Category: 60702-69-4

60702-69-4, name is 2-Chloro-4-fluorobenzonitrile, 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. Quality Control of 2-Chloro-4-fluorobenzonitrile

To an ice-cooled mixture of 23 (0.100 g, 0.485 mmol) and DMF (1.0 mL) was added NaH (60% in mineral oil, 0.023 g, 0.582 mmol), and the mixture was stirred at 0 C for 30 min. To the mixture was added 2-chloro-4-fluorobenzonitrile (0.151 g, 0.970 mmol), and the mixture was stirred at 0 C for 1 h. The mixture was mixed with saturated aqueous solution of NaHCO3 and extracted twice with EtOAc. The organic layers were combined, washed with brine, dried over anhydrous MgSO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane-EtOAc) to afford 25 (0.088 g, 53%) as a white solid, mp 118-119 C. 1H NMR (300 MHz, CDCl3) delta: 2.13 (3H, s), 2.32 (3H, s), 6.82-6.91 (2H, m), 6.96-7.05 (2H, m), 7.55 (1 H, dd, J = 8.7 and 1.9 Hz), 7.72-7.81 (2H, m). Anal. Calcd for C18H13ClFN3O: C, 63.26; H, 3.83; N, 12.29. Found: C, 63.22; H, 3.78; N, 12.35.

The synthetic route of 60702-69-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yamamoto, Satoshi; Tomita, Naoki; Suzuki, Yuri; Suzaki, Tomohiko; Kaku, Tomohiro; Hara, Takahito; Yamaoka, Masuo; Kanzaki, Naoyuki; Hasuoka, Atsushi; Baba, Atsuo; Ito, Mitsuhiro; Bioorganic and Medicinal Chemistry; vol. 20; 7; (2012); p. 2338 – 2352;,
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Related Products of 60702-69-4, 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. 60702-69-4, name is 2-Chloro-4-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 23A; 2-chloro-4-fluoro-5-nitrobenzonitrile; To a solution of 2-chloro-4-fluorobenzonitrile (10.1 g, 64.9 mmol) in concentrated sulfuric acid (20 mL) was added fuming nitric acid (5.80 ml, 130 mmol) at room temperature slowly and the mixture was stirred for 60 minutes. The solution was then poured into ice-water and stirred for 20 minutes. The precipitate was filtered, washed with more water and air-dried to afford the crude material, which was purified by sublimation to afford the title compound. .H NMR (300 MHz, dimethylsulfoxide-d6) delta ppm 8.97 (d, J = 8.09 Hz, 1 H) 8.30 (d, J = 11.03 Hz, 1 H).

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-4-fluorobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; XU, Xiangdong; DINGES, Jurgent; HASVOLD, Lisa; LONGENECKER, Kenton, L.; WO2012/45196; (2012); A1;,
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Electric Literature of 60702-69-4, 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. 60702-69-4, name is 2-Chloro-4-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

1. Synthesis of tert-butyl N-[(1r,3r)-3-(3-chloro-4-cyanophenoxy)-2,2,4,4-tetramethylcyclobutyl]carbamate Into a 100-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a solution of tert-butyl N-[(1r,3r)-3-hydroxy-2,2,4,4-tetramethylcyclobutyl]carbamate (600.0 mg, 2.47 mmol, 1.00 equiv) in N,N-dimethylformamide (10.0 mL). This was followed by the addition of sodium hydride (198.0 mg, 8.25 mmol, 2.00 equiv), in portions at 0 C. After 30 minutes, to this was added 2-chloro-4-fluorobenzonitrile (459.0 mg, 2.95 mmol, 1.20 equiv). The resulting solution was stirred for 1 hour at 70 C. The reaction mixture was cooled to room temperature with a water bath. The reaction was then quenched by the addition of water (20 mL). The resulting solution was extracted with ethyl acetate (20 mL*3) and the organic layers combined. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1/5). This resulted in 100.0 mg (11%) of tert-butyl N-[(1r,3r)-3-(3-chloro-4-cyanophenoxy)-2,2,4,4-tetramethylcyclobutyl]carbamate as colorless oil. LC-MS (ES+): m/z 279.10 [MH-100]+, tR=1.20 min (2.5 minute run).

