Production Method 1

4769-97-5

91482-63-2

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Dimethylformamide ;  2 h

Reference

Discovery of a New Class of Anilinoquinazoline Inhibitors with High Affinity and Specificity for the Tyrosine Kinase Domain of c-Src

Ple, Patrick A.; et al, Journal of Medicinal Chemistry, 2004, 47(4), 871-887

Production Method 2

4769-97-5

91482-63-2

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Dimethylformamide ;  cooled
1.2 4 h, rt

Reference

Unexpected synthesis of azepino[4,3,2-cd]indoles from 4-aminoindoles

Halaiev, Olexandr; et al, Tetrahedron Letters, 2017, 58(13), 1324-1325

Production Method 3

4769-97-5

91482-63-2

Reaction Conditions

1.1 Reagents: Dimethyl oxalate ,  Potassium tert-butoxide Solvents: Dimethylformamide

Reference

Alkylation with oxalic esters. Scope and mechanism

Bergman, Jan; et al, Tetrahedron, 1990, 46(17), 6113-24

Production Method 4

4769-97-5

431-47-0

91482-63-2

Reaction Conditions

1.1 Reagents: Potassium tert-butoxide Solvents: Dimethylformamide ;  5 min, rt
1.2 4 h, rt
1.3 Reagents: Water

Reference

Methyl Trifluoroacetate as a Methylation Reagent for N-H, O-H, and S-H Functionalities under Mild Conditions

Zheng, Xin; et al, Asian Journal of Organic Chemistry, 2019, 8(8), 1325-1331

Production Method 5

4769-97-5

91482-63-2

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Dimethylformamide ;  30 min, 0 °C
1.2 14 h, rt
1.3 Reagents: Water ;  rt

Reference

Regioselective Radical Arene Amination for the Concise Synthesis of ortho-Phenylenediamines

Gillespie, James E.; et al, Journal of the American Chemical Society, 2021, 143(25), 9355-9360

Production Method 6

4769-97-5

91482-63-2

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Dimethylformamide

Reference

A Practical Method for N-Methylation of Indoles Using Dimethyl Carbonate

Jiang, Xinglong; et al, Organic Process Research & Development, 2001, 5(6), 604-608

Production Method 7

603-83-8

91482-63-2

Reaction Conditions

Reference

Product class 13: indole and its derivatives

Joule, J. A., Science of Synthesis, 2001, 10, 361-652

Production Method 8

4769-97-5

91482-63-2

Reaction Conditions

1.1 Catalysts: Potassium ethoxide

Reference

A new simple procedure for alkylation of nitrogen heterocycles using dialkyl oxalates and alkoxides

Bergman, Jan; et al, Tetrahedron Letters, 1984, 25(18), 1957-60

Production Method 9

91482-63-2

Reaction Conditions

Reference

preparation of heterocyclic compounds as 5-HT1c antagonists

, China, , ,

Production Method 10

91482-63-2

Reaction Conditions

Reference

N-(1-Methyl-5-indolyl)-N'-(3-pyridyl)urea hydrochloride: the first selective 5-HT1C receptor antagonist

Forbes, Ian T.; et al, Journal of Medicinal Chemistry, 1993, 36(8), 1104-7

Production Method 11

115118-93-9

91482-63-2

Reaction Conditions

1.1 Reagents: Potassium ethoxide Solvents: Dimethyl sulfoxide ,  Dimethylformamide ;  0 °C; 24 h, 40 °C
2.1 Reagents: Potassium hydroxide Solvents: Acetone ;  0 °C; 2 h, rt

Reference

Synthesis and in Vitro and in Vivo Antitumor Activity of 2-Phenylpyrroloquinolin-4-ones

Ferlin, Maria Grazia; et al, Journal of Medicinal Chemistry, 2005, 48(9), 3417-3427

Production Method 12

603-83-8

91482-63-2

Reaction Conditions

1.1 Catalysts: p-Toluenesulfonic acid Solvents: Triethyl orthoformate ;  120 °C
2.1 Reagents: Potassium ethoxide Solvents: Dimethyl sulfoxide ,  Dimethylformamide ;  0 °C; 24 h, 40 °C
3.1 Reagents: Potassium hydroxide Solvents: Acetone ;  0 °C; 2 h, rt

Reference

Synthesis and in Vitro and in Vivo Antitumor Activity of 2-Phenylpyrroloquinolin-4-ones

Ferlin, Maria Grazia; et al, Journal of Medicinal Chemistry, 2005, 48(9), 3417-3427

1-methyl-4-nitro-indole Raw materials

• Ethyl-N-(2-methyl-3-nitrophenyl)formimidate
• 4-nitro-1H-indole
• Methyl trifluoroacetate
• 2-methyl-3-nitro-aniline

1-methyl-4-nitro-indole Preparation Products

• 1-methyl-4-nitro-indole (91482-63-2)

• 1. 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
• 2. Dissociation of large gaseous serine clusters produces abundant protonated serine octamer
  Jacob S. Jordan,Evan R. Williams Analyst, 2021,146, 2617-2625
• 3. Fe3O4 nanoclusters highly dispersed on a porous graphene support as an additive for improving the hydrogen storage properties of LiBH4?
  Guang Xu,Wei Zhang,Ying Zhang,Xiaoxia Zhao,Ping Wen,Di Ma RSC Adv., 2018,8, 19353-19361
• 4. Establishing empirical design rules of nucleic acid templates for the synthesis of silver nanoclusters with tunable photoluminescence and functionalities towards targeted bioimaging applications?
  Jason Y. C. Lim,Yong Yu,Guorui Jin,Kai Li,Yi Lu,Jianping Xie Nanoscale Adv., 2020,2, 3921-3932
• 5. Emerging investigators
  Polym. Chem., 2015,6, 5501-5502

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

• 29906-67-0(1-Methyl-5-nitro-1H-indole)
• 57905-76-7(4-Nitro-9H-carbazole)
• 21979-62-4(Quinolinium,1-methyl-6-nitro-, iodide (1:1))
• 65306-79-8(1H-Indole, 1-methyl-, compd. with 1,3,5-trinitrobenzene (1:1))
• 80776-37-0(9H-Carbazole,9-ethyl-3,5-dinitro-)
• 89233-50-1(Benzocarbazole, nitro-)
• 61166-05-0(9H-Carbazole,9-methyl-3-nitro-)
• 4769-97-5(4-nitro-1H-indole)
• 188970-78-7(7H-Dibenzo[c,g]carbazole,5-nitro-)
• 188107-70-2(9H-Carbazole,9-methyl-2-nitro-)