Piperidine → HCID 178473850, compound

Participants

Reaction Steps

{2-[3-(1-Acetyl-piperidin-4-yl)-3-(trans-4-methyl-cyclohexyl)-ureido]-thiazol-5-ylsulfanyl}-acetic acid was prepared from 1-[4-(trans-4-methyl-cyclohexylamino)-piperidin-1-yl]-ethanone and (2-amino-thiazol-5-ylsulfanyl)-acetic acid ethyl ester as described in general procedure (I). Amide coupling was then performed as follows using general procedure (J): {2-[3-(1-Acetyl-piperidin-4-yl)-3-(trans-4-methyl-cyclohexyl)-ureido]-thiazol-5-ylsulfanyl}-acetic acid is dissolved/suspended in 1 ml of DMF in a 4 ml glass vial equipped with a magnetic stirring bar and a screw cap. 0.015 g (0.088 mmol) of DHOBt+0.017 g (0.088 mmol) of EDAC is added, stirred for 1 h at room temperature (clear yellow mixture) after which 0.088 mmol of piperidine and 0.015 ml (0.088 mmol) of diisopropylethylamine is added. Stirred for 3 days at room temperature and purification by HPLC gave the title compound.

Provenance & Evidence