HCID 59353026, compound → HCID 59353031, compound

Participants

Reaction Steps

1-(3-Methoxy-5-nitrobenzoyl)-4-methylpiperazine (900 mg; 3.22 mmol; 1 eq) and iron powder (719.82 mg; 12.89 mmol; 4 eq) are heated for 1 h at 100° C. in a mixture of AcOH (10 mL) and EtOH (10 mL). The reaction mixture is cooled down to room temperature, concentrated under vacuum and basified with aqueous Na2CO3. The product is extracted with EtOAc. The organic phase is dried over MgSO4 and the solvent evaporated under reduced pressure to afford 500 mg (62%) of the title compound as an orange oil. 1H NMR (DMSO-d6) δ 6.20-6.17 (m, 1H), 6.11-6.10 (m, 1H), 6.01-5.99 (m, 1H), 5.35-5.27 (m, 2H), 3.66 (s, 3H), 3.55-3.53 (m, 4H), 2.30-2.28 (m, 4H), 2.18 (s, 3H). LC/MS: (ES+): 250.4.

Provenance & Evidence