METHYL 3-FORMYLINDOLE-6-CARBOXYLATE

Base Information

• Chemical Name: METHYL 3-FORMYLINDOLE-6-CARBOXYLATE
• CAS No.: 133831-28-4
• Molecular Formula: C11H8NO3
• Molecular Weight: 203.197
• Hs Code.: 29339980
• Mol file: 133831-28-4.mol

Synonyms:3-Formyl-1H-indole-6-carboxylicacid methyl ester;

Chemical Property of METHYL 3-FORMYLINDOLE-6-CARBOXYLATE

Chemical Property:

• Appearance/Colour: Pale reddish-brown to purple powder
• Vapor Pressure: 9.46E-07mmHg at 25°C
• Melting Point: 219-224 °C
• Refractive Index: 1.677
• Boiling Point: 404.4 °C at 760 mmHg
• PKA: 14.30±0.30(Predicted)
• Flash Point: 198.4 °C
• PSA: 59.16000
• Density: 1.341 g/cm³
• LogP: 1.76700
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

97% ^*data from raw suppliers

Methyl3-formylindole-6-carboxylate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of METHYL 3-FORMYLINDOLE-6-CARBOXYLATE

There total 4 articles about METHYL 3-FORMYLINDOLE-6-CARBOXYLATE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

indole-6-carboxylic acid methyl ester (50820-65-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → methyl 3-formyl-6-indolecarboxylate (133831-28-4)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 ℃; for 1h; Inert atmosphere;

indole-6-carboxylic acid methyl ester; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 3h; Inert atmosphere;

Reference yield: 77.0%

indole-6-carboxylic acid methyl ester (50820-65-0) + hexamethylenetetramine (100-97-0) → methyl 3-formyl-6-indolecarboxylate (133831-28-4)

Guidance literature:

With water; iodine; In N,N-dimethyl-formamide; at 150 ℃; for 0.133333h; under 5171.62 Torr; Flow reactor;

DOI:10.1002/bkcs.12199

Reference yield: 63.0%

indole-6-carboxylic acid methyl ester (50820-65-0) + N-methylaniline (100-61-8) → methyl 3-formyl-6-indolecarboxylate (133831-28-4)

Guidance literature:

With tert.-butylhydroperoxide; ruthenium(III)chloride hydrate; trimethylpyruvic acid; In N-methyl-acetamide; at 25 ℃; for 24h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ja2048495

upstream raw materials:

indole-6-carboxylic acid methyl ester

N-methylaniline

N,N-dimethyl-formamide

hexamethylenetetramine

Downstream raw materials:

[3-(4-cyclobutyl-piperazine-1-ylmethyl)-1H-indol-6-yl]-(4-phenyl-piperidin-1-yl)-methanone

6-(4-phenyl-piperidine-1-carbonyl)-1H-indole-3-carbaldehyde

3-(4-morpholino)methylindole-l-(4-methoxybenzyl)-6-carboxylic acid hydroxyamide

Refernces

• 1、 Sung, Ha Kyoung,Kim, Dong Hyun,Kim, Joon Seok,Park, Chan Pil. "C3-Formylation of Indoles in Continuous Flow". supporting information. p. 388 - 392. Retrieved 2020/12/30.
• 2、 -. "MULTIVALENT RAS BINDING COMPOUNDS". Paragraph 00727. . Retrieved 2017/07/23.