Methyl 3-bromoindole-5-carboxylate

Base Information

• Chemical Name: Methyl 3-bromoindole-5-carboxylate
• CAS No.: 916179-88-9
• Molecular Formula: C10H8BrNO2
• Molecular Weight: 254.083
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90693844
• Wikidata: Q72457388
• Mol file: 916179-88-9.mol

Synonyms:METHYL 3-BROMOINDOLE-5-CARBOXYLATE;916179-88-9;methyl 3-bromo-1H-indole-5-carboxylate;MFCD12828702;3-bromoindole-5-carboxylic acid methyl ester;SCHEMBL3974596;DTXSID90693844;NSZAFPUTJXZLKC-UHFFFAOYSA-N;AKOS015898372;CS-11129;SY006257;CS-0063909;FT-0703147;3-Bromo-indole-5-carboxylic Acid Methyl Ester

Chemical Property of Methyl 3-bromoindole-5-carboxylate

Chemical Property:

• PSA: 42.09000
• Density: 1.629
• LogP: 2.71700
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 252.97384
• Heavy Atom Count: 14
• Complexity: 234

Purity/Quality:

97% ^*data from raw suppliers

Methyl3-bromoindole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=CC2=C(C=C1)NC=C2Br

Technology Process of Methyl 3-bromoindole-5-carboxylate

There total 2 articles about Methyl 3-bromoindole-5-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: 100.0%

5-methoxycarbonylindole (1011-65-0) → methyl 3-bromo-1H-indole-5-carboxylate (916179-88-9)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0 ℃; for 4h;

Reference yield: 95.0%

3-bromo-1H-indole-5-carboxylic acid (916179-87-8) + methyl iodide (74-88-4) → methyl 3-bromo-1H-indole-5-carboxylate (916179-88-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 1.2h;

Reference yield: 84.0%

methyl 3-bromo-1H-indole-5-carboxylate (916179-88-9) + p-toluenesulfonyl chloride (98-59-9) → 3-bromo-1-(toluene-4-sulfonyl)-indole-5-carboxylic acid methyl ester (916179-86-7)

Guidance literature:

With sodium hydroxide; In dichloromethane; at 20 ℃; for 2.5h;

upstream raw materials:

3-bromo-1H-indole-5-carboxylic acid

methyl iodide

5-methoxycarbonylindole

Downstream raw materials:

3-bromo-1-(toluene-4-sulfonyl)-indole-5-carboxylic acid methyl ester

methyl 3-phenyl-1H-indole-5-carboxylate