Downstream synthetic route of 1187173-43-8

1187173-43-8, 1187173-43-8 2,7-Diazaspiro[4.5]decan-1-one hydrochloride 45074126, apiperidines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1187173-43-8,2,7-Diazaspiro[4.5]decan-1-one hydrochloride,as a common compound, the synthetic route is as follows.

To a solution of 2,7-diazaspiro[4.5]decan-1 -one hydrochloride (0.572 g, 3 mmol) and triethylamine (0.836 mL, 6.00 mmol) in dichloromethane (15 mL), cooled in an ice- water bath, was added 3-bromo-5-(trifluoromethyl)benzenesulfonyl chloride (0.971 g, 3.00 mmol). The reaction was allowed to warm to room temperature and stirred for 18 hours. The reaction was diluted with dichloromethane (35 mL), washed with water (30 mL), passed through a hydrophobic frit and reduced in vacuo. The residue was purified by silica chromatography (Biotage SP4) eluting with 60% EtOAc in iso- hexanes (3 column volumes), a gradient from 60 – 100% EtOAc (over 9 column volumes) then EtOAc (3 column volumes) to yield 7-{[3-bromo-5- (trifluoromethyl)phenyl]sulfonyl}-2,7-diazaspiro[4.5]decan-1 -one (798 mg, 1 .808 mmol, 60% yield) as a white solid. 1 H NMR (400 MHz, CHLOROFORM-d) delta ppm 1 .61 – 1 .88 (m, 4 H) 2.01 – 2.1 1 (m, 1 H) 2.35 (td, J=1 1 .37, 3.45 Hz, 1 H) 2.43 (td, J=8.69, 4.1 1 Hz, 1 H) 2.48 (dd, J=1 1 .48, 0.96 Hz, 1 H) 3.34 – 3.50 (m, 2 H) 3.57 (dt, J=1 1 .51 , 1 .78 Hz, 1 H) 3.89 (dd, J=1 1 .65, 1.56 Hz, 1 H) 5.77 (br. s., 1 H) 7.89 – 7.92 (m, 1 H) 7.99 (d, J=0.55 Hz, 1 H) 8.04 (t, J=1.45 Hz, 1 H). MS ES+ve m/z 441 (M+H).

1187173-43-8, 1187173-43-8 2,7-Diazaspiro[4.5]decan-1-one hydrochloride 45074126, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; CONVERGENCE PHARMACEUTICALS LIMITED; GLEAVE, Robert James; HACHISU, Shuji; PAGE, Lee William; BESWICK, Paul John; WO2011/141728; (2011); A1;,
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