Author: Jessica.F

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. 144649-99-0, name is 5-Bromo-2-methoxybenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 5-Bromo-2-methoxybenzonitrile

Example 35 1,1-Dimethylethyl{[5-bromo-2-(methyloxy)phenyl]methyl}carbamate NaBH4 (2.9 g, 75.5 mmol) was cautiously added in several portions to a solution of NiCl2 (2.6 g, 19.8 mmol), Boc2O (8.2 g, 37.7 mmol) and 5-bromo-2-(methyloxy)benzonitrile (4.0 g, 18.9 mmol) in dry EtOH (70 mL) at 0 C. Once the reaction had subsided, the mixture was left to stir at room temperature for 3 h. Ethanol was removed under reduced pressure and the residue was dissolved in EtOAc and saturated solution of NaHCO3, then filtered and the aqueous layer was repeatedly washed with EtOAc. The combined organic phases were dried Na2SO4. The crude product was purified by flash column chromatography to give the captioned the product (1.5 g yield: 25%). 1H NMR (400 MHz, CDCl3) delta 7.36-7.33 (m, 2H), 6.74 (d, J=8.8 Hz, 1H), 4.97 (br, 1H), 4.27 (d, J=4.8 Hz, 1H), 3.82 (s, 3H), 1.45 (s, 9H); 13C NMR (400 MHz, CDCl3) delta 156.5, 155.8, 131.7, 131.1, 129.3, 111.8, 79.5, 55.5, 39.9, 26.4. HPLC: retention time.

The synthetic route of 144649-99-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Glaxo Group Limited; US2009/203677; (2009); A1;,
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Reference of 38803-30-4, 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. 38803-30-4, name is 3-(Dimethylamino)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

3-N,N-Dimethylaminobenzenecarboximidic acid, ethyl ester monohydrochloride Dry hydrogen chloride gas was bubbled into a solution of 3-N,N-dimethylaminobenzonitrile (5.776 g, 0.4 mol) in dry ethanol (50 mL) for 10-15 min at which time the product precipitated out of solution. Further addition of hydrogen chloride gave a homogeneous solution which was stirred overnight. The solvent as evaporated and the residue triturated with diethyl ether, filtered and dried under vacuum to give the title compound (8.786 g, 97%) m.p. 227-229 C.

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-(Dimethylamino)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Peter MacCallum Cancer Institute; US6548505; (2003); B1;,
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Synthetic Route of 63069-50-1, 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. 63069-50-1, name is 4-Amino-3-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of 4-amino-3-fluorobenzonitrile (147 mmol), 12(147 mmol) and Ag2504 (147 mmol) in EtOH (700 mE) wasstirred at room temperature for 1 .5 h. The mixture was filtered and concentrated. The residue was dissolved in EtOAc and washed (sat. Na25203x3). The organic layer was dried (Na2504) and concentrated. The residue was purifiedby flash colunm chromatography (SiO2, 95:5 to 70:30 cyclohexane/EtOAc) to yield the desired product.

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, 4-Amino-3-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GALAPAGOS NV; Menet, Christel Jeanne Marie; Mammoliti, Oscar; Blanc, Javier; Orsulic, Mislav; Roscic, Maja; (81 pag.)US9440929; (2016); B2;,
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Related Products of 41963-20-6,Some common heterocyclic compound, 41963-20-6, name is 4-Bromo-3-methylbenzonitrile, molecular formula is C8H6BrN, 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 solution of 4-bromo-3-methyl-benzonitrile (commercially available) (500 mg) in dichloromethane (7.5 ml) was added at 00C to a solution of diisobutylaluminium hydride (“DIBAL-H”) (2.6. ml) in hexanes (IM). The reaction mixture was stirred at 00C for 2 hours. The reaction mixture was poured on a mixture of ice (10 g) and aqueous hydrobromic acid (6M) (10 ml). The mixture was allowed to warm to ambient temperature and then extracted twice with dichloromethane. The combined organic phases were washed with water, dried over sodium sulfate, and concentrated to give 4-bromo-3-methyl-benzaldehyde (0.419 g) as a colorless oil. 1H-NMR (400 MHz, CDCl3): 9.95 (s, IH), 7.72 (m, 2H), 7.55 (d, IH), 2.50 (s, 3H) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-3-methylbenzonitrile, its application will become more common.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; PITTERNA, Thomas; EL QACEMI, Myriem; BOBOSIK, Vladimir; RENOLD, Peter; CASSAYRE, Jerome, Yves; JUNG, Pierre, Joseph; WO2010/20521; (2010); A1;,
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Application of 2941-29-9,Some common heterocyclic compound, 2941-29-9, name is Cyclopentanone-2-carbonitrile, molecular formula is C6H7NO, 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.

