Aniline → HCID 89782295, compound

Participants

Reaction Conditions

Reaction Steps

Aniline (0.810 ml, 8.89 mmol) was added to a mixture of NaH (60% w/w in mineral oil; 0.356 g, 8.89 mmol) in THF (59.3 ml) at 0° C.; the resulting mixture was stirred for 15 min before 2,8-dichloroquinoxaline (177a, 1.18 g, 5.93 mmol, Pharmabridge, Inc., Doylestown, Pa.) was added; the reaction mixture was stirred at 50° C. for 16 h. Purification by silica gel (100% hexanes to 40% EtOAc/hexanes) provided 8-chloro-N-phenylquinoxalin-2-amine (180a, 43% yield) as a yellow solid. MS (ESI, pos. ion) m/z: 256.2 (M+1).

Provenance & Evidence