Ethanone, 1-[8-(phenylmethyl)-2,8-diazaspiro[4.5]dec-2-yl]- synthesis

Yield:870082-42-1 28%

Reaction Conditions:

with pyridine at 20; for 2 h;

Steps:

intermesiate 12A; 1-benzyl-4-spiro-(1-pyrrolidin-3-yl)ethanon)piperidine

To a solution of 1-benzyl-4-spiro-(3-pyrrolidino)piperidine (0.5 g, 2.2 mmol) dissolved in pyridine (5 mL) was added acetyl chloride (0.17 mL, 2.4 mmol). The mixture was stirred at room temperature for 2 hours then concentrated. The residue was partitioned between ethyl acetate and water. The organic phase was washed with water, then brine, dried (Na₂SO₄), filtered, and concentrated to provide the desired product as a brown oil (0.168 g, 28% yield). ¹H NMR (300 MHz, CDCl₃) δ 7.30-7.19 (5H, m), 3.51-3.42 (4H, m), 3.29-3.16 (2H, m), 2.59-2.21 (4H, m), 2.00 (3H, s), 180-1.67 (2H, m), 1.58-1.52 (4H, m). LCMS (M+H) calcd for C₁₇H₂₅N₂O: 273.19; found: 273.31.

References:

US2005/261322,2005,A1 Location in patent:Page/Page column 24