Azobisisobutyronitrile → HCID 24768284, compound

Participants

Reaction Conditions

Reaction Steps

In an oven-dried, 100-mL, round-bottomed flask was placed 1,2,3,4-tetrahydro-2-oxo-3-[2-(4-pyridyl)-4-thiazolyl]-5-quinolinecarboxylic acid methyl ester (Step a, 60 mg, 0.16 mmol), NBS (Aldrich, 32 mg, 0.18 mmol), and AIBN (Aldrich, 5 mg, 0.03 mmol) in CCl4 (10 mL). The mixture was heated to 85° C. for 2 h, cooled to RT, and quenched with 2N NH3 in MeOH (5 mL). The crude product was concentrated in vacuo, and the resulting solid was filtered, washed with H2O (3×5 mL), and MeOH (1×2 mL) to afford 1,2-dihydro-2-oxo-3-[2-(4-pyridyl)-4-thiazolyl]-5-quinoline carboxylic acid methyl ester as a yellow solid: Mp: >250° C. MS m/z: 364 (M+1).

Provenance & Evidence