Sodium Sulfate → HCID 53258906, compound

Participants

Reaction Conditions

Reaction Steps

5-(6-Chloro-1H-indole-3-yl sulfonyl)-2-methyl phenyl amine [obtained from preparation 1, Step (v)](600 mg, 1.87 mmol) was added to a 100 mL three necked round bottomed flask, followed by the addition of 1-methyl-4-piperidone (423 mg, 3.74 mmol), sodium sulfate (2.6 grams, 18.7 mmol) and acetic acid (12 mL). The reaction mass was stirred for 4 hours at room temperature (30° C.). Then sodium tri acetoxy borohydride (1.18 grams, 5.61 mmol) was added to the reaction mass at 20-25° C. in 5 minutes. This reaction mixture was further stirred over night at room temperature. The reaction mixture was then quenched into 100 mL water, basified to pH 9 with 50% aqueous sodium hydroxide solution under cooling (10° C.) and extracted the product with ethylacetate (4×50 mL). The combined organic layer was washed with saturated brine solution (2×50 mL), dried over anhydrous sodium sulfate, filtered and concentrated under vacuum to obtain oily mass. The technical product was further purified by column chromatography using ethylacetate and methanol as an eluents to obtain 0.31 grams of the title product.

Provenance & Evidence