5-Fluoroisoindolin-1-one

Base Information

• Chemical Name: 5-Fluoroisoindolin-1-one
• CAS No.: 1260666-80-5
• Molecular Formula: C₈H₆FNO
• Molecular Weight: 151.14
• Hs Code.: 2933998090
• European Community (EC) Number: 856-020-2
• DSSTox Substance ID: DTXSID60599920
• Wikidata: Q72473809
• Mol file: 1260666-80-5.mol

Synonyms:5-Fluoroisoindolin-1-one;1260666-80-5;5-FLUORO-2,3-DIHYDROISOINDOL-1-ONE;1H-Isoindol-1-one, 5-fluoro-2,3-dihydro-;5-FLUORO-2,3-DIHYDRO-1H-ISOINDOL-1-ONE;MFCD18204658;SCHEMBL164795;DTXSID60599920;NKCDELXKANYEQE-UHFFFAOYSA-N;AKOS024124886;AB71859;AS-42342;SY258649;CS-0018905;EN300-196406;Z1255503451

Chemical Property of 5-Fluoroisoindolin-1-one

Chemical Property:

• Boiling Point: 398.3±42.0 °C(Predicted)
• PKA: 13.83±0.20(Predicted)
• PSA: 29.10000
• Density: 1.311±0.06 g/cm3(Predicted)
• LogP: 1.39790
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 151.043341977
• Heavy Atom Count: 11
• Complexity: 183

Purity/Quality:

98%min ^*data from raw suppliers

5-Fluoroisoindolin-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=C(C=CC(=C2)F)C(=O)N1

Technology Process of 5-Fluoroisoindolin-1-one

There total 6 articles about 5-Fluoroisoindolin-1-one 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%

2-cyano-4-fluorobenzoic acid methyl ester (127510-96-7) → 5-fluoro-2,3-dihydro-isoindol-1-one (1260666-80-5)

Guidance literature:

With hydrogen; Raney Nickel; In ethanol; for 16h; under 2585.81 Torr; Inert atmosphere;

Reference yield: 59.0%

(3-fluorophenyl)methanamine (100-82-3) + carbon monoxide (201230-82-2) → 5-fluoro-2,3-dihydro-isoindol-1-one (1260666-80-5)

Guidance literature:

With copper (II) trifluoroacetate hydrate; 3-(trifluoromethyl)benzoic acid; palladium diacetate; In 1,2-dichloro-ethane; at 100 ℃; for 16h; under 760.051 Torr; Schlenk technique; Sealed tube;

DOI:10.1021/acs.orglett.8b00786

Reference yield:

2-chloro-4-fluorobenzaldehyde (84194-36-5) → 5-fluoro-2,3-dihydro-isoindol-1-one (1260666-80-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.5 h / 195 °C / Inert atmosphere

2: hydrogen / Raney Nickel / ethanol / 16 h / 2585.81 Torr / Inert atmosphere

With hydrogen; Raney Nickel; In ethanol;

upstream raw materials:

2-chloro-4-fluorobenzaldehyde

2-cyano-4-fluorobenzoic acid methyl ester

methyl 2-chloro-4-fluorobenzoate

methyl 2-bromo-4-fluorobenzoate

Downstream raw materials:

2-bromo-6-(5-(ethyl(methyl)amino)-1-oxoisoindolin-2-yl)benzyl acetate

2-(5-(ethyl(methyl)amino)-1-oxoisoindolin-2-yl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl acetate

(2R,5S)-4-{2-[3-(2,4-difluoro-benzyl)-7,7-dimethyl-6,7-dihydro-pyrrolo[3,2-c]pyridazin-5-yl]-2-oxo-ethyl}-5-(5-fluoro-1-oxo-1,3-dihydro-isoindol-2-ylmethyl)-2-methyl-piperazine-1-carboxylic acid tert-butyl ester

6-amino-5-fluoro-isoindolin-1-one