HCID 56646648, compound → HCID 178507130, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-[4-(7-methoxy-3-phenyl-imidazo[1,2-a]pyridin-2-yl)-phenyl]-cyclobutylamine (408 mg, 1.10 mmol) in N-methylpyrrolidone (16 mL) at 100° C. was added Na2S (431 mg, 5.52 mmol, 5 equiv) in portions. The resulting mixture was heated at 160° C. for 30 min., cooled to room temperature, and concentrated under reduced pressure. The remaining material was purified using MPLC (Biotage Isolera Flash NH2 Snap 10 reverse phase column; 100% CH2Cl2 for 8 min., gradient to 95% CH2Cl2: 5% MeOH over 5 min.; 95% CH2Cl2: 5% MeOH for 4 min., gradient to 80% CH2Cl2: 20% MeOH over 5 min., 80% CH2Cl2: 20% MeOH for 6.2 min., gradient to 75% CH2Cl2: 25% MeOH over 2.0 min., 75% CH2Cl2: 25% MeOH for 18.2 min.) to give 2-[4-(1-amino-cyclobutyl)-phenyl]-3-phenyl-imidazo[1,2-a]pyridin-7-ol (315 mg, 81%):

Provenance & Evidence