Month: May 2021

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. 872091-83-3, name is Methyl 4-chloro-3-(cyanomethyl)benzoate belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 872091-83-3

Step 3: Intermediate 3 [00778j To a solution of Intermediate 2 (920 mg, 4.41 mmol) in MeOH (10 mL) was added H2S04 (4 mL) at 25 C. The mixture was allowed to stir at 60 C for 16 h. The mixture was basified with saturated aqueous Na2CO3 to pH 8 and extracted with DCM. The combined organic layers were dried over anhydrous Na2SO4 and concentrated to afford the title compound as off- white solid (910 mg, 86%). ?H NMR (400 MHz, CDC13): oe 7.97 (d, 1H), 7.46 (d, 1H), 7.90 (dd, 1H), 3.91 (s, 3H), 3.83 (s, 2H), 3.72 (s, 3H).

The synthetic route of 872091-83-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CELGENE AVILOMICS RESEARCH, INC.; SANOFI; D’AGOSTINO, Laura Akullian; SJIN, Robert Tjin Tham; NIU, Deqiang; MCDONALD, Joseph John; ZHU, Zhendong; LIU, Haibo; MAZDIYASNI, Hormoz; PETTER, Russell C.; SINGH, Juswinder; BARRAGUE, Matthieu; GROSS, Alexandre; MUNSON, Mark; HARVEY, Darren; SCHOLTE, Andrew; MANIAR, Sachin; WO2014/144737; (2014); A1;,
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Application of 13726-21-1, 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. 13726-21-1, name is 2-(4-Chloro-3-methoxyphenyl)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows.

KOtBu (370 g, 3.3 mol) was dissolved in THF (1.7 L) and stirred at -20 C. After 30 min, to the reaction mixture was added 2-(4-chloro-3-methoxyphenyl)acetonitrile (13) (240 g, 1.32 mol) in THF (0.5 L) and then the resulting mixture was stirred for additional 30 min at the same temperature. CH3I (563 g, 3.96 mol) was added and the mixture was slowly warm to room temperature over 2 h with mechanical stirring. The reaction mixture was quenched with water in ice-bath and extracted with EtOAc (1.5 L x 2). The combined organic layers were washed with brine (3 L), dried over anhydrous MgS04, filtered and concentrated under reduced pressure to give 2-(4-chloro-3-methoxyphenyl)-2-methylpropanenitrile (14) as a amber liquid (269 g, 97%). 1H NMR (400MHz, CDC13): delta 7.35-7.37 (d, 1H), 7.05 (s, 1H), 6.95-6.97 (d, 1H), 3.94 (s, 3H), 1.72 (s, 6H).

The chemical industry reduces the impact on the environment during synthesis 2-(4-Chloro-3-methoxyphenyl)acetonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; EXELIXIS, INC.; BOLLU, Venkataiah; BOREN, Brant, Clayton; DALGARD, Jackline; FLATT, Brenton, T.; HAQ, Nadia; HUDSON, Sarah; MOHAN, Raju; MORRISSEY, Michael; PRATT, Benjamin; WO2011/71565; (2011); A1;,
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Application of 1246213-27-3, 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. 1246213-27-3, name is 2-(2-(Benzyloxy)-5-(tert-butyl)phenyl)-2-methylpropanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Pd (OH)2/C (2.0 g) and compound 7 (20.0 g, 0.104 mol) were stirred in MeOH (150 mL) at room temperature under hydrogen at 10 psi pressure for 16-18 hours. The mixture was then filtered through a pad of Celite, and the filtrate was concentrated to give compound 15, which was used in the next reaction without further purification. 1H NMR (DMSO-d6; 400 MHz) delta 9.83 (s), delta 7.24 (s), delta 7.18 (m), delta 6.80 (m), delta 1.71 (s), delta 1.24 (s).

The synthetic route of 2-(2-(Benzyloxy)-5-(tert-butyl)phenyl)-2-methylpropanenitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; DEMATTEI, John; LOOKER, Adam, R.; NEUBERT-LANGILLE, Bobbianna; TRUDEAU, Martin; ROEPER, Stefanie; RYAN, Michael, P.; YAP, Dahrika, Milfred Lao; KRUEGER, Brian, R.; GROOTENHUIS, Peter, D.J.; VAN GOOR, Frederick, F.; BOTFIELD, Martyn, C.; ZLOKARNIK, Gregor; WO2010/108162; (2010); A1;,
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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. 180976-09-4, name is tert-Butyl (cyanomethyl)(methyl)carbamate, A new synthetic method of this compound is introduced below., SDS of cas: 180976-09-4

Preparation of tert-butyl (1-cyano-2-(4-fluorophenyl)ethyl)(methyl)carbamate 1-9 [0119] A mixture of tert-butyl (cyanomethyl)(methyl)carbamate (500 mg, 2.94 mmol) in THF (3 mL) was stirred at -78 oC under N2. LDA (2.203 ml, 4.41 mmol) and DMPU (1.417 ml, 11.75 mmol) were added dropwise at -78 oC. The reaction mixture was stirred at this temperature for 1 h. 1-8 (833 mg, 4.41 mmol) was added dropwise at -78 oC. The mixture was stirred at -78 oC for 1 h. The mixture was diluted with EtOAc (100 mL), washed with aq. NH4Cl (100 mL), dried over Na2SO4, filtered and the solvent was evaporated under reduced pressure. The residue was purified by prep-TLC (PE: EA = 10:1) to give 1-9. [0120] 1H NMR (CDCl3, 400 MHz) delta 7.177.02 (m, 2H), 7.006.98 (m, 2H), 5.355.02 (m, 1H), 3.112.90 (m, 5H), 1.561.42 (m, 9H).

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; MERCK SHARP & DOHME CORP.; ROECKER, Anthony, J.; LAYTON, Mark, E.; GRESHOCK, Thomas, J.; PERO, Joseph, E.; KELLY, Michael, J., III; ZHANG, Ting; (75 pag.)WO2017/165204; (2017); A1;,
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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. 50743-32-3, name is 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 50743-32-3

REFERENCE EXAMPLE b 1 In carbon tetrachloride (300 ml) was suspended 6-isopropyl-4-oxo-4H-1-benzopyran-3-carbonitrile (10.65 g). To the suspension was added N-bromosuccinimide (8.90 g). The mixture was subjected to reflux for two hours under irradiation of infrared ray lamp (Toshiba, 100 V, 375 WR). The resultant was then cooled to room temperature, followed by removal of insolubles by filtration. The filtrate was concentrated under reduced pressure. The concentrate was dissolved in ethyl acetate (150 ml), which was washed with water three times, dried and concentrated. The precipitating crystals were collected by filtration to give 6-(1-bromo-1-methylethyl)-4-oxo-4H-1-benzopyran-3-carbonitrile as colorless prisms (7.0 g). Melting point: 115-117 C.

According to the analysis of related databases, 50743-32-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US4716167; (1987); A;,
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191014-55-8, name is 4-Fluoro-2-methoxybenzonitrile, 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. Computed Properties of C8H6FNO

Pyrazolospiroketone Preparation 11; 2-Methoxy-4-(3′-methyl-7′-oxo-6′.7′-dihvdro-2’H-spirorpiperidine-4,5′-pyranor3.2-clPyrazol1-2′-; To a solution of 4-fluoro-2-methoxybenzonitrile (100 g, 0.662 mol) in ethanol (0.66 L) was added hydrazine monohydrate (331 g, 0.321 L, 6.62 mol). The mixture was heated at reflux overnight. The reaction was cooled to room temperature, diluted with water (750 mL), stirred for 1.5 hours and the resulting solids were collected by filtration. The solids were rinsed with water (2 x 250 mL) and air dried for 3 hours. The solids were then dried in a vacuum oven at 45 QC. The material was dissolved in dioxane (2 L) and HCI gas was bubbled through for 30 minutes. The resulting solids were filtered and washed with methyl tert-butyl ether (2 x 1 L). The solids were air dried for 1 hour and the resulting solids were dried in a vacuum oven at 45 QC to provide -hydrazino-2-methoxybenzonitrile hydrochloride (115.6 g, 87.5%).

The synthetic route of 191014-55-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER, INC.; WO2009/144554; (2009); A1;,
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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. 41429-22-5, name is 2-(2-(Difluoromethoxy)phenyl)acetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C9H7F2NO

[0607] To a solution of [2-(difluoromethoxy)phenyl]acetonitrile (5.00 g, 27.3 mmol) in THF (25 ml) under argon was added gradually while stirring, at -78C., a 2 M solution of LDA in THF (16 ml, 33 mmol). The mixture was allowed to come to 0C. and, after 15 min, cooled back down again to -78C. Subsequently, a solution of tert-butyl 3-bromopropanoate (5.2 ml, 33 mmol) in THF (10 ml) was slowly added dropwise thereto at -78C. while stirring. Stirring of the mixture was continued overnight, in the course of which the cooling bath (dry ice/acetone) was allowed to come gradually to RT. Subsequently, water and ethyl acetate (100 ml of each) were gradually added at about 0C. to the mixture, which was agitated. After phase separation, the aqueous phase was extracted once with ethyl acetate (100 ml). The combined organic phases were washed once with saturated aqueous sodium chloride solution (150 ml), dried over sodium sulfate, filtered and concentrated, and the residue was taken up in dichloromethane and purified by flash column chromatography (100 g silica gel Biotage Snap-Cartridge Ultra, cyclohexane/ethyl acetate gradient 93:7?7:3, Isolera One). The combined target fractions were concentrated and the residue was dried under reduced pressure. This gave 3.85 g (83% purity, 38% of theory) of the title compound. [0608] LC-MS (Method 1): Rt=2.10 min; MS (ESIpos): m/z=312 [M+H]+

The synthetic route of 41429-22-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Aktiengesellschaft; Bayer Pharma Aktiengeseiisehaft; BECK, Hartmut; KAST, Raimund; MEININGHAUS, Mark; DIETZ, Lisa; FUERSTNER, Chantal; STELLFELD, Timo; ANLAUF, Sonja; VON BUEHLER, Clemens-Jeremias; BAIRLEIN, Michaela; ANLAHR, Johanna; MUENSTER, Uwe; TERJUNG, Carsten; JOERISSEN, Hannah; HAUFF, Peter; MUELLER, Joerg; DROEBNER, Karoline; NAGEL, Jens; (220 pag.)US2020/31775; (2020); A1;,
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Adding a certain compound to certain chemical reactions, such as: 50635-21-7, name is o-Tolyloxyacetonitrile, belongs to nitriles-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 50635-21-7, Safety of o-Tolyloxyacetonitrile

Preparation example 19: 2-(2-Methylphenoxy)acetamidine The above-titled product was obtained in the same method as in Preparation example 7 using 2-(2-methylphenoxy)acetonitrile instead of 4-chlorophenoxy-acetonitrile. 1H-NMR (DMSO-d6) delta: 4.92(2H, s), 6.85(1H, d, J=8.5Hz), 6.91-6.96(1H,m),7.16-7.22(2H, m), 9.15(3H, brs). Mass (EI, m/z): 164(M+).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Meiji Seika Kaisha, Ltd.; EP1142881; (2001); A1;,
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Synthetic Route of 914250-82-1, 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 914250-82-1 as follows.

3-bromo-2-chlorobenzonitrile (500 mg, 2.30 mmol), bis(pinacolato)diboron (741 mg, 2.92 mmol), [l,l ‘-bis(diphenylphosphino)ferrocene]dichloropalladium(II), complex with DCM (93.9 mg, 115 muiotaetaomicron) and potassium acetate (689 mg, 7.03 mmol) were weighed into a 40 ml vial equipped with a teflon/rubber screw cap and a stir bar. The reaction vessel was purged 3 times with N2, dioxane (degassed) (18.4 mL) was added against N2 and the headspace of the reaction was purged 3 more times with N2. The reaction was placed into a heating block preheated to 85 C and stirred vigorously at this temperature for 2.5 hours. After cooling to room temperature the mixture was filtered over celite, the filtrate was evaporated to dryness and the crude product was purified by column chromatography (0 – 99% EtO Ac/heptanes) to give 370 mg (61%) of the desired product. LC-MS (ESI) m/z: [M + H] calculated for CI3HI5BC1N02: 264.10, found 263.8.

According to the analysis of related databases, 914250-82-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; REVOLUTION MEDICINES, INC.; JOGALEKAR, Ash; WON, Walter; KOLTUN, Elena S.; GILL, Adrian; MELLEM, Kevin; AAY, Naing; BUCKL, Andreas; SEMKO, Christopher; KISS, Gert; (496 pag.)WO2018/13597; (2018); 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 66389-80-8 as follows. category: nitriles-buliding-blocks

Synthesis of SiR-Tz (FIG. 8) (0148) 4-Cyanobenzylamine HCl was Boc-protected with Boc-anhydride. The Boc-protected amine was converted to the tetrazine 8 (Yang, et al., 2012, Angew. Chem., Int. Ed. 51:5222-5225). The Boc-group of tetrazine 8 was removed by treating the compound with a 1:1 mixture of TFA and dichloromethane and immediately coupled with SiR-OH (Lukinavicius, et al., 2013, Nature Chem. 5:132-139) mediated by TBTU and iPr2NEt.

According to the analysis of related databases, 66389-80-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Yale University; ERDMANN, Roman; SHRADER, Alanna Schepartz; TOOMRE, Derek; (34 pag.)US2016/115180; (2016); A1;,
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