Production Method 1

1670-83-3

93247-78-0

Reaction Conditions

1.1 Solvents: Dimethyl carbonate ;  rt; 7 h, 160 °C; 160 °C → rt

Reference

Chemoselective reactions of dimethyl carbonate catalyzed by alkali metal exchanged faujasites: the case of indolylcarboxylic acids and indolyl-substituted alkylcarboxylic acids

Selva, Maurizio; Tundo, Pietro; Brunelli, Davide; Perosa, Alvise, Green Chemistry, 2007, 9(5), 463-468

Production Method 2

1670-83-3

93247-78-0

Reaction Conditions

1.1 Reagents: Sulfuric acid Solvents: Methanol ;  20 h, reflux

Reference

Indolylmaleimides as soft pan-PKC inhibitors and their preparation

, World Intellectual Property Organization, , ,

Production Method 3

4637-24-5

5471-82-9

93247-78-0

Reaction Conditions

1.1 Reagents: Piperidine Solvents: Dimethylformamide ;  130 - 140 °C
1.2 Reagents: Acetic acid ,  Iron Solvents: Ethanol ;  heated; 2 h, reflux
1.3 Reagents: Water

Reference

Synthesis of substituted indole-3-carboxaldehyde derivatives

Ge, Yu-Hua; Wu, Ya-Ming; Xue, Zhong-Jun, Youji Huaxue, 2006, 26(4), 563-567

Production Method 4

1616777-27-5

93247-78-0

Reaction Conditions

Reference

Regioselective π-extension of indoles with rhodium enalcarbenoids - synthesis of substituted carbazoles

Rathore, Kuldeep Singh; Harode, Mandeep; Katukojvala, Sreenivas, Organic & Biomolecular Chemistry, 2014, 12(43), 8641-8645

Production Method 5

126759-37-3

93247-78-0

Reaction Conditions

Reference

Product subclass 4: palladium-alkene complexes

Takacs, J. M.; Vayalakkada, S., Science of Synthesis, 2002, 1, 319-387

Production Method 6

93247-78-0

Reaction Conditions

Reference

N-Benzyl dihydroindole derivatives as LTD4 antagonists.

, European Patent Organization, , ,

Production Method 7

93247-78-0

Reaction Conditions

Reference

Preparation of 1-[(imidazolomethyl)phenyl]indolecarboxylates and analogs as antihypertensives

, European Patent Organization, , ,

Production Method 8

93247-78-0

Reaction Conditions

Reference

Preparation of indoles from 2-nitrostyrenes

, Japan, , ,

Production Method 9

93247-78-0

Reaction Conditions

Reference

Preparation of alkoxycarbonylindolines and -indoles

, Japan, , ,

Production Method 10

51417-51-7

93247-78-0

Reaction Conditions

1.1 Solvents: Methanol ;  10 min, rt
1.2 Reagents: Triethylamine Catalysts: 1,1-Bis(diphenylphosphino)ferrocene ,  [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium ;  48 h, 600 Pa, 130 °C

Reference

A New Modular Indole Synthesis. Construction of the Highly Strained CDEF Parent Tetracycle of Nodulisporic Acids A and B

Smith, Amos B. III; Kuerti, Laszlo; Davulcu, Akin H., Organic Letters, 2006, 8(10), 2167-2170

Production Method 11

126759-45-3

93247-78-0

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Rhodium Solvents: Ethanol

Reference

A regiocontrolled synthesis of substituted indoles by palladium-catalyzed coupling of 2-bromonitrobenzenes and 2-bromoacetanilides

Kasahara, Akira; Izumi, Taeko; Murakami, Satoshi; Miyamoto, Kazuhiro; Hino, Toshimi, Journal of Heterocyclic Chemistry, 1989, 26(5), 1405-13

