Tert-Butylamine → HCID 59518960, compound

Participants

Reaction Steps

[6-(1,4-Diazabicyclo[3.2.2]non-4-yl)-2-(4-fluoro-3-methoxyphenyl)-4-oxo-4H-quinazolin-3-yl]acetic acid (INTERMEDIATE IX.7) (20 mg, 0.44 mmol) was dissolved in DCM (5 mL). Tert-butylamine (6.5 mg, 0.088 mmol) and N,N-diisopropylethylamine (7 mg, 0.053 mmol) were added followed by 1-propanephosphonic acid cyclic anhydride (21 mg, 0.02 mL, 0.066 mmol). The reaction mixture was stirred at room temperature for 12 h. Methanol (5 mL) was added and the solution poured directly onto an SCX cartridge. Elution with 2N NH3/MeOH followed further purification by preparative HPLC afforded N-tert-butyl-2-[6-(1,4-diazabicyclo[3.2.2]non-4-yl)-2-(4-fluoro-3-methoxyphenyl)-4-oxo-4H-quinazolin-3-yl]acetamide (EXAMPLE 9a) (7.3 mg, 0.014 mmol, 33%).

Provenance & Evidence