Water → ethyl 2-[(3R,4S)-4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl]-4-[5-(4-methylpiperazin-1-yl)pyrazin-2-yl]-1,3-thiazole-5-carboxylate

Participants

Reaction Conditions

Reaction Steps

Ethyl 4-(5-chloropyrazin-2-yl)-2-[(3R,4S)-4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl]-1,3-thiazole-5-carboxylate (Example 59, 100 mg, 0.1748 mM) was added to a solution of 1-methylpiperazine (87.93 mg, 0.874 mM) and N,N-diisopropylethylamine (67.12 mg, 0.5244 mM) in N-methyl 2-pyrrolidinone (1.5 mL) and the resulting reaction mixture was stirred for over night at 80-90° C. After completion of the reaction, the reaction mixture was poured into water (40 mL), and the obtained solid was filtered and dried to afford ethyl 2-[(3R,4S)-4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl]-4-[5-(4-methylpiperazin-1-yl)pyrazin-2-yl]-1,3-thiazole-5-carboxylate 92 mg (82%) as off-white solid.

Provenance & Evidence