Production Method 12

917506-85-5

93247-78-0

Reaction Conditions

1.1 Reagents: Acetic acid ,  Iron Solvents: Ethanol ;  2 h, reflux

Reference

Synthesis of 3-formnylindole-7-carboxylic acid

Ge, Yu-hua; Wu, Ya-ming; Xue, Zhong-jun, Huaxue Shiji, 2006, 28(3), 181-182

Production Method 13

4637-24-5

5471-82-9

93247-78-0

Reaction Conditions

1.1 Solvents: Dimethylformamide
1.2 Reagents: Titanium chloride (TiCl3) Solvents: Methanol ,  Water

Reference

The chemistry of indoles. XXXIII. Substituent effect in regioselective metalation of 3-indolecarboxaldehyde and syntheses of indoles carrying a carbon side chain at the 4-, 5-, 6-, or 7-position

Somei, Masanori; Saida, Yoshihiro; Komura, Naoko, Chemical & Pharmaceutical Bulletin, 1986, 34(10), 4116-25

Production Method 14

1670-83-3

93247-78-0

Reaction Conditions

1.1 Reagents: Trimethylsilyldiazomethane ;  30 min, rt

Reference

Plant growth regulator having specific compound

, Japan, , ,

Production Method 15

126759-37-3

93247-78-0

Reaction Conditions

Reference

Product class 13: indole and its derivatives

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

Production Method 16

68109-89-7

93247-78-0

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tetrahydrofuran

Reference

Some observations on the formation of 1-hydroxyindoles in the Leimgruber-Batcho indole synthesis

Clark, Robin D.; Repke, David B., Journal of Heterocyclic Chemistry, 1985, 22(1), 121-5

Production Method 17

93247-78-0

Reaction Conditions

Reference

Regioselective Dehydrogenative Reverse Prenylation of Indoles with 2-Methyl-2-butene

Li, Yong-Hua; Wang, Meng-Yue; Zhao, Bao-Yin; Zhang, Hong-Xia; Guo, Shi-Huan; et al, Chemistry - A European Journal, 2023, 29(37),

Production Method 18

93247-78-0

Reaction Conditions

Reference

Palladium-catalyzed synthesis of indoles by reductive N-heteroannulation of 2-nitrostyrenes

Soderberg, Bjorn C.; Shriver, James A., Journal of Organic Chemistry, 1997, 62(17), 5838-5845

Production Method 19

93247-78-0

Reaction Conditions

Reference

Indoles from 2-methylnitrobenzenes by condensation with formamide acetals followed by reduction: 4-benzyloxyindole (1H-indole, 4-(phenylmethoxy)-)

Batcho, Andrew D.; Leimgruber, Willy, Organic Syntheses, 1985, 63, 214-25

Production Method 20

93247-78-0

Reaction Conditions

Reference

Indole-7-carboxylic acid

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Methyl 1H-indole-7-carboxylate Raw materials

• 1H-Indole-7-carboxylic acid
• 7-Bromo-1H-indole
• (dimethoxymethyl)dimethylamine
• 3-Pentenoic acid, 2-diazo-5-oxo-, methyl ester, (3E)-
• Methyl 3-methyl-2-nitrobenzoate
• ((3-methoxycarbonyl-2-nitrophenyl)methyl)-1,3-dioxane
• Benzoic acid, 2-nitro-3-[(1E)-2-(1-piperidinyl)ethenyl]-, methyl ester
• methyl 3-[(E)-2-(dimethylamino)ethenyl]-2-nitrobenzoate
• Benzoic acid, 3-ethenyl-2-nitro-, methyl ester

Methyl 1H-indole-7-carboxylate Preparation Products

• Methyl 1H-indole-7-carboxylate (93247-78-0)

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

• 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)
• 50741-46-3(Ethyl quinoline-3-carboxylate)
• 197506-83-5(Methyl 3-formyl-1H-indole-5-carboxylate)
• 205873-58-1(Ethyl 1H-indole-7-carboxylate)
• 133831-28-4(Methyl 3-formylindole-6-carboxylate)
• 773134-49-9(Methyl 7-methyl-1H-indole-3-carboxylate)
• 53951-84-1(Methyl quinoline-3-carboxylate)