Water → 5-(5-methoxy-1,3-benzothiazol-2-yl)-N-methylpyridin-2-amine

Participants

Reaction Conditions

Reaction Steps

6-Methoxy-1,3-benzothiazole (60 mg, 0.36 mmol) and 6-bromopyridin-3-amine (76 mg, 0.44 mmol) were reacted according to the procedure used for the preparation of 2-(2-methoxypyrimidin-5-yl)-1,3-benzothiazole with the exception that the reaction was heated at 170° C. in a microwave reactor for 1.5 h. Water and EtOAc were added and the mixture was filtered. The phases of the filtrate were separated and the aqueous layer was extracted with EtOAc (3×). The organic phase was washed with brine, dried (MgSO4) and concentrated under vacuum. Purification by flash chromatography (Heptan/EtOAc) followed by preparative HPLC gave the title compound (22 mg) as an off-white solid. 1H NMR (CHLOROFORM-d) δ 8.16-8.11 (m, 2H) 7.91 (d, 1H) 7.38 (d, 1H) 7.11-7.05 (m, 2H) 4.01 (br s, 2H) 3.91 (s, 3H); MS m/z (M+H) 258.

Provenance & Evidence