Formaldehyde → HCID 86760662, compound

Participants

Reaction Steps

To a stirred solution of compound 5D, (0.160 g, 0.39 mmol) in 3 mL of THF at room temperature under argon was added 0.43 mL (in THF, 0.43 mmol) of 1M lithium bis(trimethylsilyl)amide over 2 min and, after 20 min, powdered, dry paraformaldehyde (0.059 mg, 1.97 mmol). The cooling bath was removed and the reaction mixture was stirred at room temperature for 3 h. The reaction mixture was then quenched with saturated NaCl and extracted twice with dichloromethane. The combined organic extracts were dried over MgSO4, filtered and evaporated under reduced pressure. Purification by silica gel chromatography (7:93 Ether/CH2Cl2) provided the title compound, tert-butyl 2-((3-bromo-6-phenylpyridazin-4-yl)methyl)acrylate (0.142 g, 97%) as a light yellow oil. MS [M+H]+: found 375.

Provenance & Evidence