Production Method 1

15903-94-3

92855-64-6

Reaction Conditions

1.1 Reagents: Phosphorus oxychloride

Reference

The Vilsmeier reaction of fully conjugated carbocycles and heterocycles

Jones, Gurnos; Stanforth, Stephen P., Organic Reactions (Hoboken, 1997, 49,

Production Method 2

15903-94-3

92855-64-6

Reaction Conditions

1.1 Reagents: Phosphorus oxychloride ;  10 - 20 °C
1.2 Solvents: Dimethylformamide ;  20 - 30 °C; 45 min, 35 °C; 35 °C → rt
1.3 Reagents: Sodium hydroxide Solvents: Water ;  pH 13, cooled; 1 min, heated

Reference

Carbamate Derivatives of Indolines as Cholinesterase Inhibitors and Antioxidants for the Treatment of Alzheimer's Disease

Yanovsky, Inessa; Finkin-Groner, Efrat; Zaikin, Andrey; Lerman, Lena; Shalom, Hila; et al, Journal of Medicinal Chemistry, 2012, 55(23), 10700-10715

Production Method 3

15903-94-3

92855-64-6

Reaction Conditions

1.1 Reagents: Phosphorus oxychloride Solvents: Dimethylformamide ;  0 °C → 45 °C; 2 h, 45 °C

Reference

Synthesis of thioether-containing peptides toward antibody-toxin conjugates treating cancers

, World Intellectual Property Organization, , ,

Production Method 4

15903-94-3

92855-64-6

Reaction Conditions

1.1 Reagents: Phosphorus oxychloride Solvents: Dimethylformamide ;  1 h, < 5 °C
1.2 1 h, < 5 °C; 5 °C → rt; 1 h, rt
1.3 Reagents: Sodium hydroxide Solvents: Water ;  20 - 30 °C; 30 °C → 70 °C; 10 - 15 min, 70 °C

Reference

Enantioselective synthesis of pyrroloindole compounds

, United States, , ,

Production Method 5

15903-94-3

92855-64-6

Reaction Conditions

1.1 Reagents: Sodium hydroxide ,  Phosphorus oxychloride Solvents: Dimethylformamide

Reference

Synthesis of indolyl-3-acetonitrile derivatives and their inhibitory effects on nitric oxide and PGE2 productions in LPS-induced RAW 264.7 cells

Kwon, Tae Hoon; Yoon, Ik Hwan; Shin, Ji-Sun; Lee, Young Hun; Kwon, Bong Jin; et al, Bioorganic & Medicinal Chemistry Letters, 2013, 23(9), 2571-2574

Production Method 6

15903-94-3

92855-64-6

Reaction Conditions

1.1 Reagents: Phosphorus oxychloride Solvents: Dimethylformamide ;  30 min, rt
1.2 Reagents: Water ;  cooled
1.3 Reagents: Sodium hydroxide Solvents: Water

Reference

Preparation of pyridazino[4,5-b]indole derivatives with protein kinase inhibiting activity for treating angiogenic disorders and neurodegenerative diseases

, World Intellectual Property Organization, , ,

Production Method 7

92855-64-6

Reaction Conditions

Reference

Preparation of N-(2-Arylethyl)benzylamines as antagonists of the 5-HT6 receptor

, World Intellectual Property Organization, , ,

Production Method 8

92855-64-6

Reaction Conditions

Reference

Substituted naphthalene and indole compounds exhibiting selective leukotriene B4 antagonist activity

, United States, , ,

Production Method 9

15903-94-3

92855-64-6

Reaction Conditions

1.1 Reagents: Phosphorus oxychloride ;  45 min, rt; 0 °C
1.2 Reagents: Sodium hydroxide Solvents: Water ;  30 min; 3 h, reflux

Reference

Preparation of (S)-6-hydroxytryptophan and its derivatives, preferably (S)-6-acetyloxy-N-tert-butoxycarbonyl-tryptophan, via enantioselective hydrogenation using a chiral rhodium catalyst as building blocks for the synthesis of amanitin derivatives or amatoxin drug conjugates

, World Intellectual Property Organization, , ,

Production Method 10

15903-94-3

92855-64-6

Reaction Conditions

1.1 Reagents: Phosphorus oxychloride ;  10 - 20 °C; 45 min, 35 °C; 35 °C → rt
1.2 Reagents: Sodium hydroxide Solvents: Water ;  1 min, pH 13, reflux

Reference

Indole derivatives as cholinesterase inhibitors and their preparation, pharmaceutical compositions and use in the treatment of diseases

, World Intellectual Property Organization, , ,

Production Method 11

15903-94-3

92855-64-6

Reaction Conditions

1.1 Reagents: Phosphorus oxychloride Solvents: 1,2-Dichloroethane ;  25 - 30 °C; 24 h, 30 °C → 88 °C; 88 °C → rt

Reference

Process for preparation of 3-cyanoindole derivatives

, China, , ,

Production Method 12

15903-94-3

92855-64-6

Reaction Conditions

1.1 Reagents: Phosphorus oxychloride ;  0 °C; 0 °C → 45 °C; 2 h, 45 °C
1.2 Reagents: Water ;  0 °C

Reference

Iodine-mediated tryptathionine formation facilitates the synthesis of amanitins

Yao, Guiyang ; Knittel, Caroline H.; Kosol, Simone; Wenz, Marius T.; Keller, Bettina G.; et al, Journal of the American Chemical Society, 2021, 143(35), 14322-14331

Production Method 13

15903-94-3

92855-64-6

Reaction Conditions

1.1 Reagents: Phosphorus oxychloride ;  30 min, 0 °C; 2 h, 40 °C
1.2 Reagents: Sodium hydroxide Solvents: Water ;  40 °C; 1 h, 90 °C

Reference

Halogen-Bonding-Promoted C-H Malonylation of Indoles under Visible-Light Irradiation

Gao, Xuebo; Chang, Rong; Rao, Junxin; Hao, Danyang; Zhang, Zhuxia ; et al, Journal of Organic Chemistry, 2022, 87(12), 8198-8202

Production Method 14

15903-94-3

92855-64-6

Reaction Conditions

1.1 Reagents: Phosphorus oxychloride Solvents: Dimethylformamide ;  1 h, < 5 °C
1.2 1 h, < 5 °C; < 5 °C → rt; 1 h, rt
1.3 Reagents: Sodium hydroxide Solvents: Water ;  pH 14, 20 - 30 °C; 30 °C → 70 °C; 10 - 15 min, 70 °C; 70 °C → 90 °C; 15 min, 90 °C

Reference

An Enantioselective Total Synthesis of (+)-Duocarmycin SA

Schmidt, Michael A. ; Simmons, Eric M. ; Wei, Carolyn S.; Park, Hyunsoo; Eastgate, Martin D., Journal of Organic Chemistry, 2018, 83(7), 3928-3940

Production Method 15

92855-64-6

Reaction Conditions

Reference

Preparation of pyridazino[4,5-b]indole derivatives with protein kinase inhibiting activity for treating angiogenic disorders and neurodegenerative diseases

, United States, , ,

Production Method 16

92855-64-6

Reaction Conditions

Reference

Preparation of benzyloxyindole derivatives as PPARγ agonists

, China, , ,

6-(Benzyloxy)-1H-indole-3-carbaldehyde Raw materials

• 6-Benzyloxyindole

6-(Benzyloxy)-1H-indole-3-carbaldehyde Preparation Products

• 6-(Benzyloxy)-1H-indole-3-carbaldehyde (92855-64-6)

• 1. Excitation energies from ground-state density-functionals by means of generator coordinates
  A. B. F. da Silva,K. Capelle Phys. Chem. Chem. Phys., 2009,11, 4564-4569
• 2. Evolutionary approaches in protein engineering towards biomaterial construction
  Brindha J.,Balamurali M. M.,Kaushik Chanda RSC Adv., 2019,9, 34720-34734
• 3. Examination of deposit in commercial diluted phosphoric acid
  Analyst, 1880,5, 146-147
• 4. Emerging 2D hybrid nanomaterials: towards enhanced sensitive and selective conductometric gas sensors at room temperature
  Hanie Hashtroudi,Ian D. R. Mackinnon J. Mater. Chem. C, 2020,8, 13108-13126
• 5. Excitable dynamics in the bromate–sulfite–ferrocyanide reaction
  J. Zagora,M. Vosla?,L. Schreiberová,I. Schreiber Phys. Chem. Chem. Phys., 2002,4, 1284-1291

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

• 169789-47-3(5-Ethoxy-1H-indole-3-carbaldehyde)
• 92855-65-7(7-(benzyloxy)-1H-indole-3-carbaldehyde)
• 6953-22-6(5-(benzyloxy)-1H-indole-3-carbaldehyde)
• 24370-74-9(6-Benzyloxy-1h-Indole-3-Carboxylic Acid)
• 7042-71-9(4-(benzyloxy)-1H-indole-3-carbaldehyde)
• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)
• 1270529-38-8(1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)