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-4-fluorobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Arvinas, Inc.; Crew, Andrew P.; Hornberger, Keith R.; Snyder, Lawrence B.; Zimmermann, Kurt; Wang, Jing; Berlin, Michael; Crews, Craig M.; Dong, Hanqing; (605 pag.)US2018/99940; (2018); A1;,
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Reference of 60702-69-4, The chemical industry reduces the impact on the environment during synthesis 60702-69-4, name is 2-Chloro-4-fluorobenzonitrile, I believe this compound will play a more active role in future production and life.

76a) 2-chloro-4-(2-chloro-4-methoxy-phenoxy)-benzonitrileA solution of 3.0 g (19.28 mmol) of 2-chloro-4-fluorobenzonitrile and 3.06 g (19.28 mmol) of 2-chloro-4-methoxyphenol in 77 mL DMSO was combined with 5.32 g (38.57 mmol) of potassium carbonate and stirred for 2 h at 120 C. Then the mixture was evaporated to dryness in vacuo, the residue was taken up in dichloromethane and washed once with semisaturated potassium carbonate solution and twice with water. The organic phase was dried on sodium sulphate and evaporated down.Yield: 100% of theoryC14H9Cl2NO2 (294.13)Mass spectrum: [M-H]-=292/4/6

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-Chloro-4-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/263626; (2011); A1;,
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Synthetic Route of 60702-69-4,Some common heterocyclic compound, 60702-69-4, name is 2-Chloro-4-fluorobenzonitrile, molecular formula is C7H3ClFN, 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 100L reaction vessel were added ethanol (40L) and 2-chloro-4-fluorobenzonitrile (7kg). Then hydrazine hydrate (4 L) was added. The resulting mixture was heated to reflux for 5 hours, then cooled, and subjected to centrifugal filtration. The resulting solid was introduced into a 100L reaction vessel. Anhydrous ethanol (40L) was added, and then concentrated hydrochloric acid (7.5L) was slowly added. The resulting mixture was heated to reflux for 2 hours, subjected to centrifugal filtration, and dried to produce 2-chloro-4-hydrazinobenzonitrile hydrochloride (7kg), yield: 76.2%.

The synthetic route of 60702-69-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KBP Biosciences Co., Ltd.; JIANG, Chen; WANG, Aichen; ZHANG, Dedong; EP2937348; (2015); A1;,
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Reference of 60702-69-4, 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. 60702-69-4, name is 2-Chloro-4-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

Anhydrous p-toluene sulfonic acid (41.99 g, 220.76 mmol) was melted at 120 C and 3-amino-4-methoxy benzoic acid methyl ester (20 g, 110.38 mmol) obtained in step 1 of Preparation Example 1 and 2-chloro-4- fluorobenzonitrile (25.76 g, 165.57 mol) were added thereto and stirred at 160 C for 8 hours. The resulting solution was cooled to room temperature and the reaction was stopped by adding NaHCO3 thereto. The resulting mixture was extracted with ethyl acetate, the extract was dried over MgSO4 and concentrated under a reduced pressure. The resulting residue was purified by silica gel column chromatography to obtain the title compound (26.70 g, 79.47 mmol) in a yield of 72 %. 1H NMR (CDCl3): delta 7.92-7.75 (4H, m), 7.15-7.02 (3H, m), 3.87-3.81 (6H, d) MW: 336

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-4-fluorobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CRYSTALGENOMICS, INC.; YUYU INC.; WO2004/65370; (2004); A1;,
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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 60702-69-4 as follows. Product Details of 60702-69-4

A mixture of 2-chloro-4-fluorobenzonitrile (4.26 g, 27.5 mmol), 1,1-dimethylethyl (36)-3-amino-l- pyrrolidinecarboxylate (5.11 g, 27.5 mmol) and NaHCO3 (4.62 g, 55 mmol) in 45 mL of DMSO and 5 mL OfH2O was heated with stirring at 96 0C for 6 h and 86 0C for 16 h. The reaction was diluted with 200 mL OfH2O and extracted with Et2O (3x). The extracts were washed with H2O (2x), dried over Na2SO4, filtered, and concentrated. The residue was crystallized from Et2O/hexane to

According to the analysis of related databases, 60702-69-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/65093; (2007); A2;,
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Some common heterocyclic compound, 60702-69-4, name is 2-Chloro-4-fluorobenzonitrile, molecular formula is C7H3ClFN, 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. COA of Formula: C7H3ClFN

General procedure: A solution of 2 M Na2CO3 (10 mL) was added under nitrogen to a 2-bromoaniline (10 mmol) in 60 mL dioxane. After 5 min stirring at 75 C, Pd[P(C6H5)3]4 was added followed by (10 mmol) of a 2-cyanophenylboronic acid pinacol ester. The reaction was stirred 8 h at 100 C. After cooling to rt the mixture was vacuum concentrated to half of its initial volume and extracted with CH2Cl2 (30 mL) and water (30 mL). The aqueous phase was extracted with CH2Cl2 (3×20 mL). The combined organic layers were washed with brine, dried over Na2SO4 and evaporated. The solid crystallized upon concentration.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 60702-69-4, its application will become more common.

