaluation of selenium-containing indole chalcone and diarylketone derivatives as tubulin polymerization inhibition agents

Zhang, Shun; An, Baijiao; Li, Jiayan; Hu, Jinhui; Huang, Ling; et al, Organic & Biomolecular Chemistry, 2017, 15(35), 7404-7410

Production Method 2

1196-69-6

90923-75-4

Reaction Conditions

1.1 Reagents: Cesium carbonate Solvents: Acetonitrile ;  2 h, reflux; 1 h, reflux

Reference

Design, synthesis and biological evaluation of a series of pyrano chalcone derivatives containing indole moiety as novel anti-tubulin agents

Wang, Guangcheng; Li, Chunyan; He, Lin; Lei, Kai; Wang, Fang; et al, Bioorganic & Medicinal Chemistry, 2014, 22(7), 2060-2079

Production Method 3

280563-07-7

27064-03-5

90923-75-4

Reaction Conditions

1.1 Reagents: Magnesium ,  Lithium chloride Catalysts: Diisobutylaluminum hydride Solvents: Tetrahydrofuran ;  10 min, rt
1.2 1.5 h, rt
1.3 Reagents: Zinc chloride Solvents: Tetrahydrofuran ;  30 min, rt
1.4 Catalysts: Palladium diacetate ,  Tris(2-furyl)phosphine Solvents: Toluene ;  5 min, rt
1.5 Solvents: Tetrahydrofuran ;  rt → -20 °C; 15 h, -20 °C
1.6 Reagents: Ammonium chloride Solvents: Water

Reference

Palladium-Catalyzed Formylation of Arylzinc Reagents with S-Phenyl Thioformate

Haraguchi, Ryosuke ; Tanazawa, Sho-go; Tokunaga, Naoya; Fukuzawa, Shin-ichi, Organic Letters, 2017, 19(7), 1646-1649

Production Method 4

60082-02-2

90923-75-4

Reaction Conditions

1.1 Solvents: o-Xylene

Reference

Introduction of substituents in the benzene ring of indole. VIII. 1-Methylindole-5-carboxaldehyde

Terent'ev, A. P.; Ko, Pang-Lun; Preobrazhenskaya, M. N., Zhurnal Obshchei Khimii, 1962, 32, 1335-6

Production Method 5

1196-69-6

90923-75-4

Reaction Conditions

1.1 Reagents: Sodium hydroxide Catalysts: Tetrabutylammonium hydrogen sulfate Solvents: Dichloromethane ;  1 h, rt
1.2 3 d, 50 °C

Reference

Substitution at the indole 3 position yields highly potent indole combretastatins against human tumor cells

Alvarez, Raquel; Gajate, Consuelo; Puebla, Pilar; Mollinedo, Faustino; Medarde, Manuel; et al, European Journal of Medicinal Chemistry, 2018, 158, 167-183

Production Method 6

10075-52-2

7188-38-7

90923-75-4

Reaction Conditions

1.1 Reagents: Sodium carbonate ,  Triethylsilane Catalysts: Palladium diacetate ,  2-(Dicyclohexylphosphino)biphenyl Solvents: Dimethylformamide ;  8 h, 65 °C

Reference

Palladium-Catalyzed Formylation of Aryl Halides with tert-Butyl Isocyanide

Jiang, Xiao; Wang, Jin-Mei; Zhang, Ying; Chen, Zhong; Zhu, Yong-Ming; et al, Organic Letters, 2014, 16(13), 3492-3495

Production Method 7

10075-52-2

90923-75-4

Reaction Conditions

1.1 Reagents: Magnesium Solvents: Tetrahydrofuran ;  30 min, 120 °C; 120 °C → 0 °C
1.2 30 min, 0 °C; 0 °C → rt
1.3 Reagents: Ammonium chloride Solvents: Water ;  rt

Reference

Indole-substituted nickel dithiolene complexes in electronic and optoelectronic devices

Dalgleish, Simon; Labram, John G.; Li, Zhe; Wang, Jianpu; McNeill, Christopher R.; et al, Journal of Materials Chemistry, 2011, 21(39), 15422-15430

Production Method 8

10075-52-2

90923-75-4

Reaction Conditions

1.1 Reagents: Magnesium Solvents: Tetrahydrofuran ;  30 min, 120 °C; 120 °C → 0 °C
1.2 30 min, 0 °C

Reference

Formation of stable neutral copper bis-dithiolene thin films by potentiostatic electrodeposition

Dalgleish, Simon; Awaga, Kunio; Robertson, Neil, Chemical Communications (Cambridge, 2011, 47(25), 7089-7091

Production Method 9

1196-69-6

90923-75-4

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Dimethylformamide ;  0 °C; 30 min, 0 °C
1.2 Solvents: Dimethylformamide ;  0 °C; 0 °C → rt; 12 h, rt
1.3 Reagents: Citric acid Solvents: Water ;  rt

Reference

Identification of an indol-based multi-target kinase inhibitor through phenotype screening and target fishing using inverse virtual screening approach

Ostacolo, Carmine ; Di Sarno, Veronica; Lauro, Gianluigi ; Pepe, Giacomo; Musella, Simona; et al, European Journal of Medicinal Chemistry, 2019, 167, 61-75

Production Method 10

10075-52-2

10210-68-1

90923-75-4

Reaction Conditions

1.1 Reagents: Sodium acetate ,  Triethylsilane Catalysts: Dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane addu… Solvents: Acetonitrile ;  16 h, 60 °C

Reference

Palladium-catalyzed reductive carbonylation of (hetero)aryl halides and triflates using cobalt carbonyl as CO source

Dogga, Bhushanarao; Kumar, C. S. Ananda; Joseph, Jayan T., European Journal of Organic Chemistry, 2021, 2021(2), 309-313

Production Method 11

1196-69-6

90923-75-4

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Dimethylformamide ;  10 min, rt
1.2 rt → 35 °C; 18 h, 35 °C

Reference

Synthetic Lethality in Pancreatic Cancer: Discovery of a New RAD51-BRCA2 Small Molecule Disruptor That Inhibits Homologous Recombination and Synergizes with Olaparib

Bagnolini, Greta; Milano, Domenico; Manerba, Marcella; Schipani, Fabrizio; Ortega, Jose Antonio; et al, Journal of Medicinal Chemistry, 2020, 63(5), 2588-2619

Production Method 12

60082-02-2

90923-75-4

Reaction Conditions

1.1 Reagents: Oxygen Catalysts: Cobalt salophen complex ,  Ruthenium(2+), tris(1,10-phenanthroline-5,6-dione-κN1,κN10)-, (OC-6-11)-, hexafl… Solvents: Methanol ;  6 h, 65 °C

Reference

Replacement of Stoichiometric DDQ with a Low Potential o-Quinone Catalyst Enabling Aerobic Dehydrogenation of Tertiary Indolines in Pharmaceutical Intermediates

Li, Bao; Wendlandt, Alison E. ; Stahl, Shannon S., Organic Letters, 2019, 21(4), 1176-1181

Production Method 13

1196-69-6

90923-75-4

Reaction Conditions

1.1 Reagents: Sodium hydroxide ,  Hydrogen sulfate Solvents: Dichloromethane ;  1 h, rt
1.2 48 h, 50 °C

Reference

Methylsulfanylpyridine based diheteroaryl isocombretastatin analogs as potent anti-proliferative agents

Alvarez, Raquel; Aramburu, Laura; Gajate, Consuelo; Vicente-Blazquez, Alba; Mollinedo, Faustino; et al, European Journal of Medicinal Chemistry, 2021, 209,

Production Method 14

7188-38-7

280563-07-7

90923-75-4

Reaction Conditions

1.1 Reagents: Sodium formate Catalysts: 1,2-Bis(diphenylphosphino)ethane ,  Palladium diacetate Solvents: Dimethyl sulfoxide ;  6 h, 120 °C

Reference

Palladium-catalyzed synthesis of aldehydes from aryl halides and tert-butyl isocyanide using formate salts as hydride donors

Zhang, Ying; Jiang, Xiao; Wang, Jin-Mei; Chen, Jing-Lei; Zhu, Yong-Ming, RSC Advances, 2015, 5(22), 17060-17063

1-Methyl-1H-indole-5-carbaldehyde Raw materials

• 1H-indole-5-carbaldehyde
• 5-Bromo-1-methyl-1h-indole
• Cobalt Carbonyl (Stabilized with 1-5% Hexane)
• Tert-BUTYL ISOCYANIDE
• 1-Methyl-5-iodo-1H-indole
• Methanethioic acid, S-phenyl ester
• 1-methyl-2,3-dihydro-1H-indole-5-carbaldehyde

1-Methyl-1H-indole-5-carbaldehyde Preparation Products

• 1-Methyl-1H-indole-5-carbaldehyde (90923-75-4)

• 1. An insight into the hybridization mechanism of hairpin DNA physically immobilized on chemically modified graphenes
  Adeline Huiling Loo,Alessandra Bonanni,Martin Pumera Analyst, 2013,138, 467-471
• 2. Acenaphthenic hopanoids, a novel series of aromatised
  Teresita Carrillo-Hernández,Philippe Schaeffer,Pierre Albrecht Chem. Commun., 2001, 1976-1977
• 3. An Assessment of the Laminar Hypersonic Double-Cone Experiments in the LENS-XX Tunnel
  JaideepRay,PatrickBlonigan,EricT.Phipps,KathrynMaupin
• 4. Alternative donor substrates for inverting and retaining glycosyltransferases?
  Luke L. Lairson,Warren W. Wakarchuk Chem. Commun., 2007, 365-367
• 5. An antioxidant self-healing hydrogel for 3D cell cultures?
  Lei Yang,Yuan Zeng,Haibo Wu,Chunwu Zhou,Lei Tao J. Mater. Chem. B, 2020,8, 1383-1388

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Indoles and derivatives N-alkylindoles

• 7570-45-8(9-Ethyl-9H-carbazole-3-carbaldehyde)
• 21005-45-8(1-Methylindole-6-carbaldehyde)
• 854778-47-5(1-Ethyl-1H-indole-6-carbaldehyde)
• 133994-99-7(1-Methyl-1H-indole-4-carbaldehyde)
• 89369-26-6(9-methyl-9H-Carbazole-4-carboxaldehyde)
• 1484-05-5(Ethanone,1-(9-methyl-9H-carbazol-3-yl)-)
• 61640-20-8(1-(1-methyl-1H-indol-5-yl)ethan-1-one)
• 70207-46-4(DFEC)
• 21240-56-2(9-methyl-9H-carbazole-3-carbaldehyde)
• 944893-74-7(1-Ethyl-1H-indole-5-carbaldehyde)