6-METHOXY-1H-INDOLE-2-CARBOXYLIC ACID

Base Information

• Chemical Name: 6-METHOXY-1H-INDOLE-2-CARBOXYLIC ACID
• CAS No.: 16732-73-3
• Molecular Formula: C10H9NO3
• Molecular Weight: 191.186
• Hs Code.: 2933990090
• Mol file: 16732-73-3.mol

Synonyms:Indole-2-carboxylicacid, 6-methoxy- (6CI,7CI,8CI);6-Methoxy-1H-indole-2-carboxylic acid;1H-Indole-2-carboxylicacid, 6-methoxy-;NSC 27988;

Chemical Property of 6-METHOXY-1H-INDOLE-2-CARBOXYLIC ACID

Chemical Property:

• Vapor Pressure: 8.54E-09mmHg at 25°C
• Melting Point: 198-203℃
• Refractive Index: 1.677
• Boiling Point: 447.6 °C at 760 mmHg
• PKA: 4.54±0.30(Predicted)
• Flash Point: 224.5 °C
• PSA: 62.32000
• Density: 1.381 g/cm³
• LogP: 1.87470
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

6-Methoxyindole-2-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: ? ;Reactant for demethylation reactions using ionic liquids under microwave irradiation1? ;Reactant for preparation of pyrazinoindoledione via Ugi reaction and microwave-assisted cyclization2? ;Reactant for preparation of isoquinolinecarboxamides and their derivatives as opioid receptor antagonists3? ;Synthetic intermediate for preparation of indole fatty alcohol derivatives4? ;Reactant for preparation of acylaminoalkylindoles as MT2-selective melatonin antagonists5 Reactant for demethylation reactions using ionic liquids under microwave irradiationReactant for preparation of pyrazinoindoledione via Ugi reaction and microwave-assisted cyclizationReactant for preparation of isoquinolinecarboxamides and their derivatives as opioid receptor antagonistsSynthetic intermediate for preparation of indole fatty alcohol derivativesReactant for preparation of acylaminoalkylindoles as MT2-selective melatonin antagonists

Technology Process of 6-METHOXY-1H-INDOLE-2-CARBOXYLIC ACID

There total 18 articles about 6-METHOXY-1H-INDOLE-2-CARBOXYLIC ACID 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: 99.0%

methyl 6-methoxy-1H-indole-2-carboxylate (98081-83-5) → 6-Methoxyindole-2-carboxylic acid (16732-73-3)

Guidance literature:

With sodium hydroxide; Heating;

DOI:10.1021/jm0493616

Reference yield: 99.0%

→ 6-Methoxyindole-2-carboxylic acid (16732-73-3)

Guidance literature:

Reference yield: 35.0%

C10H9N3O3 → 6-Methoxyindole-2-carboxylic acid (16732-73-3)

Guidance literature:

With tetrakis(trifluoroacetato)rhodium(II); In toluene; at 100 ℃; for 0.25h; Microwave irradiation;

DOI:10.1016/j.bmcl.2013.01.066

upstream raw materials:

(4-methoxy-2-nitro-phenyl)-pyruvic acid

methyl 6-methoxy-1H-indole-2-carboxylate

6-methoxylindole

carbon dioxide

Refernces

• 1、 Luan, Shenglin,Ge, Qi,Chen, Yedong,Dai, Mingyang,Yang, Jinyu,Li, Kun,Liu, Dan,Zhao, Linxiang. "Discovery and structure-activity relationship studies of N-substituted indole derivatives as novel Mcl-1 inhibitors". supporting information. p. 1943 - 1948. Retrieved 2017/04/07.
• 2、 Song, Jeong Uk,Jang, Jae Wan,Kim, Tae Hun,Park, Heuisul,Park, Wan Su,Jung, Sang-Hun,Kim, Geun Tae. "Structure-based design and biological evaluation of novel 2-(indol-2-yl) thiazole derivatives as xanthine oxidase inhibitors". . p. 950 - 954. Retrieved 2016/05/24.