Potassium Carbonate → HCID 59300922, compound

Participants

Reaction Steps

Analogously to general procedure (I) N-(3,3-dimethyl-6-nitro-2-oxo-2,3-dihydro-1H-indol-5-yl)-acetamide (3.62 g) is alkylated using 4-chloromethyl-thiazole hydrochloride (2.62 g; 15.4 mmol) and K2CO3 (4.41 g; 31.2 mmol) at 50° C. for 3 days. After aqueous work-up and purification by chromatography (SiO2; cyclohexan/EtOAc gradient) the pure material (3.80 g) is de-acetylated in MeOH (100 ml) using DBU (1.6 ml) at 70° C. in 1.5 h. After aqueous work-up 5-amino-3,3-dimethyl-6-nitro-1-thiazol-4-ylmethyl-1,3-dihydro-indol-2-one (3,37 g) is obtained and used without further purification.

Provenance & Evidence