Author: Jessica.F

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. 55877-79-7, name is 5-Chloro-2-methoxybenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 55877-79-7

General procedure: 2-Ethylbenzonitrile (7.6mmol) and KOH (24.8mmol) were suspended in ethane-1,2-diol (10mL) and stirred at 170C for 7h. Then, the reaction mixture was cooled down to rt, H2O (50mL) was added and the resulting mixture was extracted three times with ether (30mL). pH of the aqueous layer was adjusted to 1 by diluted HCl and the aqueous phase was extracted three times with ether (40mL). Organic phases were collected, extracted three times with H2O (40mL) and dried over Na2SO4. The solvent was removed and obtained compound was directly used in the next step. Yield: 89.0%, white solid; mp: 64-65C; IR: 3400-2300 (b, OH), 2977 (as CH3), 2955 (as CH2), 2869 (s CH3), 1681 ( CO), 1601, 1575, 1488, 1447 ( CC aromatic) cm-1; 1H NMR (DMSO-d6, 300MHz): delta 12.79 (1H, br s, COOH), 7.76 (1H, d, J=7.0Hz), 7.43 (1H, t, J=7.5Hz), 7.33-7.21 (2H, m), 2.90 (2H, q, J=7.4Hz, CH2), 1.14 (3H, t, J=7.4Hz, CH3); 13C NMR (DMSO-d6, 75MHz): delta 169.14, 145.12, 131.96, 130.54, 130.35, 130.34, 126.04, 27.03, 16.32.

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 55877-79-7.

Reference:
Article; Kozic, Jan; Novak, Zden?k; ?imal, Vaclav; Profant, Vaclav; Kune?, Ji?i; Vin?ova, Jarmila; Tetrahedron; vol. 72; 17; (2016); p. 2072 – 2083;,
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Reference of 118431-88-2, 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. 118431-88-2, name is 3-Cyclopropyl-3-oxopropanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

N-(3-Cyclopropyl-1-(2-methoxyethyl)-1H-pyrazol-5-yl)-7-(3,5-dimethylisoxazol-4-yl)-6-methoxy-2-methyl-9H-pyrimido[4,5-b]indol-4-amine (Cpd No. 266) Step 1: 3-Cyclopropyl-3-oxopropanenitrile (1.4 g, 8 mmol) and 2-methoxyethyl hydrazine-HCl (1.0 g, 8.0 mmol) were mixed in ethanol (20 mL) and heated at reflux for overnight. The reaction mixture was cooled to room temperature and ethanol was removed on a rotary evaporator. Water was added and the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, and concentrated on a rotary evaporator. The remaining residue was purified by flash column chromatography to yield 3-cyclopropyl-1-(2-methoxyethyl)-1H-pyrazol-5-amine in 0.89 g (4.92 mmol, 62% yield). 1H NMR (CDCl3, 300 MHz): 5.12 (s, 1H), 4.12-4.06 (m, 2H), 3.95 (s, 2H), 3.70-3.64 (m, 2H), 3.32 (s, 3H), 1.95-1.70 (m, 1H), 0.90-0.80 (m, 2H), 0.70-0.60 (m, 2H). ESI-MS calculated for C9H16N3O [M+H]+=182.13, Observed: 182.50.

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-Cyclopropyl-3-oxopropanenitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; Wang, Shaomeng; Zhao, Yujun; Zhou, Bing; Aguilar, Angelo; Liu, Liu; Bai, Longchuan; McEachern, Donna; Sun, Duxin; Wen, Bo; Luo, Ruijuan; Zhao, Ting; Chinnaiyan, Arul; Asangani, Irfan A.; Stuckey, Jeanne; Meagher, Jennifer Lynn; Ran, Xu; US2015/246923; (2015); A1;,
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Reference of 134227-45-5, These common heterocyclic compound, 134227-45-5, name is 3,4,5-Trifluorobenzonitrile, 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.

A mixture of 8-(pirhoeridin-3-ylacetyl)-8-azabicyclo[3.2.1]octan-3-ol hydrochloride (0.035 g, 0.00012 mol), 3,4,5-trifiuorobenzonitrile (0.0209 g, 0.000133 mol) and potassium carbonate (0.0419 g, 0.000303 mol) in N,N-dimethylformamide (0.700 mL, 0.00904 mol) was heated at 100 0C overnight. After quenched with water, the mixture was extracted with EtOAc. The organic layers were combined, washed with water and brine successively, dried, and evaporated to dryness. The residue was purified on RP-HPLC to give the desired product (36 mg 77%). LCMS (M+H) 390.2. The product was believed to have a 3-endo configuation based on the starting materials.

Statistics shows that 3,4,5-Trifluorobenzonitrile is playing an increasingly important role. we look forward to future research findings about 134227-45-5.

