Pyridine → HCID 57852682, compound

Participants

Reaction Steps

To a solution of 11-(2-Hydroxy-ethyl)-6,11-dihydro-5-thia-11-aza-benzo[α]fluorene-6-carboxylic acid diethylamide (iv) (100 mg, 0.26 mmol) in anhydrous dichloromethane 3 ml was added toluenesulfonyl chloride (100 mg, 0.52 mmol) and pyridine (0.2 ml, 2.6 mmol) at 0° C. under nitrogen. The reaction mixture was then stirred at room temperature for 48 hours. After quenched with 20 ml water, the mixture was extracted with dichloromethane 2×20 ml. The organic was dried (MgSO4) and removed in vacuo. The residue was purified by flash column chromatography over silica using a gradient 20% mixture of ethyl acetate and hexane to 40% ethyl acetate as eluant. Appropriate fractions were combined and the solvent was removed in vacuo to give the product 11-(2-Tosyloxy-ethyl)-6,11-dihydro-5-thia-11-aza-benzo[α]fluorene-6-carboxylic acid diethylamide (Compound 10P) as a white solid 98 mg. Yield 48%.

Provenance & Evidence