Production Method 1

858515-65-8

858515-77-2

Reaction Conditions

1.1 Reagents: Sulfuric acid Solvents: Methanol ;  5 h, 80 °C; 80 °C → rt
1.2 Reagents: Sodium hydroxide Solvents: Water ;  neutralized, rt

Reference

Development and Profiling of Inverse Agonist Tools for the Neuroprotective Transcription Factor Nurr1

Zaienne, Daniel; et al, Journal of Medicinal Chemistry, 2021, 64(20), 15126-15140

Production Method 2

858515-77-2

Reaction Conditions

1.1 Reagents: Hydrazine hydrate (1:1) Catalysts: Rhodium Solvents: Tetrahydrofuran ;  rt → 0 °C; 0 °C; 3 h, 0 °C
2.1 Catalysts: Dabco Solvents: Dichloromethane ;  rt → 0 °C; 0 °C; 1 h, 0 °C

Reference

A general and scalable synthesis of polysubstituted indoles

Tejedor, David; et al, Molecules, 2020, 25(23),

Production Method 3

922-67-8

858515-77-2

163083-65-6

Reaction Conditions

1.1 Reagents: Hydrazine hydrate (1:1) Catalysts: Rhodium Solvents: Tetrahydrofuran ;  rt → 0 °C; 0 °C; 3 h, 0 °C
1.2 Catalysts: Dabco Solvents: Dichloromethane ;  rt → 0 °C; 0 °C; 1 h

Reference

A general and scalable synthesis of polysubstituted indoles

Tejedor, David; et al, Molecules, 2020, 25(23),

Production Method 4

858515-65-8

18107-18-1

858515-77-2

Reaction Conditions

1.1 Solvents: Methanol ,  Dichloromethane ,  Hexane ;  2 h, 0 °C
1.2 Reagents: Water

Reference

Enantioselective Dearomatization of Indoles via SmI2-Mediated Intermolecular Reductive Coupling with Ketones

Zhang, Wen-Yun; et al, Journal of the American Chemical Society, 2023, 145(18), 10314-10321

Production Method 5

620-25-7

922-67-8

858515-77-2

Reaction Conditions

1.1 Catalysts: Dabco Solvents: Dichloromethane ;  rt → 0 °C; 0 °C; 1 h, 0 °C

Reference

A general and scalable synthesis of polysubstituted indoles

Tejedor, David; et al, Molecules, 2020, 25(23),

Production Method 6

922-67-8

858515-77-2

163083-65-6

Reaction Conditions

1.1 Solvents: Acetonitrile ;  4 h, 82 °C
1.2 Reagents: Oxalic acid Solvents: Dichloromethane ;  1 h, rt

Reference

A New Method for the Synthesis of 3-Substituted Indoles

Natarajan, Rakesh; et al, Synlett, 2015, 26(17), 2467-2471

Production Method 7

858515-77-2

163083-65-6

Reaction Conditions

1.1 Reagents: m-Chloroperbenzoic acid Solvents: Dichloromethane ;  5 h, < 5 °C
2.1 Solvents: Acetonitrile ;  4 h, 82 °C
2.2 Reagents: Oxalic acid Solvents: Dichloromethane ;  1 h, rt

Reference

A New Method for the Synthesis of 3-Substituted Indoles

Natarajan, Rakesh; et al, Synlett, 2015, 26(17), 2467-2471

Production Method 8

486-25-9

858515-77-2

163083-65-6

Reaction Conditions

1.1 Reagents: Boron trifluoride etherate Solvents: Ethanol ,  Chloroform ;  15 min, reflux
2.1 Reagents: m-Chloroperbenzoic acid Solvents: Dichloromethane ;  5 h, < 5 °C
3.1 Solvents: Acetonitrile ;  4 h, 82 °C
3.2 Reagents: Oxalic acid Solvents: Dichloromethane ;  1 h, rt

Reference

A New Method for the Synthesis of 3-Substituted Indoles

Natarajan, Rakesh; et al, Synlett, 2015, 26(17), 2467-2471

methyl 4-methyl-1H-indole-3-carboxylate Raw materials

• 4-Methyl-1H-indole-3-carboxylic acid
• Benzenamine,N-hydroxy-3-methyl-
• (diazomethyl)trimethylsilane
• methyl prop-2-ynoate
• 9-Fluorenone

methyl 4-methyl-1H-indole-3-carboxylate Preparation Products

• methyl 4-methyl-1H-indole-3-carboxylate (858515-77-2)
• methyl 6-methyl-1H-indole-3-carboxylate (163083-65-6)

• 1. Emulsion soft templating of carbide-derived carbon nanospheres with controllable porosity for capacitive electrochemical energy storage?
  M. Zeiger,N. J?ckel,P. Strubel,L. Borchardt,R. Reinhold,W. Nickel,J. Eckert,V. Presser,S. Kaskel J. Mater. Chem. A, 2015,3, 17983-17990
• 2. Establishing new scaling relations on two-dimensional MXenes for CO2 electroreduction?
  Albertus D. Handoko,Khoong Hong Khoo,Teck Leong Tan,Hongmei Jin,Zhi Wei Seh J. Mater. Chem. A, 2018,6, 21885-21890
• 3. Excellent electrochemical performance of LiFe0.4Mn0.6PO4 microspheres produced using a double carbon coating process?
  Yong Ping Huang,Tao Tao,Zheng Chen,Wei Han,Ying Wu,Chunjiang Kuang,Shaoxiong Zhou,Ying Chen J. Mater. Chem. A, 2014,2, 18831-18837
• 4. Excitation dependent bidirectional electron transfer in phthalocyanine-functionalised MoS2 nanosheets?
  Christopher J. Harrison,Kyle J. Berean,Enrico Della Gaspera,Jian Zhen Ou,Richard B. Kaner,Kourosh Kalantar-zadeh,Torben Daeneke Nanoscale, 2016,8, 16276-16283
• 5. Evolutionary de novo design of phenothiazine derivatives for dye-sensitized solar cells?
  Vishwesh Venkatraman,Marco Foscato,Vidar R. Jensen,Bj?rn K?re Alsberg J. Mater. Chem. A, 2015,3, 9851-9860

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

• 776-41-0(Ethyl indole-3-carboxylate)
• 942-24-5(Methyl indole-3-carboxylate)
• 227960-12-5(5-Methylindole-3-carboxylic acid methyl ester)
• 312973-24-3(Methyl 3-formyl-1H-indole-7-carboxylate)
• 197506-83-5(Methyl 3-formyl-1H-indole-5-carboxylate)
• 133831-28-4(Methyl 3-formylindole-6-carboxylate)
• 947412-98-8(1H-Indole-5-carboxylic acid, 3-(hydroxymethyl)-, methyl ester)
• 163083-65-6(methyl 6-methyl-1H-indole-3-carboxylate)
• 773134-49-9(Methyl 7-methyl-1H-indole-3-carboxylate)
• 53462-88-7(Methyl 3-formyl-1H-indole-4-carboxylate)