[00482] Step B: Preparation of 2-(l -methyl- lH-pyrazol-4-ylV2.4.5.6- tetrahydrocyclopenta- [c]pyrazol-3-amine : To a solution of di-tert-butyl 1 -(1 -methyl- 1H- pyrazol-4-yl)hydrazine-l,2-dicarboxylate (103 mg, 0.330 mmol) in EtOH (1.65 mL, 0.330 mmol) was added concentrated HCl (137 mu, 1.65 mmol). The mixture was stirred at ambient temperature for 5 minutes, then cooled in an ice bath followed by addition of 2- oxocyclopentanecarbonitnle (36.0 mg, 0.330 mmol). After stirring for 5 minutes, the reaction mixture was warmed to ambient temperature overnight. The reaction mixture was concentrated and partitioned in water and DCM. After phase-separation, the aqueous layer was basified (pH 10) and then extracted with DCM (3 x 10 mL). The combined organic extracts were dried with MgS04, filtered and concentrated in vacuo. The crude material was purified by reverse-phase column chromatography, eluting with 0-100percent acetonitrile/water to afford the product as a yellow solid (4.5 mg, 6.7percent yield). MS (apci) m/z = 204.1 (M+H).

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

Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; BRANDHUBER, Barbara J.; CONDROSKI, Kevin Ronald; HUANG, Lily; KERCHER, Timothy; WINSKI, Shannon L.; WO2014/78408; (2014); A1;,
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Some common heterocyclic compound, 1735-88-2, name is 2-Cyano-N-(4-fluorophenyl)acetamide, molecular formula is C9H7FN2O, 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: C9H7FN2O

A mixture of N-(4-fluorophenyl)cyanoacctamide (1 equiv.), hydroxylamine hydrochloride (2 equiv.) and tricthylamine (2 equiv.) in DMF was heated to 50-60nC for 4 h th«n diluted with water and the product filtered off and dried.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1735-88-2, its application will become more common.

Reference:
Patent; COMMONWEALTH SCIENTIFIC AND INDUSTRIAL RESEARCH ORGANISATION; WO2008/70891; (2008); A1;,
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Synthetic Route of 85363-04-8,Some common heterocyclic compound, 85363-04-8, name is N-(tert-Butoxycarbonyl)-2-aminoacetonitrile, molecular formula is C7H12N2O2, 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.

N-BOC-Glycinonitrile [sic] (12.0 g, 76.8 mmol) and diethylamine (0.16 ml, 2.1 mmol) were dissolved in toluene (100 ml). The solution was cooled to -10 C., saturated with hydrogen sulfide and subsequently stirred overnight at room temperature. The precipitate formed was filtered off with suction and washed with toluene. The product was dried in vacuo at 45 C. Yield: 13.2 g (69.4 mmol, 90.3%, yellowish solid)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route N-(tert-Butoxycarbonyl)-2-aminoacetonitrile, its application will become more common.

Reference:
Patent; Abbott GmbH & Co., KG; US6740647; (2004); B1;,
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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. 29509-06-6, name is 4-Methyl-3-oxopentanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 4-Methyl-3-oxopentanenitrile

Under nitrogen atmosphere, the compound of Example 2A (8.03g, 72mmol) was dissolved in alcohol (50 mL). Methylhydrazine (3.32g, 72mmol) was added. The resultant mixture was slowly warmed and refluxed with stirring. The reaction was kept for 3 hr. The reaction was stopped and cooled to room temperature. Alcohol was rotary-evaporated to obtain a crude product as oil. The crude product was purified with column chromatography (eluant: petroleum ether/ethyl acetate = 1: 1) to give 5.2 g of the title compound. MS (ESI): m/z 140 (M+H)+

The synthetic route of 29509-06-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hande Starlake Bioscience Co., Ltd.; Hande Pharma Limited; LI, Chenxi; SHEN, Weisheng; FANG, Yang; LE, Xiaoyong; EP2578587; (2013); A1;,
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Related Products of 555-21-5, A common heterocyclic compound, 555-21-5, name is 4-Nitrophenylacetonitrile, molecular formula is C8H6N2O2, 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.

Compound 1 (10 g, 61.67 mmol) was dissolved in methanol (50 mL).Add 10% Pd/C (1.0g),Replace the reaction system four times with H2,Stir at room temperature overnight in H2 environment (0.5 MPa).TLC analysis, the reaction was complete, and the reaction solution was filtered through celite.The filtrate was concentrated under reduced pressure to give 8.08g of Compound 2,The yield was 99.1%.

The synthetic route of 555-21-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yancheng Normal College; Nanjing University Of Technology Dafeng Ocean Industrial Institute; Zhang Lijie; Sun Yaquan; Gu Huiwen; (12 pag.)CN108409647; (2018); A;,
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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. 591769-05-0, name is 3-Cyclopentylacrylonitrile, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

Step 2. (3R)- and (3S)-3-Cyclopentyl-3-[4-(7-[2-(trimethylsilyl)ethoxy]methyl-7H- pyrrolo[2,3-d]-pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile. To a solution of 4-(1H-pyrazol- 4-yl)-7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]-pyrimidine (15.0 g, 0.0476 mol) in ACN (300 mL) was added 3-cyclopentylacrylonitrile (15 g, 0.12 mol) (as a mixture of cis and trans isomers), followed by DBU (15 mL, 0.10 mol). The resulting mixture was stirred at room temperature overnight. The ACN was evaporated. The mixture was diluted with ethyl acetate, and the solution was washed with 1.0 N HCl. The aqueous layer was back-extracted with three portions of ethyl acetate. The combined organic extracts were washed with brine, dried over sodium sulfate, filtered and concentrated. The crude product was purified by silica gel chromatography (gradient of ethyl acetate/hexanes) to yield a viscous clear syrup, which was dissolved in ethanol and evaporated several times to remove ethyl acetate, to afford 19.4 g of racemic adduct (93percent). The enantiomers were separated by preparative-HPLC, (OD-H column, 15percent ethanol/hexanes) and used separately in the next step to generate their corresponding final product. The final products (see Step 3) stemming from each of the separated enantiomers were found to be active JAK inhibitors; however, the final product stemming from the second peak to elute from the preparative-HPLC was more active than its enantiomer. The products may be isolated by preparative HPLC or other means known to those of skill in the art for use in Step 3 below. 1H NMR (300 MHz, CDCl3): delta 8.85 (s, 1H), 8.32 (s, 2H), 7.39 (d, 1H), 6.80 (d, 1H), 5.68 (s, 2H), 4.26 (dt, 1H), 3.54 (t, 2H), 3.14 (dd, 1H), 2.95 (dd, 1H), 2.67-2.50 (m, 1H), 2.03- 1.88 (m, 1H), 1.80-1.15 (m, 7H), 0.92 (t, 2H),?0.06 (s, 9H); MS(ES): 437 (M+1).

The synthetic route of 591769-05-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACERTA PHARMA B.V.; HAMDY, Ahmed; ROTHBAUM, Wayne; IZUMI, Raquel; LANNUTTI, Brian; COVEY, Todd; ULRICH, Roger; JOHNSON, Dave; BARF, Tjeerd; KAPTEIN, Allard; (745 pag.)WO2016/24232; (2016); A1;,
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