(5-FLUORO-1H-INDOL-2-YL)METHANAMINE

Base Information

• Chemical Name: (5-FLUORO-1H-INDOL-2-YL)METHANAMINE
• CAS No.: 883531-07-5
• Molecular Formula: C9H9 F N2
• Molecular Weight: 164.182
• Mol file: 883531-07-5.mol

Synonyms:(5-FLUORO-1H-INDOL-2-YL)METHANAMINE;[(5-FLUORO-1H-INDOL-2-YL)METHYL]AMINE;(5-Fluoro-1H-indol-2-yl)metanamine

Chemical Property of (5-FLUORO-1H-INDOL-2-YL)METHANAMINE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.668
• Boiling Point: 339.073°C at 760 mmHg
• Flash Point: 158.866°C
• PSA: 41.81000
• Density: 1.302g/cm³
• LogP: 2.46600
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

98%min ^*data from raw suppliers

[(5-Fluoro-1H-indol-2-yl)methyl]amine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (5-FLUORO-1H-INDOL-2-YL)METHANAMINE

There total 2 articles about (5-FLUORO-1H-INDOL-2-YL)METHANAMINE 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: 76.0%

5-fluoroindole-2-carboxylic acid (399-76-8) → (5-fluoro-1H-indol-2-yl)methanamine (883531-07-5)

Guidance literature:

5-fluoroindole-2-carboxylic acid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

With ammonium hydroxide; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 2h; Reflux; Inert atmosphere;

Reference yield:

5-fluoro-1H-indole-2-carboxamide (462068-77-5) → (5-fluoro-1H-indol-2-yl)methanamine (883531-07-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; Inert atmosphere; Reflux;

DOI:10.1021/acsmedchemlett.7b00488

Reference yield:

4-chlorosalicylaldehyde (2420-26-0) + (5-fluoro-1H-indol-2-yl)methanamine (883531-07-5) → C16H12ClFN2O

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acsmedchemlett.7b00488

upstream raw materials:

5-fluoroindole-2-carboxylic acid

5-fluoro-1H-indole-2-carboxamide

Downstream raw materials:

7-methoxy-2-tosyl-1,2,3,3',4',9-hexahydro-1'H-spiro[pyrido[3,4-b]indole-4,2'-quinoline]

N-((6-methoxy-1H-indol-2-yl)methyl)-4-methyl-N-(quinolin-2-ylmethyl)benzenesulfonamide

N-((1-acetyl-5-fluoro-1H-indol-2-yl)methyl)benzamide

C₁₈H₁₄ClFN₂O₂

Refernces

• 1、 Brant, Michael G.,Goodwin-Tindall, Jake,Stover, Kurt R.,Stafford, Paul M.,Wu, Fan,Meek, Autumn R.,Schiavini, Paolo,Wohnig, Stephanie,Weaver, Donald F.. "Identification of Potent Indoleamine 2,3-Dioxygenase 1 (IDO1) Inhibitors Based on a Phenylimidazole Scaffold". . p. 131 - 136. Retrieved 2018/02/19.