Category: 327056-73-5

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. 327056-73-5, name is 3-Chloro-5-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 3-Chloro-5-fluorobenzonitrile

Step 3: 3-Chloro-5-{[5-chloro-l-(4-methoxybenzyl)-lH-l,2,3-benzotriazol-4- yl]oxy}benzonitrile; A stirred suspension of 5 -chloro-l-(4-methoxybenzy I)- IH- 1,2, 3 -benzotriazol-4-ol (0.050 g, 0.173 mmol), 3-fluoro-5-chloro-benzonitrile (0.081 g, 0.518 mmol) and cesium carbonate (0.068 g, 0.207 mmol) in NMP (1.5 mL) was heated at 1400C for 72 hours. The reaction mixture was then quenched with aqueous ammonium chloride (25 mL) and extracted with dichloromethane (2 x 100 mL). The combined extracts were concentrated under reduced pressure. The resulting residue was subjected to reverse phase chromatography (5-95% MeCN/H2theta, 0.1% TFA). The product fractions were combined and extracted with dichloromethane (2 x 100 mL). The combined extracts were dried over MgSO4, filtered and concentrated under reduced pressure to yield the title product. lH NMR (DMSO dbeta) delta 7.90- 7.88(m, IH), 7.80(s, IH), 7.79-7.75(m, IH), 7.60-7.55(m, 2H), 7.40-7.35(d, J-6.9Hz, 2H), 6.95- 6.88 (m, 2H), 5.80(s, 2H), 3.71(s, 3H).

According to the analysis of related databases, 327056-73-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2008/76223; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 327056-73-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 327056-73-5, name is 3-Chloro-5-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 3: 3-chloro-5-(2-chloro-3-fluoro-5-methoxyphenoxy)benzonitrile (50-4); Under a nitrogen atmosphere, 2-chloro-3-fluoro-5-methoxyphenol (50-2) (6.7 g, 37.9 mmol) was diluted in NMP (40 mL, 0.95 M). To this solution Cs2CO3 (24.73 g, 76 mmol) was added and the reaction was allowed to stir at room temperature for 5 minutes. Then, 3-chloro-5-fluorobenzonitrile (11.81 g, 76 mmol) was added to the reaction and it was then heated to 120 C. After 2 hours the reaction was cooled to room temperature and then diluted with EtOAc (40 mL). It was partitioned with water (20 mL) and then extracted with EtOAc (3×30 mL). The organic extracts were then washed with water (3×20 mL) and brine (1×20 mL), dried over sodium sulfate and concentrated. Silica gel chromatography (1%-15% EtOAc/Hexanes) gave 3-chloro-5-(2-chloro-3-fluoro-5-methoxyphenoxy)-benzonitrile (50-4) (10.4 g, 88%).

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, 3-Chloro-5-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Saggar, Sandeep A.; Sisko, John T.; Tucker, Thomas J.; Tynebor, Robert M.; Su, Dai-Shi; Anthony, Neville J.; US2007/21442; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 327056-73-5, These common heterocyclic compound, 327056-73-5, name is 3-Chloro-5-fluorobenzonitrile, 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.

Step A. JV-(4- {(Iff): 1 :[(R)-[3-(Aminocarbonyl)-5-chlorophenoxy](4-chlorophenyl)methyl]” 4,414-trifluorobutyUbenzoyl)-beta-alanineSodium tert-butoxide (92 mg, 0.96 mmol) was added to a solution of 3-chloro-5- fluorobenzomtrile (67.9 mg, 0.359 mmol) and N-(4-{(1R)-l-[(R)~(4- chlorophenyl)(hydroxy)methyl]-4s4,4-trifluorobulyl}benzoyl)-beta-alanine (prepared using the procedures from INTERMEDIATE 1 and the saponification step of EXAMPLE I, 100 mg, 0.239 mmol) in DMF (3 mL), then the resulting brown mixture was stirred at 80 0C for 16 hours. The mixture was diluted with EtOAc, then washed with 2 N HCl (aq), then washed twice with water. The organic layer was then concentrated, and the resulting yellow residue was purified by reverse phase HPLC eluting with 30-100% MeCN/water + 0.1% TFA. Following lyophilization, this afforded the title compound. LC3 3.35 min. (M+H)+ 577.

The synthetic route of 327056-73-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP &; DOHME CORP.; KATS-KAGAN, Roman; STEVENSON, Christian, P.; LIAO, Xibin; FU, Qinghong; PARMEE , Emma, R.; LIN, Songnian; WO2010/98948; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 327056-73-5, The chemical industry reduces the impact on the environment during synthesis 327056-73-5, name is 3-Chloro-5-fluorobenzonitrile, I believe this compound will play a more active role in future production and life.

EXAMPLE 2 ^_(4-{(lJR)-14(R)-(3-CHLORO-5-CYANOPHENOXY)(4- CHLOROPHENYL)METHYL]BUTYL}BENZOYL)~beta-ALANINETo a solution of INTERMEDIATE 1 (100 mg, 0.239 mmol) and 3-chloro-5- fluorobenzonitrile (40.9 mg, 0.263 mmol) in DMF (2 mL) was added potassium tert-butoxide (107 nig, 0.957 mmol), then the resulting mixture was allowed to stir at 120 0C for 16 hours. After being allowed to cool to RT, the mixture was diluted with 2 N HCl (aq) then extracted with EtOAc. The organic layer was washed twice with water then concentrated. The resulting yellow residue was purified by preparative reverse phase HPLC eluting with 30-100% CHaCN/water + 0.1% TFA. Following lyophilization, this afforded the title compound as a white solid. 1H NMR (500 MHz, CD3OD): 6 7.70 (d, J – 8.5 Hz, 2 H); 7.34 (d, J = 8.5 Hz, 2 H); 7.30 (d, J = 8.0 Hz, 2 H); 7.25 (d, J – 8.5 Hz, 2 H); 7.20 (s, 1 H); 7.09 (s, 1 H); 7.06 (s, 1 H); 5.55 (d, J = 6.5 Hz, 1 H); 3.61 (t, J = 7.0 Hz, 2 H); 3.16 (m, 1 H); 2.62 (t, J = 7.0 Hz, 2 H); 1.80 (m, 1 H); 1.54 (m, 1 H); 1.11-1.07 (m, 2 H); 0.78 (t, J = 7.2 Hz, 3 H); LC3 3.93 min. (M+H)+ 523.

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, 3-Chloro-5-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Application of 327056-73-5, 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 327056-73-5 as follows.

Preparation 23: 3-Chloro-5-[2-methoxy-5-(trifluoromethoxy)phenoxylbenzonitrile To a solution of the compound of preparation 22 (270mg, 1.30mmol) in DMF (5mL) was added cesium carbonate (551 mg, 1.69mmol) at rt. The reaction mixture was stirred for 5 min and the compound from preparation 37 (1.69mmol, 263mg) was added. The mixture was then heated at 85 0C for 3h and cooled to rt. Brine was added followed by water and the aqueous phase was extracted with EtOAc. The organic extract was dried over magnesium sulfate and the solvent was concentrated in vacuo to afford the crude residue. Purification by column chromatography on silica gel using pentane:ethyl acetate (88:12) as eluent afforded the desired product, 360mg (81%). LRMS (APCI) 343 [MH”]; Preparations 2-7 To a solution of the appropriate phenol (1 eq.) in DMF (0.8 to 1.85mLmmor1) was added cesium carbonate (1-2 eq.) at rt and the solution was stirred for 10 min. The compound from preparation 37 (1.3 eq.) was then added and the reaction mixture was heated at 85 C for up to 48h (reactions monitored by tic). The solvent was removed in vacuo and the residue was partitioned between EtOAc (5OmL) and brine (5OmL). The phases were separated and the aqueous layer extracted with EtOAc (1 OmL). The organic extracts were combined, dried over magnesium sulfate and the solvent was removed in vacuo to give the crude residue. Purification by column chromatography on silica gel using pentane:ethyl acetate as eluent afforded the desired product. EPO A = 4-hydroxy-3-methoxybenzonitrile prepared as described in Synthesis 1989(6); 451-2. The product was isolated after trituration with methanol.B = potassium carbonate was used in place of cesium carbonate.

According to the analysis of related databases, 327056-73-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER LIMITED; WO2006/67587; (2006); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 327056-73-5, 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. 327056-73-5 name is 3-Chloro-5-fluorobenzonitrile, 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.

