Triethylamine → HCID 68680560, compound

Participants

Reaction Steps

0.515 g of PPh3 (polymer-bound, 1.2-1.5 mmol/g) are mixed with 0.13 g of diisopropyl azodicarboxylate in 5 ml of dichloromethane and shaken at room temperature for 15 min. Then 0.17 g (0.31 mmol) of ethyl 8-bromo-2-[4-(4-fluorophenoxy)benzene-sulfonyl]-5-hydroxy-1,2,3,4-tetrahydroisoquinoline-1-carboxylate (crude product, 21D), 0.031 g (0.31 mmol) of triethylamine and 0.04 g (0.31 mmol) of 2-piperidin-1-ylethanol are added, and the mixture is shaken at room temperature until no further increase in conversion can be detected by means of an LCMS check. For workup, the mixture is filtered and the filtrate is washed twice with H2O. The aqueous phases are extracted twice with dichloromethane. The combined organic phases dried with MgSO4 and evaporated. The crude product obtained in this way is purified by prep. HPLC, resulting in 0.08 g of the title compound as trifluoroacetate.

Provenance & Evidence