Triethylamine → HCID 86664068, compound

Participants

Reaction Steps

To a solution of 1-[5-(3-chloro-1,2,4-thiadiazol-5-yl)-7-(pyridin-2-yl)-1,3-benzothiazol-2-yl]-3-ethylurea (100 mg, 0.24 mmol) and Triethylamine (73 mg, 0.72 mmol) in DMF (10 mL) was added ethyl 4-ethylpiperidine-4-carboxylate hydrochloride (100 mg, 0.48 mmol) and the mixture stirred at rt for 1 h giving a suspension. LCMS showed only SM so the reaction was heated at 90° C. for 3 days after which time LCMS showed a major product peak. The reaction mixture was concentrated in vacuo to give an orange gum, which was purified by flash column chromatography (Biotage SP4, 12 g 2-10% MeOH/DCM)) to give the desired product as a cream solid (100 mg, 52%) MS: 552.11 [M+H]+.

Provenance & Evidence