Water → HCID 57442331, compound

Participants

Reaction Conditions

Reaction Steps

In a sealed tube, dissolve 3-chloro-6-{4-[2-(4-cyclobutylpiperazin-1-yl)-2-oxoethyl]piperazin-1-yl}pyridazine (205 mg, 0.541 mmol), Zn(CN)2 (39 mg, 0.325 mmol), Pd2dba3 (12.3 mg, 0.0135 mmol) and DPPF (15 mg, 0.027 mmol) in DMF (3 mL). Add I drop of H2O and degas the solution with N2. Seal the tube and heat at 120° C. overnight. Cool and dilute with 3 N HCl (30 mL). Extract with CH2Cl2 (2×25 mL). Discard these extracts. Basify the aqueous layer with 10 N NaOH and extract with CH2Cl2 (3×35 mL). Combine, dry (MgSO4) and evaporate the organic extracts to yield the title compound. 1H NMR (CDCl3) δ 7.44 (d, 1H), 6.83 (d, 1H), 3.84-3.1 (m, 4H), 3.66-3.58 (m, 4H), 3.26 (s, 2H), 2.75-2.66 (m, 5H), 2.33-2.29 (m, 4H), 2.07-2.01 (m, 2H), 1.91-1.85 (m, 2H), 1.76-1.70 (m, 2H); LC-MS (M+1) 370.00.

Provenance & Evidence