A solution of 19 (1.07 g, 5 mmol), 16 (1.3 g, 7.56 mmol), K2CO3 (2.07 g, 15.0 mmol) and NMP (10 mL) was stirred and heated to 110 C. for 6 h. The reaction mixture was cooled to RT and diluted with H2O (50 mL) and twice extracted with EtOAc. The combined organic extracts were washed sequentially with water and brine, dried (Na2SO4), filtered and concentrated in vacuo. The crude product was purified by SiO2 chromatography eluting with EtOAc/hexane (10:90) to afford 0.328 g of 31.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-5-fluorobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Roche Palo Alto LLC; US2007/88053; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 327056-73-5, name is 3-Chloro-5-fluorobenzonitrile, A new synthetic method of this compound is introduced below., Formula: C7H3ClFN

EXAMPLE 43 A mixture of sulfuric acid (500 ml) and water (100 ml) is heated to 95 and 3-chloro-5-fluorobenzonitrile (94.8 gms) added. After 4 hours the mixture is cooled and poured over ice and water added to make 3.6 L. In 1.2 L portions the mixture is filtered, the solid rinsed with hexane and the aqueous rinsed with hexane (4*120 ml) then extracted with ethyl acetate (2*100 ml). The solid and the ethyl acetate extracts were combined, dried over magnesium sulfate and stripped to give 3-chloro-5-fluorobenzamide as a white solid.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Sandoz Ltd.; US5098466; (1992); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 327056-73-5, The chemical industry reduces the impact on the environment during synthesis 327056-73-5, name is 3-Chloro-5-fluorobenzonitrile, I believe this compound will play a more active role in future production and life.

5-Fluoro-3-chloro-benzonitrile (Ig, 6.4 mmol) was dissolved in DMSO (20 ml) followed by addition Of K2CO3 (1.3g, 9.6 mmol) and 1 -methyl piperazine (1.4 ml, 12.8 mmol). The reaction mixture was heated at 80 0C for 20 hours. Diethyl ether was added to the crude material (10 ml) then acidified with IN HCl. A precipitate was filtered off from the crude reaction mixture to give 3-chloro-5-(4-methyl- rhoirhoerazin-l-yl)-benzonitrile (1.4g, 93% yield) as a white solid (LC/MS: Rt 1.83 [M + H]+ 236, acidic method).

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, 3-Chloro-5-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; WO2006/70195; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

327056-73-5, These common heterocyclic compound, 327056-73-5, name is 3-Chloro-5-fluorobenzonitrile, 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.

3-chloro-5-(3-chloro-5-methoxyphenoxy)benzonitrile(B-3); A mixture of 1.00 g (6.31 mmol) of 3-chloro-5-methoxyphenol (B-1), of 1.28 g (8.20 mmol) 3-fluoro-5-chlorobenzonitrile (B-2), and 2.62 g (18.93 mmol) of potassium carbonate in 10 mL of N-methylpyrrolidinone was heated at 120 C. in a nitrogen atmosphere with vigorous stirring. After 6 hours, LC/MS analysis indicated that the reaction was complete. The reaction was cooled to room temperature and filtered, and the solid washed with EtOAc. The filtrate was diluted further with EtOAc, and was washed with 20 mL of 1N HCl, 20 mL of 1 N NaOH, 20 mL of water, and 20 mL of brine. The organic layer was dried (anhydrous MgSO4), filtered, and the filtrate concentrated in vacuo to an orange oil. The oil was purified by flash column chromatography over silica gel with 3:1 cloroform/hexanes to give the desired product B-3 as a clear oil. MS: M+1=295. 1H NMR(CDCl3): 3.81 delta(s, 3H), 6.44 m, 1H), 6.62 (m,1H), 6.78 (m,1H), 7.14 (m,1H), 7.22(m,1H), 7.37(m,1H).

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 327056-73-5.

Reference:
Patent; Saggar, Sandeep A.; Sisko, John T.; Tucker, Thomas J.; Tynebor, Robert M.; Su, Dai-Shi; Anthony, Neville J.; US2007/21442; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 327056-73-5, name is 3-Chloro-5-fluorobenzonitrile, A new synthetic method of this compound is introduced below., 327056-73-5

To a solution of 3-chloro-5-fluorobenzonitrile (E-1, 10 g, 64.28 mmol) and 6-chloro-2-fluoro-3-methyl-phenol (E-2, 9.38 g, 58.44 mmol) in DMA (100 mL) was added Cs2CO3 (1.9 g, 5.84 mmol) followed by K2CO3 (8.9 g, 64.28 mmol). The mixture was heated to 120 C. (oil bath) under argon for 5.5 h. The reaction was cooled to RT and water (150 mL) was added. The mixture was extracted with EtOAc (150 mL) and the aqueous phase back extracted with EtOAc (2¡Á100 mL). The combined EtOAc extracts were dried (MgSO4), filtered and concentrated in vacuo afford 11.1 g (75% purity) of E-3a as a white crystalline solid.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Roche Palo Alto LLC; US2009/12034; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts