2675-89-0, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 2675-89-0, name is 2-Chloro-N,N-dimethylacetamide, This compound has unique chemical properties. The synthetic route is as follows.
Step 1To an ice-cooled solution of 2-chloro-N,N-dimethyl-acetamide (10 mL, 97.5 mmol) was added POCl3 (14 mL, 149.5 mmol). The clear mixture was stirred at room temperature for 20 min. 5,6- dihydro-4H-pyrrolo[3,2,l-ij]quinoline (10.20 g, 65.0 mmol, for preparation see WO06086486A1) was added. The mixture was stirred at 80 0C for two hours. The mixture was poured on to ice (200 mL) and dichloromethane (300 mL). Aqueous sodium hydroxide was added to adjust to pH>12. The dichloromethane layer was separated, washed with water (300 mL), dried over Na2SOzI, filtered and evaporated to give a dark solid. The solid was dissolved into DCM and purified by silica gel column chromatography (eluent: 0% to 1% EtOAc in DCM). 2-Chloro- 1 -(5,6-dihydro-4H-pyrro Io [3,2,1 – ij]quinolin-l-yl)-ethanone was obtained as an off-white solid (10.82 g, 71%) after tituration with EtOAc. M.p.= 118-1 19 0C; 1H NMR (400 MHz, CDCl3) delta: 8.00 (d, J= 8.0 Hz, IH), 7.82 (s, IH), 7.23 (m, IH), 7.03 (d, J= 7.2 Hz, IH), 4.51 (s, 2H), 4.21 (t, J= 6.0 Hz, 2H), 3.01 (t, J= 6.0 Hz, 2H), 2.27 (m, 2H). LCMS: m/e 234.03 [M+H].
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Reference:
Patent; ARQULE, INC.; WO2009/2806; (2008); A1;,
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