Tetrahydrofuran → HCID 57752668, compound

Participants

Reaction Conditions

Reaction Steps

In an oven dried nitrogen purged 3 neck 50 mL round bottom flask, 1.00 g (2.91 mmol) of 8-(1-ethyl-propyl)-3-iodo-2,6-dimethyl-imidazo[1,2-b]pyridazine in 60 mL of dry THF is cooled to −78° C. 4.12 mL (7.00 mmol) of 1.7M t-butyllithium in hexanes is added and reaction is stirred at −78° C. for 1 h. 0.818 mL (7.30 mmol) of trimethyl borate is added and reaction is followed by MS and TLC (1:1 hexane:ethylacetate) See indication of the title compound by MS. Allow to stir for an additional hour, quench with 1N hydrochloric acid, dilute with ethyl acetate, separate layers, extract aqueous 3×100 mL ethyl acetate, dry (MgSO4), and concentrated. Triturate in hexanes and filter off solid to give the title compound 6.4 g (53%), MS, ES+=262.2 (M+1).

Provenance & Evidence