4-Fluorophenol → HCID 86729560, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl 3-chloroquinoxaline-2-carboxylate (473.3 mg, 2.0 mmol), 4-fluorophenol (448.4 mg, 4.0 mmol) and Cs2CO3 (1.30 g, 4.0 mmol) in NMP (5 mL) was stirred at 80° C. for 16 hours. The reaction mixture was poured into water and the pH adjusted to 4 with aqueous 1N HCl. The resulting precipitate was filtered off, taken up in MeOH (3 mL). Water (0.3 mL) and NaOH (320.0 mg, 8.00 mmol) were added and the reaction mixture was stirred at 40° C. for 1 hour. The reaction mixture was diluted with 1N HCl. The resulting precipitate was filtered, washed with ether, and dried to give 3-(4-fluorophenoxy)quinoxaline-2-carboxylic acid (120 mg, 21%) as a white solid. ESI-MS m/z calc. 284.06, found 285.3 (M+1)+; Retention time: 1.29 minutes (3 minutes run).

Provenance & Evidence