5-Fluoroindole-2-carboxylic acid

yellow-brown crystalline powder

5-fluoro-1H-indole-2-carboxylic acid is an indolyl carboxylic acid.

103.6 g of 5-fluoroindole-2-carboxylic acid ethyl ester was heated under reflux for 1 hour in a mixed solution of 31.25 g of 96percent sodium hydroxide, 183 ml of methanol and 183 ml of water, cooled to 50 ° C, Dropping 10percent hydrochloric acid to pH 3 to 4, fully cooled, Filtration gave the product 84.7 g of off-white indole-2-carboxylic acid in 95percent yield with an HPLC content of ≥96percentGeneral procedure: A mixture of compound 3a (33.5 g, 0.15 mol), 4percent NaOH solution (335 mL) and ethanol (335 mL) was heated to reflux for 3 h. Upon cooling to room temperature, the mixture was poured into ice-water, adjusted to pH 5 with glacial acetic acid, and then the precipitate was collected by filtration. 4a was obtained as a white solid (26.4 g, 90percent).

Molecular Weight:179.15
XLogP3:2.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:179.03825660
Monoisotopic Mass:179.03825660
Topological Polar Surface Area:53.1
Heavy Atom Count:13
Complexity:222
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes