Sodium Carbonate → HCID 68378994, compound

Participants

Reaction Steps

To a solution of the N-Boc-alanine (89 mg, 0.48 mmol), HATU (199 mg, 0.52 mmol), and 1-[6-(1H-pyrazol-4-yl)-pyridazin-3-yl]-cyclopropylamine dihydrochloride (130 mg, 0.48 mmol) in CH2Cl2 (1.9 mL) was added diisopropylethylamine (0.33 mL, 1.9 mmol). The brown mixture was stirred for 2 h then 10% (w/w) aqueous Na2CO3 (5 mL) was added and stirring continued for 20 min. The layers were separated and the aqueous layer was extracted with CH2Cl2 (2×5 mL). The combined organic extracts were dried over Na2SO4, filtered, and concentrated to afford a brown oil. This was purified via normal phase flash chromatography on silica gel (1→20% MeOH/CH2Cl2) to yield mg of ((S)-1-{1-[6-(1H-pyrazol-4-yl)-pyridazin-3-yl]-cyclopropylcarbamoyl}-ethyl)-carbamic acid tert-butyl ester, m/z 373.7 [M+H]+.

Provenance & Evidence