ChemicalBook--->CAS DataBase List--->387-43-9

387-43-9

387-43-9 Structure

387-43-9 Structure
IdentificationMore
[Name]

4-Fluoroindole
[CAS]

387-43-9
[Synonyms]

4-FLUORO-1H-INDOLE
4-FLUOROINDOLE
4-Fluoroindole98%
4-FLUORO-2-METHYLINDOLE
1H-Indole, 4-fluoro-
[EINECS(EC#)]

625-248-2
[Molecular Formula]

C8H6FN
[MDL Number]

MFCD00055992
[Molecular Weight]

135.14
[MOL File]

387-43-9.mol
Chemical PropertiesBack Directory
[Appearance]

Beige low melting solid
[Melting point ]

30-32 °C(lit.)
[Boiling point ]

90 °C0.4 mm Hg(lit.)
[density ]

1.1203 (estimate)
[Fp ]

>110°
[storage temp. ]

Sealed in dry,Store in freezer, under -20°C
[solubility ]

soluble in Methanol
[form ]

Crystalline Powder
[pka]

16.40±0.30(Predicted)
[color ]

Yellow to tan
[Detection Methods]

HPLC
[InChI]

InChI=1S/C8H6FN/c9-7-2-1-3-8-6(7)4-5-10-8/h1-5,10H
[InChIKey]

ZWKIJOPJWWZLDI-UHFFFAOYSA-N
[SMILES]

N1C2=C(C(F)=CC=C2)C=C1
[CAS DataBase Reference]

387-43-9(CAS DataBase Reference)
[Storage Precautions]

Store under nitrogen
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[Hazard Note ]

Irritant
[HS Code ]

29339900
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ammonium hydroxide-->Diethyl oxalate-->Ferrous sulfate heptahydrate-->Potassium ethylate-->2-Fluoro-6-nitrotoluene-->Pyrrolidine, 1-[2-(2-fluoro-6-nitrophenyl)ethenyl]--->Hydrogen-->Methanol
[Preparation Products]

1H-Indole,4-fluoro-5-methoxy-(9CI)-->1H-Indole-3-ethanol, 4-fluoro--->1H-Indole, 4-fluoro-1-[tris(1-methylethyl)silyl]-
Hazard InformationBack Directory
[Chemical Properties]

Beige low melting solid
[Uses]

Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators 1 Reactant for preparation of antifungal agents 2 Reactant for preparation of Sodium-Dependent Glucose Co-transporter 2 (SGLT2) Inhibitors for the Management of Hyperglycemia in Diabetes 3 Reactant for preparation of Potent Selective Serotonin Reuptake Inhibitors 4 Reactant for preparation of Inhibitors of HIV-1 attachment 5 Reactant for preparation of monoamine reuptake inhibitors 6 Reactant for preparation of histone deacetylase (HDAC) inhibitors 7 Reactant for preparation of inhibitors of proliferation of human breast cancer cells.
[Synthesis]

Pyrrolidine, 1-[2-(2-fluoro-6-nitrophenyl)ethenyl]-

344790-94-9

4-Fluoroindole

387-43-9

A suspension was prepared from 1-[2-(2-fluoro-6-nitrophenyl)vinyl]pyrrolidine (6 g, 25.42 mmol) in methanol (50 mL). To this suspension, Raney nickel (500 mg) was added and the hydrogenation reaction was carried out at atmospheric pressure at ambient temperature for 20 hours. After completion of the reaction, the reaction mixture was filtered through a diatomaceous earth pad and the filtrate was collected. The filtrate was concentrated under vacuum to afford the target product 4-fluoro-1H-indole (2.05 g, 60% yield) as a brown liquid.

[References]

[1] Patent: WO2009/130481, 2009, A1. Location in patent: Page/Page column 149-150
[2] Patent: JP2016/204312, 2016, A. Location in patent: Paragraph 0026; 0071; 0076; 0079; 0085
Spectrum DetailBack Directory
[Spectrum Detail]

4-Fluoroindole(387-43-9)1HNMR
4-Fluoroindole(387-43-9)IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

4-Fluoroindole, 99%(387-43-9)
[Sigma Aldrich]

387-43-9(sigmaaldrich)
[TCI AMERICA]

4-Fluoroindole,>98.0%(GC)(387-43-9)
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