methyl 3-formyl-1H-indole-7-carboxylate

Base Information

• Chemical Name: methyl 3-formyl-1H-indole-7-carboxylate
• CAS No.: 312973-24-3
• Molecular Formula: C₁₁H₉NO₃
• Molecular Weight: 203.197
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30354083
• Wikidata: Q72479298
• Mol file: 312973-24-3.mol

Synonyms:methyl 3-formyl-1H-indole-7-carboxylate;312973-24-3;3-FORMYLINDOLE-7-CARBOXYLIC ACID METHYL ESTER;methyl 3-formylindole-7-carboxylate;Oprea1_663245;SCHEMBL5415543;DTXSID30354083;JVUPHJBFLSMOGY-UHFFFAOYSA-N;AMY17967;MFCD00550641;AKOS001593023;7-methoxycarbonyl-3-indolcarboxaldehyde;CS-W006760;PB42511;methyl3-formyl-1H-indole-7-carboxylate;DS-18196;A5668;FT-0727412;EN300-311481;P10132;AB00074588-01;SR-01000197116;3-Formyl-1H-indole-7-carboxylic acid methyl ester;SR-01000197116-1;Z57111851

Chemical Property of methyl 3-formyl-1H-indole-7-carboxylate

Chemical Property:

• Vapor Pressure: 9.46E-07mmHg at 25°C
• Refractive Index: 1.677
• Boiling Point: 404.4 °C at 760 mmHg
• Flash Point: 198.4 °C
• PSA: 59.16000
• Density: 1.341g/cm³
• LogP: 1.76700
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 203.058243149
• Heavy Atom Count: 15
• Complexity: 267

Purity/Quality:

99.00% ^*data from raw suppliers

methyl3-formyl-1H-indole-7-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC2=C1NC=C2C=O
• Uses: methyl 3-formyl-1H-indole-7-carboxylate is a useful research chemical.

Technology Process of methyl 3-formyl-1H-indole-7-carboxylate

There total 1 articles about methyl 3-formyl-1H-indole-7-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: 93.0%

methyl 1H-indole-7-carboxylate (93247-78-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → methyl 3-formyl-1H-indole-7-carboxylate (312973-24-3)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; In 1,2-dichloro-ethane; at 5 ℃;

methyl 1H-indole-7-carboxylate; In 1,2-dichloro-ethane; at 5 - 50 ℃; for 2.5h;

With water; sodium carbonate; In dichloromethane; at 20 ℃; for 0.5h;

Reference yield:

methyl 3-formyl-1H-indole-7-carboxylate (312973-24-3) → C27H20Cl2N2O2

Guidance literature:

Multi-step reaction with 4 steps

1: 10 wt% Pd(OH)2 on carbon; hydrogen / tetrahydrofuran; methanol / 2 h / 20 °C

2: trifluoroacetic acid / 1,2-dichloro-ethane / 20 °C

3: lithium hydroxide / methanol; water / 4 h / Reflux

4: oxalyl dichloride / acetonitrile; N,N-dimethyl-formamide / 20 °C

With oxalyl dichloride; 10 wt% Pd(OH)2 on carbon; hydrogen; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; methanol; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/chem.201602416

Reference yield:

methyl 3-formyl-1H-indole-7-carboxylate (312973-24-3) → 2,2'-(phenylmethylene)bis(3-methyl-N-(quinolin-3-yl)-1H-indole-7-carboxamide)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 10 wt% Pd(OH)2 on carbon; hydrogen / tetrahydrofuran; methanol / 2 h / 20 °C

2.1: trifluoroacetic acid / 1,2-dichloro-ethane / 20 °C

3.1: lithium hydroxide / methanol; water / 4 h / Reflux

4.1: oxalyl dichloride / acetonitrile; N,N-dimethyl-formamide / 20 °C

5.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 20 °C

5.2: 20 °C

With oxalyl dichloride; 10 wt% Pd(OH)2 on carbon; hydrogen; sodium hydride; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; methanol; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile; mineral oil;

DOI:10.1002/chem.201602416

upstream raw materials:

methyl 1H-indole-7-carboxylate

N,N-dimethyl-formamide

Refernces

• 1、 -. "Benzothiazinone and benzoxazinone compounds". Page/Page column 112. . Retrieved 2010/11/30.