5-Fluoro-3-methylindole

Base Information

• Chemical Name: 5-Fluoro-3-methylindole
• CAS No.: 392-13-2
• Molecular Formula: C9H8FN
• Molecular Weight: 149.168
• Hs Code.: 2933990090
• Mol file: 392-13-2.mol

Synonyms:Indole,5-fluoro-3-methyl- (8CI);5-Fluoro-3-methyl-1H-indole;

Chemical Property of 5-Fluoro-3-methylindole

Chemical Property:

• Appearance/Colour: Off-white powder
• Vapor Pressure: 0.0122mmHg at 25°C
• Melting Point: 83.0 to 87.0 °C
• Refractive Index: 1.626
• Boiling Point: 269.2 °C at 760 mmHg
• PKA: 16.46±0.30(Predicted)
• Flash Point: 116.6 °C
• PSA: 15.79000
• Density: 1.219 g/cm³
• LogP: 2.61540
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Fluoro-3-methylindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, T
• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Fluoro-3-methylindole is used to study its ionization potential and the origin of nonexponential tryptophan fluorescnece decay in proteins.

Technology Process of 5-Fluoro-3-methylindole

There total 11 articles about 5-Fluoro-3-methylindole 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: 95.0%

methanol (67-56-1) + 5-fluoro-1H-indole (399-52-0) → 5-fluoro-3-methyl-1H-indole (392-13-2)

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: 82.3%

5-fluoro-1H-indole-3-carbaldehyde (2338-71-8) → 5-fluoro-3-methyl-1H-indole (392-13-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 70 ℃; for 2h;

Reference yield: 65.0%

2-bromo-4-fluoro-1-iodobenzene (202865-73-4) + 1-amino-2-propene (107-11-9,30551-89-4) → 5-fluoro-3-methyl-1H-indole (392-13-2)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In toluene; at 140 ℃; for 5h;

DOI:10.1002/anie.200703763

upstream raw materials:

5-fluoro-3-methyl-indole-2-carboxylic acid

2-bromo-4-fluoro-1-iodobenzene

1-amino-2-propene

5-fluoro-1H-indole-3-carbaldehyde

Downstream raw materials:

(+/-)-2-(4-(Dimethylamino)-4-benzylcyclohex-1-enyl)-3-methyl-5-fluoro-1H-indole

(+/-)-2-(4-(Dimethylamino)-4-phenylcyclohex-1-enyl)-3-methyl-5-methoxy-1H-indole

(+/-)-2-(4-(Dimethylamino)-4-butylcyclohex-1-enyl)-3-methyl-5-fluoro-1H-indole

(+/-)-(4-chloro-2-{2-[3-(5-fluoro-3-methylindol-1-yl)propionyl]-1,2,3,4-tetrahydroisoquinolin-1-yl}phenoxy)acetic acid

Refernces

• 1、 An, Yuehui,Chen, Yidian,Duan, Shengguo,Li, Chuan-Ying,Xu, Ze-Feng,Xue, Bing,Zhang, Wan. "Synthesis of Pyrido[2,3-b]indole Derivatives via Rhodium-Catalyzed Cyclization of Indoles and 1-Sulfonyl-1,2,3-triazoles". supporting information. . Retrieved 2020/04/22.
• 2、 Wang, Shuai,Shen, Yao-Bin,Li, Long-Fei,Qiu, Bin,Yu, Liping,Liu, Qing,Xiao, Jian. "N-Alkylation-Initiated Redox-Neutral [5 + 2] Annulation of 3-Alkylindoles with o-Aminobenzaldehydes: Access to Indole-1,2-Fused 1,4-Benzodiazepines". supporting information. p. 8904 - 8908. Retrieved 2019/11/19.