Dimethylformamide → HCID 58560979, compound

Participants

Reaction Steps

The product from Step B (200 mg, 0.309 mmol), (Ph3P)4Pd (107 mg, 0.093 mmol), and zinc cyanide (54.4 mg, 0.473 mmol) were stirred in DMF (3 mL) at 120° C. for 24 hours. After cooling to RT, the mixture was filtered through celite, then the filtrate was concentrated. The resulting residue was purified by reverse phase HPLC eluting with 60-100% acetonitrile/water+0.1% TFA. Following lyophilization, this afforded the title compound. 1H NMR (500 MHz, (CD3)2CO): δ 7.78 (d, J=8.5 Hz, 2H); 7.62 (d, J=3.0 Hz, 1H); 7.56 (d, 2.5 Hz, 1H); 7.41 (d, J=3.0 Hz, 2H); 7.39 (d, J=2.5 Hz, 2H); 7.34 (d, J=8.5 Hz, 2H); 5.90 (d, J=7.0 Hz, 1H); 3.61 (m, 2H); 3.29 (m, 1H); 2.63 (m, 2H); 2.62-1.77 (m, 1H); 1.62-1.55 (m, 1H); 1.15-1.08 (m, 2H); 0.76 (t, J=7.2 Hz, 3H); LC3 4.09 min. (M+H)+ 593.

Provenance & Evidence