Application of 2770-11-8,Some common heterocyclic compound, 2770-11-8, name is 2-(4-Chlorophenoxy)aniline, molecular formula is C12H10ClNO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Preparation of 1- {4- [2-(4-chIorophenoxy)phenylamino] -piperidin-1 -yl}-2- methylpropan-1-one STX1701 C21H25ClN2O2, MW: 372.8939To a solution of 2-(4-chlorophenoxy)phenylamine (100 mg3 0.45 mmol), l-isobutyryl-4- piperidone (144 mg, 0.735 mmol) and acetic acid (147 mg, 2.45 mmol) in DCE (1.5 ml) was added sodium triacetoxyborohydride (260 mg, 1.23 mmol). This solution was then heated at 1000C for 15 minutes in a CEM discover microwave (fixed hold time set to on).The reaction mixture was then quenched with saturated aqueous sodium bicarbonate solution (5 ml) and extraction with ethyl acetate (3 x 5 ml) followed. The combined organics were concentrated in vacuo and purification by flash chromatography proceeded(eluant: 8:2 hexane: ethyl acetate) to provide the title compound as a transparent oil (44 mg, 26%). 1HNMR (270 MHz, CDCl3): delta 1.10 (6H, d, J= 6.7 Hz, CH(CH3)2), 1.25-1.35(2H, m, 2 x CH), 2.03-2.27 (2H, m, 2 x CH), 2.76-2.85 (2H, m, 2 x CH)3 3.18 (IH, t, J=11.4 Hz, CH), 3.48-3.60 (IH, m, CH), 3.83-3.88 (IH, bd, J = 13.9 Hz3 CH)3 3.97-4.12 (IH, m, NH), 4.41-4.46 (IH, bd, J= 13.9 Hz, CH), 6.61-6.67 (IH, td, J- 1.2, 0.7, 7.7 Hz3 EPO
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(4-Chlorophenoxy)aniline, its application will become more common.
Reference:
Patent; STERIX LIMITED; WO2007/3934; (2007); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics