Category: 2770-11-8

2770-11-8, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 2770-11-8 as follows.

Preparation of {4-[2-(4-chlorophenoxy)phenylamino]-piperidin-l-yl}- cyclohexylmethanone STX1702 C24H29ClN2O2, MW: 396.9785 EPO To a solution of 2-(4-chlorophenoxy)phenylamine (100 mg, 0.49 mmol), 1- cyclohexanecarbonyl-4-piperidone (154 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). Further l-cyclohexanecarbonyl-4-piperidone (50 mg, 0.24 mmol) was added and this reaction mixture was again heated at 1000C for 10 minutes in the 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 dried (MgSO4), filtered and concentrated in vacuo and purification by flash chromatography proceeded (eluant: 8:2 hexane: ethyl acetate) to provide the title compound as a transparent oil (58 mg, 30%). 1H NMR (270 MHz, CDCl3): delta 1.12-1.89 (12H, m, 12 x CH), 2.03-2.16 (2H5 m, 2 x CH)3 2.40-2.46 (IH, m, CH), 2.83 (2H, ‘t’, J= 11.1 Hz, CH2), 3.15 (IH, ‘t J= 12.4 Hz, CH), 3.49-3.54 (IH, m, CH), 3.83 (IH, bd, J= 13.9 Hz, CH), 4.0 (IH, s, CH)5 4.42 (IH, d, J= 14.1 Hz, NH)5 6.60-6.66 (IH, td5 J= 1.2, 1.5, 7.8 Hz, ArH)5 6.73-6.77 (IH5 dd5 J = 1.2, 8.2 Hz, ArH), 6.78-6.82 (IH, dd, J = 1.2, 7.9 Hz, ArH), 6.84-6.91 (2H, m, ArH)5 7.00- 7.06 (IH5 td, J = 1.5, 0.8, 7.5 Hz, ArH), 7.19-7.26 ppm (2H, m, ArH). 13C NMR (67.93 MHz, CDC13): delta 26.0, 29.4, 29.6, 32.2, 33.3, 40.5, 44.1, 49.9, 112.2, 117.2, 118.8, 119.6, 125.3, 127.9, 129.8, 138.9, 143.0, 156.1, 174.6 ppm LCMS: M+H: 413.47 HPLC: 100% (retention time 3.210 min, isocratic 90% acetonitrile : 10% water, 1 ml/min).

According to the analysis of related databases, 2-(4-Chlorophenoxy)aniline, the application of this compound in the production field has become more and more popular.

Reference:
Patent; STERIX LIMITED; WO2007/3934; (2007); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 2770-11-8, name is 2-(4-Chlorophenoxy)aniline, its 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. 2770-11-8

General procedure: A mixture of NaOH solution (2 molL-1, 20mL), 1,4-dioxane (2 mL) and compound 4 (5 mmol) was dissolved and cooled to 0 C in an ice bath. While stirring the mixture, compound 14, 15 or 16 was added slowly. Afterwards, the mixture was stirred for another 5h at room temperature. The mixture was then extracted with ethyl acetate, and the solvent was removed in vacuum. The crude product was purified by column chromatography on silica gel to give compounds 17a-17i, 18a-18i or 19a-19i in yields of 30-73%. All the compounds were list in Table1 and the spectral parameters for 1H NMR, IR and MS were as follows.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 2770-11-8.

Reference:
Article; Wen, Fang; Jin, Hong; Tao, Ke; Hou, Taiping; European Journal of Medicinal Chemistry; vol. 120; (2016); p. 244 – 251;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

2770-11-8, Adding a certain compound to certain chemical reactions, such as: 2770-11-8, name is 2-(4-Chlorophenoxy)aniline, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2770-11-8.

General procedure: A mixture of NaOH solution (2 molL-1, 20mL), 1,4-dioxane (2 mL) and compound 4 (5 mmol) was dissolved and cooled to 0 C in an ice bath. While stirring the mixture, compound 14, 15 or 16 was added slowly. Afterwards, the mixture was stirred for another 5h at room temperature. The mixture was then extracted with ethyl acetate, and the solvent was removed in vacuum. The crude product was purified by column chromatography on silica gel to give compounds 17a-17i, 18a-18i or 19a-19i in yields of 30-73%. All the compounds were list in Table1 and the spectral parameters for 1H NMR, IR and MS were as follows.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-(4-Chlorophenoxy)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wen, Fang; Jin, Hong; Tao, Ke; Hou, Taiping; European Journal of Medicinal Chemistry; vol. 120; (2016); p. 244 – 251;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

2770-11-8, These common heterocyclic compound, 2770-11-8, name is 2-(4-Chlorophenoxy)aniline, its 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.

A solution of 2-(4-chloro-phenoxy)-phenylamine (100 mg, 0.46 mmol) and 7V-(2-formyl- phenyl)-acetamide (74 mg, 0.46 mmol) in anhydrous DCM (5ml) was stirred at r.t. and to this was added MgSO4 (550 mg, 4.6 mmol) and the resulting mixture stirred for a further18h at r.t. The mixture was then filtered and the solid was washed with DCM. The filtrate was then evaporated to dryness to yield the desired product. The product was identified by NMR, as no CHO peak was visible in the 1H NMR and it had been replaced with an imine peak. The product was used crude in all following experiments.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 2770-11-8.

Reference:
Patent; STERIX LIMITED; WO2009/66072; (2009); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics