HCID 59852749, compound → HCID 11292513, compound

Participants

Reaction Conditions

Reaction Steps

1-(3-Benzyloxy-4-methoxyphenyl)-8-chloro-3-cyclobutylimidazo[1,5-a]pyrazine: Cyclobutanecarboxylic acid [(3-benzyloxy-4-methoxyphenyl)-(3-chloropyrazin-2-yl)-methyl]-amide (308 mg, 0.703 mmol) was dissolved in POCl3 (5 ml) and heated at 55° C. for 17 h. After that time, the excess POCl3 was removed in vacuo and the remaining mixture was basified with NH3 (2 N in iPrOH). The precipitate formed was filtered off and washed with CH2Cl2, and the filtrate was purified by chromatography on silica gel to obtain a yellow-brown solid of the title compound (87% purity by LC-MS); 1H NMR (DMSO-d6, 400 MHz) δ 2.03-2.20 (m, 2H), 2.47-2.67 (m, 4H), 3.95 (s, 3H), 5.22 (s, 2H), 7.00 (d, 1H, J=8.0 Hz), 7.25-7.47 (m, 8H); MS (ES): 420.0/422.1 (M/M+2).

Provenance & Evidence