Sodium Bicarbonate → HCID 178489102, compound

Participants

Reaction Steps

A solution of 2-(3,4-dimethoxy-phenyl)-5-(6-methoxy-pyridin-3-yl)-6-methyl-imidazo[2,1-b][1,3,4]thiadiazole (0.028 g, 0.073 mmol, 1 eq) in 25% HCl (0.75 mL) was subjected to microwave irradiation (95° C., 2 h, 200 W). The reaction mixture was cooled to RT, neutralized with NaHCO3 (sat. sol) and extracted with EtOAc and subsequently with CH2Cl2/MeOH (9:1). The organic phase was dried (MgSO4), filtered and concentrated. The crude (0.007 g) was purified by preparative HPLC (RP-C18, ACN/water) affording the desired product (yellowish solid, 0.005 g, 19%). HPLC-MS: (5-100% B in 8 min, 0.8 mL/min, 50° C.): tR=3.94 min, [M+H]+ m/z 369.1; 1H NMR (300 MHz, CDCl3) δ/ppm 12.94 (s, 2H), 7.82 (dd, J=9.5, 2.5, 1H), 7.72 (d, J=2.2, 1H), 7.34 (dd, J=8.3, 2.0, 1H), 7.30 (d, J=2.0, 1H), 6.88 (d, J=8.4, 1H), 6.69 (d, J=9.5, 1H), 3.92 (s, 3H), 3.89 (s, 3H), 2.40 (s, 3H).

Provenance & Evidence