Potassium Carbonate → HCID 70163829, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of the product from Step A (137 mg, 0.28 mmol), 2-mercapto-5-methyl-1,3,4-thiadiazole (37 mg, 0.28 mmol), and potassium carbonate (77 mg, 0.56 mmol) in DMF (15 mL) was stirred at 50° C. for 17 h. The reaction mixture was cooled to room temperature and diluted with EtOAc. The organic solution was washed with sat'd aq NaHCO3, sat'd aq NaCl, dried and concentrated. The crude residue was purified using SiO2-gel chromatography using 50% EtOAc/hexanes to yield the desired product as a yellow solid. API-MS: 546 (M+1). 1H NMR (300 MHz, CDCl3): d 7.8 (d, 1 H), 7.4 (t, 1 H), 7.2 (d, 1 H), 4.95 (s, 2 H), 4.1 (t, 2 H), 4.0 (s, 3 H), 2.75 (s, 3 H), 2.8 (t, 3 H), 1.8-1.0 (m), 1.45 (s, 9 H).

Provenance & Evidence