Acetic Acid → N-{6-[4-(Cyclohexylmethyl)piperazin-1-yl]pyridin-3-yl}-4-isopropylbenzenesulfonamide hydrochloride

150 mg (0.42 mmol) of 4-isopropyl-N-(6-piperazin-1-yl-pyridin-3-yl)-benzenesulfonamide from Example 7 and 51 mg (0.46 mmol) of cyclohexanealdehyde were dissolved in 5 ml of dichloromethane and 40 μl (0.62 mmol) of glacial acetic acid under a nitrogen atmosphere. 133 mg (0.63 mmol) of sodium trisacetoxyborohydride were then added. The mixture was stirred at room temperature for 90 minutes and, after that, the solvent was evaporated down to dryness. The resulting residue was taken up in water and this mixture was made to pH>11 with a 1N aqueous solution of sodium hydroxide. After that, the aqueous reaction mixture was extracted with diethyl ether. After the organic phase had been dried over sodium sulfate and the solvent had been filtered and evaporated down to dryness, the resulting residue was converted into the hydrochloride with ethereal hydrochloric acid, resulting in 156 mg (76% of theory) of the title compound.

1. customafter that, the solvent was evaporated down to dryness
2. extractionAfter that, the aqueous reaction mixture was extracted with diethyl ether
3. dry with materialAfter the organic phase had been dried over sodium sulfate
4. filtrationthe solvent had been filtered
5. customevaporated down to dryness

ORD 기록

ord-ad058d1174e043198e190b8133be1368

출처 데이터셋

uspto-grants-2008_01

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US07320979B2