Reference:
Article; Nguyen, Phuhai; Oumata, Nassima; Soubigou, Flavie; Evrard, Justine; Desban, Nathalie; Lemoine, Pascale; Bouaziz, Serge; Blondel, Marc; Voisset, Cecile; European Journal of Medicinal Chemistry; vol. 82; (2014); p. 363 – 371;,
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Reference of 60702-69-4, A common heterocyclic compound, 60702-69-4, name is 2-Chloro-4-fluorobenzonitrile, molecular formula is C7H3ClFN, 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 freshly-prepared solution of LDA (33.7 mmol) in anhydrous THF (30 mL) at -78Cwas added a solution of commercially available 2-chloro-4-fluorobenzonitrile (5.00 g,32.1 mmol) in THF (10 mL), dropwise at such a rate that the internal temperature remained < -70 C. The mixture was stirred for 2 h and a solution of iodine (8.97 g, 35.4 mmol) in THE (20 mL) was added dropwise (temp < -70 C). The mixture was stirred 30 min, removed from the cooling bath and quenched by addition of 10% Na2S2O3. Themixture was poured into water and extracted with EtOAc (x3). Combined organics were washed (water, brine), dried over Na2SO4 and concentrated in vacuo. The residue was dissolved in a small amount of CH2Cl2 and filtered through a pad of silica (25% EtOAc/hexanes eluent). Fractions containing the major product were concentrated in vacuo and the residue was recrystallized from heptane affording 3.24 g tan solid. Themother liquor was concentrated and the residue was purified by flash chromatography (EtOAc / hexanes, gradient elution) affording 2.85 g of a pale yellow solid. Solids were combined to give 2-chloro-4-fluoro-3-iodobenzonitrile (6.09 g, 67 % yield): 1H NMR (400MHz, CDCl3) delta 7.70 (dd, J = 8.6, 5.5 Hz, 1 H), 7.08 (dd, J = 8.6, 6.8 Hz, 1 H); MS (GCMS EI) m/z 281 ([M]+, 100%). The synthetic route of 60702-69-4 has been constantly updated, and we look forward to future research findings. Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; TURNBULL, Philip, Stewart; CADILLA, Rodolfo; WO2014/13309; (2014); A1;,
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60702-69-4, name is 2-Chloro-4-fluorobenzonitrile, 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. SDS of cas: 60702-69-4

Example 20 2-Chloro-4-(3-endo-hydroxy-8-azabicyclo[3.2.1]oct-8-yl)benzonitrile (196MBT8-B) Nortropine (269 mg, 2.12 mmol) and 2-chloro-4-fluorobenzonitrile (100 mg, 0.643 mmol) were dissolved in pyridine (2 mL). The mixture was heated to 110 C. in a sealed flask for 20 hours and then concentrated. The residue was dissolved in 2 M HCl (20 mL) and extracted with dichloromethane (2×20 mL). The combined organic phases were dried over Na2SO4, filtered and evaporated, and the resulting oil was purified by preparative TLC (eluting with dichloromethane) to afford 107 mg (63%) of the title compound as a colorless solid. LC/MS m/z 263 [M+H]+. 1H-NMR (CDCl3) delta 7.46-6.51 (m, 3H), 4.29-4.16 (m, 2H), 4.16-4.00 (m, 1H), 2.45-2.27 (m, 2H), 2.18-1.96 (m, 4H), 1.79-1.65 (m, 2H), 1.56 (s, 1H).

The synthetic route of 60702-69-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Schlienger, Nathalie; Thygesen, Mikkel Boas; Pawlas, Jan; Badalassi, Fabrizio; Lewinsky, Rasmus; Lund, Birgitte Winther; Olsson, Roger; US2006/160845; (2006); A1;,
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