1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 86696384, compound

Participants

Reaction Steps

The reaction of the 4-(6-(butylamino)imidazo[1,2-b]pyridazin-3-yl)benzoic acid (93 mg, 0.3 mmol), tert-butyl piperidin-4-ylcarbamate (66 mg, 0.33 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (63 mg, 0.33 mmol) and dichloromethane (3 mL) was maintained at room temperature overnight. The resulting solution was purified by preparative HPLC (neutral) to afford tert-butyl(1-(4-(6-(butylamino)imidazo[1,2-b]pyridazin-3-yl)benzoyl)piperidin-4-yl)carbamate (76 mg, 52% yield) as a yellow solid: 1H NMR (METHANOL-d4) δ: 8.23-8.43 (m, J=8.3 Hz, 2H), 7.85 (s, 1H), 7.63 (d, J=9.9 Hz, 1H), 7.45-7.56 (m, 2H), 6.68-6.87 (m, 1H), 4.55 (d, J=12.1 Hz, 1H), 3.82 (br. s., 1H), 3.59-3.72 (m, 1H), 3.35-3.48 (m, 4H), 3.19 (d, J=15.2 Hz, 2H), 1.92-2.17 (m, 1H), 1.90 (br. s., 1H), 1.72 (m, 2H), 1.35-1.59 (m, 13H), 1.01 (t, J=7.3 Hz, 3H); LRMS (ESI) m/e 493.3 [(M+H)+, calcd for C27H37N6O3 493.3].

Provenance & Evidence