methyl 3-formyl-1-methyl-1H-indole-2-carboxylate

Base Information

• Chemical Name: methyl 3-formyl-1-methyl-1H-indole-2-carboxylate
• CAS No.: 88129-40-2
• Molecular Formula: C₁₂H₁₁NO₃
• Molecular Weight: 217.224
• Mol file: 88129-40-2.mol

Synonyms:3-FORMYL-1-METHYL-1H-INDOLE-4-CARBOXYLIC ACID METHYL ESTER;methyl 3-formyl-1-methylindole-2-carboxylate;methyl 3-formyl-1-methyl-2-indolecarboxylate;methyl 3-formyl-1-methyl-1H-indole-4-carboxylate;3-formyl-1-methyl-indole-4-carboxylic acid methyl ester;methyl 1-methyl-3-formylindole-4-carboxylate;methyl-1 methoxycarbonyl-2 formyl-3 indole;4-Carbomethoxy-1-methyl-indol-3-carboxaldehyd;

Chemical Property of methyl 3-formyl-1-methyl-1H-indole-2-carboxylate

Chemical Property:

• PSA: 48.30000
• LogP: 1.77740

Purity/Quality:

99% ^*data from raw suppliers

Methyl3-Formyl-1-methyl-1H-indole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 3-formyl-1-methyl-1H-indole-2-carboxylate

There total 6 articles about methyl 3-formyl-1-methyl-1H-indole-2-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: 91.0%

methyl 3-formyl-1H-indole-2-carboxylate (18450-26-5) + methyl iodide (74-88-4) → methyl 3-formyl-1-methyl-1H-indole-2-carboxylate (88129-40-2)

Guidance literature:

methyl 3-formyl-1H-indole-2-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 1h; Inert atmosphere;

methyl iodide; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1080/14756366.2018.1493473

Reference yield:

indole-2-carboxylic acid methyl ester (1202-04-6) → methyl 3-formyl-1-methyl-1H-indole-2-carboxylate (88129-40-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / POCl₃ / 4.5 h / 20 - 60 °C

2: NaH / tetrahydrofuran / 0 - 20 °C

With sodium hydride; trichlorophosphate; In tetrahydrofuran;

DOI:10.1021/jo0514974

Reference yield:

methyl 3-formyl-1H-indole-2-carboxylate (18450-26-5) → methyl 3-formyl-1-methyl-1H-indole-2-carboxylate (88129-40-2)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃;

DOI:10.1039/c9cc08372c

upstream raw materials:

methyl 3-formyl-1H-indole-2-carboxylate

methyl iodide

indole-2-carboxylic acid methyl ester

Indole-2-carboxylic acid

Downstream raw materials:

Se-phenyl 1-methyl-3-[(3-quinolyl)methyl]-2-indolecarboselenoate

Se-phenyl 1-methyl-3-[(3-pyridyl)methyl]-2-indolecarboselenoate

Se-phenyl 3-[N-acetyl-N-(2-methyl-2-propenyl)aminomethyl]-1-methylindole-2-carboselenoate

Se-phenyl 3-[N-acetyl-N-(2-bromo-2-propenyl)aminomethyl]-1-methylindole-2-carboselenoate