6-chloro-3-methyl-1H-indole

Base Information

• Chemical Name: 6-chloro-3-methyl-1H-indole
• CAS No.: 158905-35-2
• Molecular Formula: C9H8ClN
• Molecular Weight: 165.622
• Hs Code.: 2933990090
• European Community (EC) Number: 857-657-9
• DSSTox Substance ID: DTXSID50465362
• Nikkaji Number: J2.560.721J
• Wikidata: Q82291229
• Mol file: 158905-35-2.mol

Synonyms:6-chloro-3-methyl-1H-indole;158905-35-2;6-chloro-3-methylindole;MFCD12924677;SCHEMBL8268363;DTXSID50465362;SRCFQMOGKWYADE-UHFFFAOYSA-N;AMY24281;BS-50299;SY342700;CS-0196833;EN300-268445;Z1255439930

Chemical Property of 6-chloro-3-methyl-1H-indole

Chemical Property:

• PSA: 15.79000
• LogP: 3.12970
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 165.0345270
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

97% ^*data from raw suppliers

1H-INDOLE,6-CHLORO-3-METHYL- 97 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CNC2=C1C=CC(=C2)Cl

Technology Process of 6-chloro-3-methyl-1H-indole

There total 14 articles about 6-chloro-3-methyl-1H-indole 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: 96.0%

6-chloro-3-methylindole-2-carboxylate (441801-03-2) → 6-chloro-3-methyl-1H-indole (158905-35-2)

Guidance literature:

With copper; In quinoline; for 3h; Heating;

DOI:10.1081/SCC-200026636

Reference yield: 93.0%

methanol (67-56-1) + 6-chloroindole (17422-33-2) → 6-chloro-3-methyl-1H-indole (158905-35-2)

Guidance literature:

With cobalt(II) tetrafluoroborate hexahydrate; tris(2-diphenylphosphinoethyl)phosphine; potassium carbonate; at 100 ℃; for 24h; Autoclave; Glovebox; Inert atmosphere;

DOI:10.1021/acs.orglett.7b02462

Reference yield: 83.0%

C9H10ClN → 6-chloro-3-methyl-1H-indole (158905-35-2)

Guidance literature:

With monoamine oxidase D₁₁; In aq. phosphate buffer; dimethyl sulfoxide; at 37 ℃; for 168h; pH=7.8; Enzymatic reaction;

DOI:10.1021/acscatal.0c01351

upstream raw materials:

6-chloro-3-methylindole-2-carboxylate

ethyl 6-chloro-3-methyl-1H-indole-2-carboxylate

1-bromo-4-chloro-2-iodo-benzene

1-amino-2-propene

Downstream raw materials:

C₂₀H₁₈ClNO₃

N-acetyl-3-(4-methoxyphenyl)-3-methyl-6-chloroindoline

3-(N-acetyl-6-chloro-3-methylindolin-3-yl)-1-tosylindole

Refernces

• 1、 Shee, Sujan,Kundu, Sabuj. "Rhenium(I)-Catalyzed C-Methylation of Ketones, Indoles, and Arylacetonitriles Using Methanol". . p. 6943 - 6951. Retrieved 2021/05/29.
• 2、 Black, Gary W.,Brancale, Andrea,Castagnolo, Daniele,Colonna, Serena,Ferla, Salvatore,Masci, Domiziana,Turner, Nicholas J.,Varricchio, Carmine,Zhao, Fei. "Monoamine Oxidase (MAO-N) Biocatalyzed Synthesis of Indoles from Indolines Prepared via Photocatalytic Cyclization/Arylative Dearomatization". . p. 6414 - 6421. Retrieved 2020/07/09.