4-Fluoroindoline

Base Information

• Chemical Name: 4-Fluoroindoline
• CAS No.: 552866-98-5
• Molecular Formula: C8H8FN
• Molecular Weight: 137.157
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50585690
• Wikidata: Q72479670
• Mol file: 552866-98-5.mol

Synonyms:4-Fluoroindoline;552866-98-5;4-FLUORO-2,3-DIHYDRO-1H-INDOLE;4-Fluoro-2,3-dihydro-indole;MFCD07371634;1H-Indole, 4-fluoro-2,3-dihydro-;1H-INDOLE,4-FLUORO-2,3-DIHYDRO;4-fluoro-indoline;SCHEMBL550313;3-Nitro-4-chlorobenzoylchloride;DTXSID50585690;CMQOXZRRFDMQKY-UHFFFAOYSA-N;4-fluoro-2,3-dihydro-1 H-indole;1H-Indole,4-fluoro-2,3-dihydro-;AKOS006239294;SB37638;BS-28619;SY129312;AM20040706;CS-0060380;4-Fluoro-2,3-dihydro-1H-indole, AldrichCPR;EN300-151555;A830573;J-515407

Chemical Property of 4-Fluoroindoline

Chemical Property:

• Vapor Pressure: 0.146mmHg at 25°C
• Refractive Index: 1.538
• Boiling Point: 215.7 °C at 760 mmHg
• PKA: 4.29±0.20(Predicted)
• Flash Point: 84.2 °C
• PSA: 12.03000
• Density: 1.154 g/cm³
• LogP: 1.93170
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 137.064077422
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

4-Fluoro-2,3-dihydro-1H-indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNC2=C1C(=CC=C2)F

Technology Process of 4-Fluoroindoline

There total 3 articles about 4-Fluoroindoline 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: 98.0%

4-fluoroindole (387-43-9) → 2,3-dihydro-4-fluoro-1H-indole (552866-98-5)

Guidance literature:

4-fluoroindole; With sodium cyanoborohydride; acetic acid; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

With water; sodium hydroxide; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2014.01.028

Reference yield:

1-(2-(2-fluoro-6-nitrophenyl)vinyl)pyrrolidine (344790-94-9) → 2,3-dihydro-4-fluoro-1H-indole (552866-98-5)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen / nickel / methanol / 20 h / 20 °C / 760.05 Torr

2: sodium cyanoborohydride; acetic acid / 0 - 20 °C

With hydrogen; sodium cyanoborohydride; acetic acid; nickel; In methanol;

Reference yield:

1-fluoro-2-methyl-3-nitrobenzene (769-10-8) → 2,3-dihydro-4-fluoro-1H-indole (552866-98-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 48 h / Reflux

2: hydrogen / nickel / methanol / 20 h / 20 °C / 760.05 Torr

3: sodium cyanoborohydride; acetic acid / 0 - 20 °C

With hydrogen; sodium cyanoborohydride; acetic acid; nickel; In methanol;

upstream raw materials:

4-fluoroindole

1-(2-(2-fluoro-6-nitrophenyl)vinyl)pyrrolidine

1-fluoro-2-methyl-3-nitrobenzene

Downstream raw materials:

4-fluoro-5-nitro-1H-indole

4-fluoro-1H-indol-5-amine

4-fluoro-7-nitro-1H-indole

2-(5-((4-fluoroindolin-1-yl)sulfonyl)-2-methoxyphenyl)-2-isobutyl-4-methylpentanenitrile

Refernces

• 1、 -. "Synthesis method of 4-fluoro-7-nitroindole or derivatives of 4-fluoro-7-nitroindole". Paragraph 0036; 0046. . Retrieved 2021/02/06.
• 2、 Huang, Honggui,Yu, Menglin,Su, Xiaolong,Guo, Peng,Zhao, Jia,Zhou, Jiabing,Li, Yi. "Sustainable Radical Cascades to Synthesize Difluoroalkylated Pyrrolo[1,2-a]indoles". . p. 2425 - 2437. Retrieved 2018/02/23.