Category: 354814-19-0

Related Products of 354814-19-0,Some common heterocyclic compound, 354814-19-0, name is 5-Amino-2-(trifluoromethyl)benzonitrile, molecular formula is C8H5F3N2, 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.

Intermediate 38: 2-{[3-Cyano-4-(trifluoromethyl)phenyl]amino}-2-oxoethyl acetate; Triethylamine (1.09 g, 10.8 mmol) was added to a stirred solution of 5-amino-2- (trifluoromethyl)benzonitrile (Intermediate 37, 1.0 g, 5.37 mmol) in DCM (40 mL), at 0C, and the mixture was stirred for 15 min. Chloro-2-oxoethyl acetate (1.10 g, 8.06 mmol) was added at 0C and the mixture was stirred for 4 h at room temperature. The reaction mixture was diluted with DCM and washed with ice water, and saturated brine solution. The organic layer was dried over anhydrous Na2S04, and concentrated under reduced pressure to afford the crude compound. This was purified by column chromatography (100-200 mesh silica gel), eluting with 20%-40% EtOAc/pet. ether to give the title compound (1.1 g).MS ES+ve m/z 285 (M-H).1H NMR (400 MHz, Chloroform-d) delta ppm 2.26 (s, 3 H), 4.76 (s, 2 H), 7.72-7.82 (m, 1 H), 7.90-8.00 (m, 1 H), 8.08-8.18 (m, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Amino-2-(trifluoromethyl)benzonitrile, its application will become more common.

Reference:
Patent; CONVERGENCE PHARMACEUTICALS LIMITED; BESWICK, Paul John; GLEAVE, Robert James; HACHISU, Shuji; VILE, Sadie; BERTHELEME, Nicolas; WARD, Simon E; WO2012/4604; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 354814-19-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 354814-19-0 name is 5-Amino-2-(trifluoromethyl)benzonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Method 6; To a solution of 5-amino-2-trifluoromethylbenzonitrile (380 mg, 2.04 mmol) in pyridine (5 mL) was added 2-trifluoromethylbenzenesulfonyl chloride (500 mg, 2.04 mmol) and DMAP (25 mg, 0.204 mmol). The reaction mixture was stirred at room temperature for 48 hours. The reaction was quenched by the addition of 2M HCI (aq) (50 mL) and the mixture extracted into EtOAc (50 mL). The organic layer was collected, washed with 2M HCI (aq) (50 mL) and concentrated in vacuo. The residue was purified using reverse phase chromatography eluting with 10-60% (0.1 % ammonium hydroxide in MeCN) in water to afford the title compound as a colourless solid (318 mg, 40%). 1H NMR (400M Hz, CDCI3): delta ppm 7.19 (d, 1 H), 7.40 (d, 1 H), 7.56 (d, 1 H), 7.62 (d, 1 H), 7.64-7.78 (m, 2H), 7.91 (dd, 1 H), 8.20 (dd, 1 H). MS m/z 393 [M-H]-

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Amino-2-(trifluoromethyl)benzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER LIMITED; OWEN, Robert McKenzie; STORER, Robert Ian; (82 pag.)WO2016/34971; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts