5-Fluoro-3-methyl-1H-indole

Off-white powder

5-Fluoro-1H-indole-3-carbaldehyde (3.2 g, 19.6 mmol) was dissolved in 10 mL of anhydrous tetrahydrofuran, then lithium aluminium hydride (2.61 g, 68.6 mmol) was added to the solution. The mixture was reacted at 70 °C for 2 hours. After the reaction, the reaction mixture was cooled to RT and quenched with aqueous sodium hydroxide (18 mL, 2 0percent). 60 mL of dichloromethane was added to the mixture and the resulting mixture was washed with saturated aqueous sodium chloride (40 mL). The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel chromatography eluted with PE/EA(V/V)=50/1 to give the title compound as a light yellow solid (2.41 g, 82.3percent). The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z:150.2 [M+Hfb; and ‘H NMR (400 MHz, CDC13): 6 7.30-7.23 (m, 2H), 7.04 (s, 1H), 6.97 (td, J = 9.0, 2.0 Hz, 1H), 2.33 (s, 3H).

Molecular Weight:149.16
XLogP3:2.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Exact Mass:149.064077422
Monoisotopic Mass:149.064077422
Topological Polar Surface Area:15.8
Heavy Atom Count:11
Complexity:149
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes