Category: 114897-91-5

Related Products of 114897-91-5,Some common heterocyclic compound, 114897-91-5, name is 2-(4-Bromo-2-fluorophenyl)acetonitrile, molecular formula is C8H5BrFN, 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.

To a solution of Mel (3.2 mL, 49.3 mmol) in anhydrous DMF (82 mL) at 0 C. was added NaH (60%, 2.0 g), followed by (4-bromo-2-fluorophenyl)acetonitrile (3.5 g, 16.4 mmol). The mixture was slowly warmed up to room temperature and stirred for 3 hours. The reaction was quenched by the addition of saturated NH4Cl and extracted with EtOAc (3×150 mL). The combined organic extracts were washed with brine, dried with Na2SO4 and evaporated to dryness. The mixture was purified by flash column chromatography (0-20% EtOAc in hexanes) to give the product (3.0 g, 77% yield). 1H NMR (300 MHz, CDCl3) delta: 1.78 (s, 6H), 7.26-7.42 (m, 3H).

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-Bromo-2-fluorophenyl)acetonitrile, its application will become more common.

Reference:
Patent; Agouron Pharmaceuticals, Inc.; US2005/176701; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 114897-91-5,Some common heterocyclic compound, 114897-91-5, name is 2-(4-Bromo-2-fluorophenyl)acetonitrile, molecular formula is C8H5BrFN, 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.

Step B: 4-Bromo-2-fluoro-phenyl-acetic acid(4-Bromo-2-fluoro-phenyl)-acetonitrile (41.4 g, 174 mmol) (21.2 g, 99.1 mmol) was suspended in 30% aq. HCI (200 ml.) and heated to reflux for 20 hours. After cooling to room temperature, the solids were collected by filtration, washed with water and allowed to dry in open air. The solids were azeotroped with toluene under reduced pressure to remove the final traces of water, yielding the title compound as a solid (21 .7 g, 89 mmol, 94%).1 H-NMR (CD3OD, 300 MHz): 3.68 (s, 2H); 7.20-7.4 (m, 3H)

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-Bromo-2-fluorophenyl)acetonitrile, its application will become more common.

Reference:
Patent; PFIZER INC.; BROWN, Matthew Frank; MARFAT, Anthony; MELNICK, Michael Joseph; REILLY, Usa; WO2011/45703; (2011); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 114897-91-5, 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 114897-91-5 as follows.

Step (2) Preparation of N’-Hydroxy-2-(4-bromo-2-fluorophenyl)ethanimidamide Hydroxylamine hydrochloride (8.93 g, 128.5 mmol), was added in one portion to a solution of sodium methoxide, freshly prepared from sodium (2.96 g, 128.5 mmol) in methanol (200 mL). The resulting mixture was stirred 1 hour at room temperature, during which a precipitate was formed. 4-Bromo-2-fluorophenylacetonitrile (11.0 g, 51.4 mmol) was added and the resulting mixture heated to reflux for 20 hours. A white solid was removed by filtration of the hot mixture and discarded. The filtrate was concentrated to a volume of 100 mL to give a precipitate which was washed with water, followed by 5% EtOAc/hexanes. A second crop was obtained from the filtrate upon further concentration. The two crops were combined and dried in vacuo to give the product as a white crystalline solid (10.4 g, 82%) of sufficient purity for use in the subsequent reaction. NMR (DMSO-d6): delta 8.99 (s, 1H), 7.44 (dd, J1 =9.2 Hz, J2 =1.3 Hz, 1H), 7.32 (m, 2H), 5.47 (br s, 2H), 3.30 (s, 2H).

According to the analysis of related databases, 114897-91-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Home Products Corp.; US4895862; (1990); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 114897-91-5, name is 2-(4-Bromo-2-fluorophenyl)acetonitrile, molecular formula is C8H5BrFN, 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. Safety of 2-(4-Bromo-2-fluorophenyl)acetonitrile

To a solution of Mel (3.2 mL, 49.3 mmol) in anhydrous DMF (82 mL) at 0 C was added NaH (60%, 2.0 g), followed by (4-bromo-2-fluorophenyl) acetonitrile (3.5 g, 16.4 mmol). The mixture was slowly warmed up to room temperature and stirred for 3 hours. The reaction was quenched by the addition of saturated NH4CI and extracted with EtOAc (3 x 150 mL). The combined organic extracts were washed with brine, dried with NA2SO4 and evaporated to dryness. The mixture was purified by flash column chromatography (0-20 % EtOAc in hexanes) to give the product (3. 0 g, 77% yield).’H NMR (300 MHz, CDC13) B : 1.78 (s, 6 H), 7.26-7. 42 (m, 3 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 114897-91-5, its application will become more common.

Reference:
Patent; PFIZER INC.; WO2004/74270; (2004); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 114897-91-5,Some common heterocyclic compound, 114897-91-5, name is 2-(4-Bromo-2-fluorophenyl)acetonitrile, molecular formula is C8H5BrFN, 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.

To a solution of Mel (3.2 mL, 49.3 mmol) in anhydrous DMF (82 mL) at 0 C. was added NaH (60%, 2.0 g), followed by (4-bromo-2-fluorophenyl)acetonitrile (3.5 g, 16.4 mmol). The mixture was slowly warmed up to room temperature and stirred for 3 hours. The reaction was quenched by the addition of saturated NH4Cl and extracted with EtOAc (3×150 mL). The combined organic extracts were washed with brine, dried with Na2SO4 and evaporated to dryness. The mixture was purified by flash column chromatography (0-20% EtOAc in hexanes) to give the product (3.0 g, 77% yield). 1H NMR (300 MHz, CDCl3) delta: 1.78 (s, 6H), 7.26-7.42 (m, 3H).

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-Bromo-2-fluorophenyl)acetonitrile, its application will become more common.

Reference:
Patent; Agouron Pharmaceuticals, Inc.; US2005/176701; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

114897-91-5, name is 2-(4-Bromo-2-fluorophenyl)acetonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. name: 2-(4-Bromo-2-fluorophenyl)acetonitrile

(4-Bromo-2-fluoro-phenyl)-acetonitrile (0.255 g, 1.19 mmol), PdCl2(dppf).CH2Cl2 (0.039 g, 0.048 mmol) and N-{2-hydroxy-2-[4(4,4,5,5-tetramethyl-[1,3,2]dioxaboralan-2-yl)phenyl]propyl}-2-propanesulfonamide (0.383 g, 1.0 mmol) are mixed together in dry DMF (30 mL) under N2 at ambient temperature. To this stirred mixture is added 2M Na2CO3 (1.25 mL, 2.5 mmol) and the resulting mixture is heated and stirred at 80 C. for 6 h. The mixture is cooled and poured into EtOAc. The EtOAc is extracted several times with H2O, washed with brine, dried (MgSO4), filtered, and the filtrate evaporated in vacuo. Chromatography on silica gel eluting with EtOAc/hexane gives the intermediate title compound.

The synthetic route of 114897-91-5 has been constantly updated, and we look forward to future research findings.

Reference of 114897-91-5, These common heterocyclic compound, 114897-91-5, name is 2-(4-Bromo-2-fluorophenyl)acetonitrile, 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.

To a solution of 2-(4-bromo-2-fluorophenyl)acetonitrile (397 g, 1.82 mol) in MeOH (500 mL) stirred under N2 at 20 C was added NaOH (2.22 L, 2.5M, 5.56 mol) solution in one charge. The reaction mixture was stirred at 80 C for 5 h. Then the solution wasconcentrated and neutralized with cone. HC1 to pH = 5 with stirring. Then the solution was extracted with EA (1.5 L x 2). Another two batches were prepared following the same procedure. Then the three batches were combined. The combined organic extract was washed with brine, dried over Na2504, filtered and concentrated in vacuo to give the pure 2-(4-bromo-2-fluorophenyl)acetic acid (1200 g, 92%): TLC (PE/EA = 5:1, Rf = 0.2); ?HNIVIR (400 IVIFIz, CDC13) 7.24 (br. s., 1H), 7.12 (t, J 7.9 Hz, 1H), 3.65 (s, 2H).

The synthetic route of 114897-91-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CHEUNG, Mui; CLARK, William M.; EIDAM, Hilary Schenck; LAMEY, Kimberly Anne; THOMAS, James V.; (73 pag.)WO2016/38519; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 114897-91-5,Some common heterocyclic compound, 114897-91-5, name is 2-(4-Bromo-2-fluorophenyl)acetonitrile, molecular formula is C8H5BrFN, 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.

Step 1: 2- (4-BROMO-2-CHLORO-PHENYL)-2-METHYL-PROPIONITRILE (4-BROMO-2-FLUOROPHENYL) ACETONITRILE (1 g, 4.67 mmol) described in step 1 from Example A (97), benzyltriethylammonium chloride (0.02 g, 0.09 mmol) and 1,4-Dibromobutane (1.43 g, 0.79 mmol) were dissolved 50% aqueous NAOH (3 mL) and the resulting mixture was stirred for 3 hours at 50 C. Reaction was quenched with 4N HCI (50 mL extracted with EtOAc. The organic phase was dried over NA2SO4 and evaporated. The crude organic product was purified by flash column chromatography (5% EtOAc in hexanes) to give the product (1.25 g, 100%) as a clear OIL). H NMR (CDCI3) 5 : 1. 93-2. 17 (m, 4 H), 2.50-2. 55 (m, 2 H), 3.42-3. 46 (m, 2H), 7.26-7. 34 (m, 3 H).

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-Bromo-2-fluorophenyl)acetonitrile, its application will become more common.

Reference:
Patent; PFIZER INC.; WO2004/74270; (2004); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 114897-91-5, name is 2-(4-Bromo-2-fluorophenyl)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows., 114897-91-5

MeOH (16MMOL, 0.81 ml), TMSCI (20mmol, 2. 13g) and (4-bromo-2-fluorophenyl) acetonitrile (10MMOL, 2. 13g) were sequentially added to a dry flask under a nitrogen atmosphere at room temperature. The reaction mixture was heated at 50 C for 4 hours. After being cooled to room temperature, water (20MMOL, 0. 36MOI) was added to the mixture, followed by the addition of NA2CO3 (10mmol, 1. 06g) and CH2Cl2 (10ml). Drying over MGSO4 and concentrating at low pressure afforded product (0.85 g, 35% YIELD). H NMR (300 MHz, CDC13) No. : 3.57 (s, 2 H), 3.65 (s, 3H), 7.08 (t, J=8.3 Hz, 1H), 7.16-7. 21 (m, 2H).

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Reference:
Patent; PFIZER INC.; WO2004/74270; (2004); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

114897-91-5, A common heterocyclic compound, 114897-91-5, name is 2-(4-Bromo-2-fluorophenyl)acetonitrile, molecular formula is C8H5BrFN, 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.

(11-2) According to a method similar to Example (8-1), from (4-bromo-2-fluorophenyl)acetonitrile (3.0 g, 14 mmol) obtained in Example (11-1) and 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (3.45 g, 14 mmol), (3-fluoro-4′-hydroxy-1,1′-biphenyl-4-yl)acetonitrile was obtained as a colorless solid (2.9 g, yield: 91%). 1H-NMR (400MHz, MeOH-d4): delta 7.50-7.34 (5H, m), 6.87 (2H, d, J=8.8Hz), 3.92 (2H, s).

The synthetic route of 114897-91-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Daiichi Sankyo Company, Limited; EP1806332; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts