Sodium Sulfide → HCID 44132888, compound

Participants

Reaction Steps

100 mg (0.275 mmol) of the compound from Example 9A were dissolved in 0.55 ml of DMF, 25 mg (0.329 mmol) of sodium sulfide were added and the mixture was stirred at RT overnight. The reaction solution was then diluted with 1 ml of DMF, 74 mg (0.302 mmol) of 4-(chloromethyl)-2-(4-chlorophenyl)-1,3-thiazole and 69 mg (0.825 mmol) of sodium bicarbonate were added and the mixture was stirred at RT for 45 min. Water was added to the reaction mixture. The precipitate formed was triturated with THF/Methanol (5 ml/2 ml) and then filtered off. This gave 21 mg (15% of theory) of the product as a solid. For further purification, the filtrate was purified by preparative HPLC (Chromasil, water/acetonitrile+0.1% TFA). This gave another 70 mg (50% of theory) of the product.

Provenance & Evidence