Potassium Carbonate → HCID 86696440, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (R)-3-[2-(3-bromo-imidazo[1,2-b]pyridazin-6-ylamino)-ethyl]-4-isopropyl-oxazolidin-2-one (95 mg, 0.26 mmol), (4-aminomethylphenyl)boronic acid hydrochloride (63.7 mg, 0.34 mmol), K2CO3 (108 mg, 0.78 mmol) and dichlorobis(triphenylphosphine)palladium(II) (9.1 mg, 0.013 mmol) in MeCN/water (3.2 ml/0.8 ml) was heated in a microwave at 150° C. for 15 min. The reaction mixture was diluted with MeCN and filtered. The filtrate was subjected to preparative HPLC to give the titled compound as HCOOH salt (86.3 mg). 1H NMR (400 MHz, METHANOL-d4) ppm 0.84 (dd, J=6.95, 0.88 Hz, 6H) 2.09 (td, J=6.95, 3.54 Hz, 1H) 3.26-3.31 (m, 1H) 3.59-3.71 (m, 2H) 3.85 (dt, J=13.96, 6.79 Hz, 1H) 3.95 (ddd, J=8.65, 5.24, 3.54 Hz, 1H) 4.11-4.19 (m, 4H) 6.74 (d, J=9.60 Hz, 1H) 7.58 (d, J=8.34 Hz, 2H) 7.68 (d, J=9.85 Hz, 1H) 7.81 (s, 1H) 8.21-8.26 (m, 2H) 8.52 (s, 1H). LRMS (ESI) m/z 395.3 [(M+H)]+, calc'd for C21H26N6O2: 394.48.

Provenance & Evidence