Category: 72115-09-4

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 72115-09-4, name is 5-Amino-2-bromobenzonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 5-Amino-2-bromobenzonitrile

Step A: tert-Butyl 2-(4-amino-2-cyanophenyl)acetate: To a solution of 5-amino-2- bromobenzonitrile (400 mg, 2.03 mmol) in THE (8 mL) were added Pd2(dba)3 (149 mg, 0.162 mmol), X-Phos (116 mg, 0.244 mmol). The reaction mixture was degassed and filled with nitrogen, followed by addition of 2-(tert-butoxy)-2-oxoethyzink chloride (10.15 mL, 5.08 mmol). The reaction mixture was heated at 60 C overnight, cooled to RT, quenched with satNH4C1, and extracted with EtOAc. The organic layer was washed with brine, dried over Na2SO4, and concentrated. The residue was purified with preparative TLC (1500 uM, hex/EA=7/3) to give tert-butyl 2-(4-amino-2-cyanophenyl)acetate.LCIMS: [(M+23)] = 255.2

The synthetic route of 72115-09-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; DEJESUS, Reynalda, Keh; FRIE, Jessica, L.; PIO, Barbara; TANG, Haifeng; WALSH, Shawn, P.; WO2014/99633; (2014); A2;,
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Synthetic Route of 72115-09-4, The chemical industry reduces the impact on the environment during synthesis 72115-09-4, name is 5-Amino-2-bromobenzonitrile, I believe this compound will play a more active role in future production and life.

Step-1 : Synthesis of tert-butyl (4-bromo-3-cvanophenyl)carbamate. Di-tert-butyl dicarbonate (1.14g, 4.8mmol) was added to a solution of 5-amino-2- bromobenzonitrile (0.8g, 4mmol) and DMAP (0.58g, 4.8mmol) in DCM (20mL) and the resulting reaction mixture was stirred for 8h at room temperature. After completion of reaction, the reaction mixture was diluted with ice cold water and extracted with DCM (3×50 mL). The combined organic phase was washed with brine, dried over sodium sulphate, filtered and concentrated under reduced pressure. The residue was purified by 100-200 mesh silica column by eluting with 15% ethyl acetate -hexane to afford the title compound (lg, 83%). LCMS: m/z = 297.15 (M+H)+.

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, 5-Amino-2-bromobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; SAMAJDAR, Susanta; PODDUTOORI, Ramulu; MUKHERJEE, Subhendu; GOSWAMI, Rajeev; (174 pag.)WO2016/142855; (2016); A2;,
Nitrile – Wikipedia,
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These common heterocyclic compound, 72115-09-4, name is 5-Amino-2-bromobenzonitrile, 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. Formula: C7H5BrN2

5-amino-2-bromobenzonitriie (5.0 g, 25.4 mmoi), cyciopropyiboronic acid (4.36 g, 50.8 mmoi), cs2co3 (49.62 g, 152.3 mmoi), and tricyciohexyiphosphine (2.85 g, 10.2 mmoi) were weighed out and added to a large reaction tube with magnetic stir bar. Toiuene (120 mL) and water (40 mL) were added, and the reaction was subjected to yigorous sub-surface nitrogen sparging. Pd(OAc)2 (1.14 g, 5.1 mmoi) was weighed out and added, the tube was sealed under nitrogen, and the reaction was heated oyernight at 110 c. This was then filtered with water and ethyi acetate washings. The combined washings were treated with saturated aqueous NaHcO3 and the iayers were separated. The aqueous was extracted 4 more times with ethyi acetate, and the combined organie iayer was washed twice with brine and dried oyer sodium suifate. After filtration, concentration, and drying on the high yacuum, 7.65 g was obtained of 5-amino-2- cyciopropyibenzonitriie containing tricyciohexyiphosphine deriyed byproducts. This was used without further purification.

The synthetic route of 5-Amino-2-bromobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; MCMURTRIE, Darren; KOLLURI, Rao; MASUDA, Esteban; TSO, Kin; ALVAREZ, Salvador; HECKRODT, Thilo; HOLLAND, Sacha; KELLEY, Ryan; DUNCTON, Matthew; SINGH, Rajinder; WO2014/89112; (2014); A1;,
Nitrile – Wikipedia,
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Application of 72115-09-4, These common heterocyclic compound, 72115-09-4, name is 5-Amino-2-bromobenzonitrile, 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.

5-Amino-2-bromobenzonitrile (500 mg, 2.54 mmol), 4-(4,4,5,5-tetramethyl-1 ,3,2- dioxaborolan-2-yl)-3,6-dihydro-2H-pyran (559 mg, 2.67 mmol) and potassium carbonate (701 mg, 5.08 mmol) were dissolved in DME (10 mL) and water (5 mL). The reaction mixture was degassed under a stream of nitrogen before bis(triphenylphosphine) palladium(ll) dichloride (89 mg, 0.13 mmol) was added. The reaction mixture was stirred at 100 C for 2 hours. After this time the reaction was complete and the reaction mixture was cooled to room temperature. Water (15 mL) was added to the reaction mixture and this was extracted with DCM (3 x 10 mL). The combined organics were dried (MgS04), filtered and concentrated under reduced pressure. The crude material was purified by flash chromatography (Si02, EtOAc/heptane 0-100%) to afford 270 mg (50% yield) of the title compound.1H NMR (250 MHz, DMSO-d6) delta [ppm] 2.29 – 2.40 (m, 2H), 3.79 (t, J = 5.4 Hz, 2H), 4.18 (q, J = 2.8 Hz, 2H), 5.59 (s, 2H), 5.82 – 5.96 (m, 1 H), 6.71 – 6.90 (m, 2H), 7.14 (d, J = 8.3 Hz, 1 H).LCMS (Analytical Method A): Rt = 0.92 mins; MS (ESIpos) m/z = 201 (M+H)

The synthetic route of 72115-09-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAeURLE, Stefan; DAVENPORT, Adam, James; STIMSON, Christopher; CARR, James, Lindsay; BUBERT, Christian, Abingdon; MARLIN, Frederic, Jacques; NAGEL, Jens; SCHMIDT, Nicole; ROTGERI, Andrea; IRLBACHER, Horst; (378 pag.)WO2018/114783; (2018); A1;,
Nitrile – Wikipedia,
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