Reference:
Patent; INCYTE CORPORATION; WO2007/89683; (2007); A1;,
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Related Products of 30041-95-3, These common heterocyclic compound, 30041-95-3, name is Ethyl 2-(4-cyanophenoxy)acetate, 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.

General procedure: Intermediates 14 were prepared by following the knownprocedure [22, 29, 30]. The mixture of ethyl 2-chloroacetate(1 mmol), substituted phenols (1 mmol), and K2CO3(1.2 mmol) in acetonitrile was stirred in refluxing for 2 h(the course of the reactions was monitored by TLC), thenfiltered, and the mother liquid was evaporated in vacuo toafford corresponding substituted ethyl 2-phenoxyacetates,which were then reacted with hydrazine hydrate (80%) toyield substituted 2-phenoxyacetohydrazides 14 in>90%yield.

The synthetic route of 30041-95-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Yanyan; Lu, Xiumian; Shi, Jun; Xu, Jiahong; Wang, Fenghua; Yang, Xiao; Yu, Gang; Liu, Zhiqian; Li, Chuanhui; Dai, Ali; Zhao, Yonghui; Wu, Jian; Monatshefte fur Chemie; vol. 149; 3; (2018); p. 611 – 623;,
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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., Formula: C7H3ClFN

a) (2S)-2-[(3-Chloro-4-cyanophenyl)amino]-4-[(1,1-dimethylethyl)oxy]-4-oxobutanoic acid2-Chloro-4-fluorobenzonitrile (2.13 g, 13.8 mmol), (2S)-2-amino-4-[(1,1-dimethylethyl)oxy]-4-oxobutanoic acid (2.6 g, 13.8 mmol) and NaHCO3 (3.5 g, 41.4 mmol) in DMSO (70 mL) and H2O (10 mL) were stirred at 95 C. for 15 h. After cooling, the reaction mixture was diluted with H2O (100 mL) and washed with Et2O (100 mL). The H2O layer was acidified to Congo Red midpoint and extracted with Et2O (2¡Á). The combined organic extracts were washed with H2O, dried over Na2SO4, filtered, and concentrated to give the titled product (3.59 g, 80%) as a foam. 1H-NMR (CDCl3) delta: 1.45 (9H, s), 2.89 (2H, m), 3.54 (1H, m), 4.42 (1H, m), 6.55 (1H, d, J=8.8 Hz), 6.70 (1H, s), 7.43 (1H, d, J=8.4 Hz). LC-MS (ES) m/e 325.4 (M+H)+.

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; WASHBURN, David G.; HOANG, Tram H.; US2008/39517; (2008); A1;,
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Electric Literature of 612-24-8,Some common heterocyclic compound, 612-24-8, name is 2-Nitrobenzonitrile, molecular formula is C7H4N2O2, 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.

General procedure: To a suspension of a respective 2-nitro-benzonitrile 3a,b or 7a,b (15 mmol) in water (10 mL) was added sodium dithionite (60 mmol), and the reaction mixture was heated to 50C and stirred at this temperature for 3-4 h. Then, the temperature was raised to 65C and concentrated HCl (5 mL) was added dropwise in 30 min. The resulting mixture was cooled to 20C, and the pH was adjusted to ~10 using 50% aqueous sodium hydroxide solution. The formed precipitate was filtered, washed with cold water, n-hexane, and dried at 40oC to afford 2-nitro-benzonitriles 8a-d, respectively.

The synthetic route of 612-24-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Le-Nhat-Thuy, Giang; Dinh, Thuy Van; Pham-The, Hai; Nguyen Quang, Hung; Nguyen Thi, Nga; Dang Thi, Tuyet Anh; Hoang Thi, Phuong; Le Thi, Tu Anh; Nguyen, Ha Thanh; Nguyen Thanh, Phuong; Le Duc, Trung; Nguyen, Tuyen Van; Bioorganic and Medicinal Chemistry Letters; vol. 28; 23-24; (2018); p. 3741 – 3747;,
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Application of 873-32-5, 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. 873-32-5, name is 2-Chlorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Aryl chloride (1.0 mmol), phenylboronic acid (1.5 mmol),PdPAN-Ad-0.5 catalyst (13.7 mg, 0.075 mol% Pd), K2CO3(280.5 mg, 2.0 mmol) and i-PrOH/water (2.0 mL, 1:1 volumeratio) were added to a 20-mL pressure tube under argon. After the tube was heated at 100 C for 18 h with stirring in an oilbath, the reaction mixture was cooled to room temperature.The crude product was purified by column chromatography onsilica gel and analysed by 1H NMR spectroscopy to confirm the product.

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

Reference:
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Synthetic Route of 42872-73-1, These common heterocyclic compound, 42872-73-1, name is 2-Bromo-4-methylbenzonitrile, 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.

[0803] 0.545 g (2.70 mmol) of 2-bromo-4-methylbenzo- nitrile, 1.87 g (2.70 mmol, 61% purity, 1 eq.) of tert-butyl 4-methoxy-2-[5-methoxy-2-oxo-4-(4,4,5,5-tetramethyl- 1,3, 2-dioxaborolan-2-yl)pyridin-1 (2H)-yl]butanoate (racemate) and 1.12 g (8.08 mmol, 3 eq.) of potassium carbonate were initially charged in 27 ml of dioxane under argon, 66 mg (0.08 mmol, 0.03 eq) of [1,1 -bis(diphenylphosphino)ferrocene]dichloropalladium dichloromethane complex were added, and the mixture was stirred at 80 C. for 16 h. The reaction mixture was cooled and filtered through kieselguhr, and the filtercake was washed with dichloromethane and acetonitrile. The filtrate was concentrated and the residue was then purified by means of normal phase flash chromatography (eluent: cyclohexane/ethyl acetate, 0-70%). Yield:1.04 g (85% purity, 80% of theory).10804] LC/MS [Method 10]: R=1.86 mm; MS (ESIpos):mlz=413 (M+H), 10805] ?H-NMR (400 MHz, DMSO-d5): oe [ppm]=7.80 (d, 1H), 7.43 (d, 1H), 7.39 (s, 1H), 7.34 (s, 1H), 6.38 (s, 1H),5.15-5.05 (m, 1H), 3.62 (s, 3H), 3.43-3.35 (m, 1H), 3.23-3.11 (m, 4H), 2.42 (s, 3H), 2.38-2.29 (m, 2H), 1.40 (s, 9H).

Statistics shows that 2-Bromo-4-methylbenzonitrile is playing an increasingly important role. we look forward to future research findings about 42872-73-1.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ROeHRIG, Susanne; JIMENEZ-NUNEZ, Eloisa; SCHLEMMER, Karl-Heinz; TERSTEEGEN, Adrian; TELLER, Henrik; HILLISCH, Alexander; HEITMEIER, Stefan; SCHMIDT, Martina Victoria; ACKERSTAFF, Jens; STAMPFUss, Jan; (87 pag.)US2017/291892; (2017); A1;,
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Some common heterocyclic compound, 33143-29-2, name is 2,2-Dimethyl-2H-chromene-6-carbonitrile, molecular formula is C12H11NO, 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: C12H11NO

A solution of 2,2-dimethyl-2H-chromene-6-carbonitrile (300 mg, 1.62 mmol) in diethyl ether (2 ml) was added dropwise to a suspension of lithium aluminum hydride (135 mg, 3.56 mmol) in diethyl ether (3 ml) at 0 C. After 30 minutes of stirring at 0 C the mixture was brought to room temperature. After 1 hour of stirring at room temperature, sodium sulfate decahydrate was added in small portions until gas evolution ceased. The mixture was filtered and the organic solution was concentrated to oil (269 mg, 88 %).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 33143-29-2, its application will become more common.

Reference:
Patent; ACADIA PHARMACEUTICALS INC.; BURSTEIN, Ethan, S.; OLSSON, Roger; BORGSTROeM, Bjoern, Gustav; JANSSON, Karl, Erik; SKOeLD, Niklas, Patrik; VON WACHENFELDT, Henrik; WAHLSTROeM, Larisa, Yudina; (250 pag.)WO2019/40107; (2019); 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 916792-13-7 as follows. Safety of 4-Bromo-2-fluoro-5-methylbenzonitrile

4-Bromo-2-fluoro-5-methylbenzamide In a 100-mL round bottom flask, 4-bromo-2-fluoro-5-methylbenzonitrile (5 g, 23.36 mmol, 1.00 equiv) was dissolved in a mixture of sulfuric acid (40 mL) and trifluoroacetic acid (10 mL) at room temperature. The resulting solution was then stirred overnight at 80 C. When the reaction was done, it was diluted with 200 mL water/ice and precipitation happened. The resulting precipitate was collected by filtration, rinsed with water and dried under reduced pressure to afford 4-bromo-2-fluoro-5 methylbenzamide (4.8 g, 89%) as white solid. MS: m/z=232.1 [M+H]+.

According to the analysis of related databases, 916792-13-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck Patent GmbH; GAILLARD, Pascale; SEENISAMY, Jeyaprakashnarayanan; LIU-BUJALSKI, Lesley; CALDWELL, Richard D.; POTNICK, Justin; QIU, Hui; NEAGU, Constantin; JONES, Reinaldo; WON, Annie Cho; GOUTOPOULOS, Andreas; SHERER, Brian A.; JOHNSON, Theresa L.; GARDBERG, Anna; (234 pag.)US2016/96834; (2016); A1;,
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