Dimethylacetamide → HCID 68358872, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 6-bromo-4-((1R,3R)-3-hydroxy-2,2,3-trimethylcyclopentylamino)pyrrolo[1,2-b]-pyridazine-3-carboxamide (Intermediate 51, 18 mg, 0.047 mmol), Zn(CN)2 (3 mg, 0.025 mmol), Pd(COCF3)2 1.6 mg, 0.005 mmol), 1,1′-binaphthyl-2-yldi-tert-butylphosphine (1.9 mg, 0.005 mmol), and zinc (0.62 mg, 0.09 mmol) in DMA (0.2 mL) was purged with N2 then heated at 90° C. for 8 h. The product was isolated via reverse-phase preparative HPLC to afford the title compound (1.1 mg) as a white solid. LCMS: 328.07 (M+H)+; HPLC (condition B): retention time=3.15 min. 1H NMR (MeOD, 400 MHz) δ 8.24 (s, 1H), 8.07 (d, J=1.8 Hz, 1H), 7.48 (d, J=1.8 Hz, 1H), 4.66 (t, J=9.0 Hz, 1H), 2.35 (m, 1H), 2.01 (m, 1H), 1.78 (m, 1H), 1.59 (m, 1H), 1.24 (s, 3H), 1.00 (s, 3H), 0.95 (s, 3H).

Provenance & Evidence