Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 34667-88-4, name is 2-Fluoro-4-nitrobenzonitrile, 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 34667-88-4, Recommanded Product: 2-Fluoro-4-nitrobenzonitrile

Step A. Preparation of 4-amino-2-fluorobenzonitrile [00175] The mixture of 2-fluoro-4-nitrobenzonitrile (8.31 g, 50 mmol) and tin (II) chloride dihydrate (56.4 g, 250 mmol) in 250 mL of EtOAc was stirred at 25 C overnight. LCMS (78109-084) indicated the reaction was completed. 25 mL of sat. K2CO3 was added to the reaction. The resulting mixture was stirred at room temperature for 2h and was followed by addition of lOOg of solid K2CO3. The mixture was stirred at room temperature for 2 hours. Solid was removed by filtration and further washed with EtOAc (50 mLx2). The filtrate was concentrated to yield 6.81 g (100%) of 4-amino-2-fluorobenzonitrile as an off white solid. 1H NMR (400 MHz, CDCl3) delta ppm 4.30 (s, 2 H) 6.29 – 6.51 (m, 2 H) 7.27 – 7.40 (m, 1 H). MS (ESI) 137 (M+H).

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-Fluoro-4-nitrobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WACKER, Dean, A.; ROSSI, Karen, A.; WANG, Ying; WU, Gang; WO2010/9183; (2010); A1;,
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149793-69-1, name is 3-Fluoro-5-(trifluoromethyl)benzonitrile, 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. Recommanded Product: 3-Fluoro-5-(trifluoromethyl)benzonitrile

Synthesis of Intermediate (1)Molecular Weig ht: 189.1 Molecular Weig ht: 302.3[00562] In a 3-neck 100 mL round-bottomed flask, 2-(pyrrolidin-l-yl)ethanol (6.7, 1.1 eq.) was dissolved in THF (50 mL, 10 Vol) and NaH (2.55 g) was added portion wise in reaction mixture -25C. Reaction mixture was stirred at -25C for 1 h. 3-Fluoro-5- (trifluoromethyl)benzonitrile (10.0 g,1.0 eq.) was added portion wise in reaction mixture. Reaction mixture was stirred at this temp for 2 h and then at RT overnight. Reaction completion was monitored on TLC using ethyl acetate: n-hexane (3:7) as mobile phase. Reaction mixture was quenched into the ice-water slurry (250 mL) and compound was extracted in the ethyl acetate (50 mL x 3). Organic layer was washed with brine solution (50 mL x 3) followed by drying using anhydrous sodium sulphate. Organic layer was concentrated under reduced pressure to afford 14.0 g of crude compound, Yield (87.57%). This crude material was directly used for next step without purification. Mass: 303.1.

The synthetic route of 149793-69-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KARYOPHARM THERAPEUTICS, INC.; SHECHTER, Sharon; KAUFFMAN, Michael; SANDANYAKA, Vincent, P.; SHACHAM, Sharon; WO2011/109799; (2011); A1;,
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Related Products of 53312-80-4, 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. 53312-80-4, name is 4-Amino-2-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To 55A (1.9 g, 13.96 mmol) was added (S)-2-(tert- butoxycarbonylamino)-3-phenylpropanoic acid (3.70 g, 13.96 mmol) in DCM (20 mL) and pyridine (16 mL). The solution was cooled in an ice/acetone bath and added phosphorous oxychloride (1.301 mL, 13.96 mmol). After 2 h, the dark reaction was quenched with 0. IN HCl (20 mL) and water (30 mL). The reaction mixture was extracted with DCM (50 mL). The layers did not separate. CHCl3 (75 mL)/water (50 mL) was added. The combined organic layers were washed with sat’d NaHCO3 (20 mL), brine (20 mL) and dried (MgSO4). Purification by silica gel chromatography using hexanes/ethyl acetate as eluents afforded 55B (1 g, 18% yield) as a tan solid. LCMS m/z 384.3[M + H]+.

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-2-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/157162; (2008); A1;,
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Adding a certain compound to certain chemical reactions, such as: 874-97-5, name is 3-Cyanobenzyl alcohol, 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 874-97-5, Product Details of 874-97-5

A mixture of 4 (150 mg, 1.3 mmol), hydroxymethyl-benzonitrile (212 mg, 1.6 mmol), and Triphenyl phosphine (417 mg, 1.6 mmol) dissolved in 7 ml pg THF was charged with DIAD (322 mg, 1.6 mmol) dropwise and stirred at RT for two hours. The crude mixture was then dry-loaded onto silica and purified by ISCO(0-2% MeOH in DCM) to afford 3-((4-nitro-1H-pyrazol-1-yl)methyl)benzonitrile (255 mg, 72% yield). 1H NMR (400 MHz, Chloroform-d) delta 8.14 (d, J = 9.4 Hz, 2H), 7.72 – 7.63 (m, 1H), 7.64 – 7.48 (m, 3H), 5.35 (s, 2H).

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-Cyanobenzyl alcohol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Pastor, Richard M.; Burch, Jason D.; Magnuson, Steven; Ortwine, Daniel F.; Chen, Yuan; De La Torre, Kelly; Ding, Xiao; Eigenbrot, Charles; Johnson, Adam; Liimatta, Marya; Liu, Yichin; Shia, Steven; Wang, Xiaolu; Wu, Lawren C.; Pei, Zhonghua; Bioorganic and Medicinal Chemistry Letters; vol. 24; 11; (2014); p. 2448 – 2452;,
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Electric Literature of 1009-35-4, The chemical industry reduces the impact on the environment during synthesis 1009-35-4, name is 4-Fluoro-3-nitrobenzonitrile, I believe this compound will play a more active role in future production and life.

To a solution of Intermediate 7 (0.20 g, 0.60 mmol) in THF (15 mL) was addedLiHMDS (1.80 mL, 1.80 mmol) at -78°C. The reaction mixture was stirred at -78°C for15 minutes, followed by dropwise addition of a solution of 4-fluoro-3-nitrobenzonitrile(0.10 g, 0.60 mmol) in THF (5 mL) at -78°C. The reaction mixture was stirred at roomtemperature for 16 h, then quenched with saturated aqueous NH4C1 solution (50 mL) andextracted with EtOAc (100 mL). The organic layer was separated, washed with H20 (100mL) and brine (100 mL), then dried over anhydrous Na2SO4 and concentrated in vacuo.The crude residue was purified by column chromatography (silica 100-200 mesh, 40percentEtOAc in hexanes) to afford the title compound (0.18 g, 64percent) as a yellow solid. LCMS(Method 3, ES+) 479 MH, 3.41 minutes.

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-Fluoro-3-nitrobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UCB BIOPHARMA SPRL; CHARLTON, Rebecca Louise; DE HARO GARCIA, Teresa; LOWE, Martin Alexander; MACCOSS, Malcolm; MORGAN, Trevor; TAYLOR, Richard David; ZHU, Zhaoning; (127 pag.)WO2017/89453; (2017); A1;,
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403-54-3, name is 3-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. HPLC of Formula: C7H4FN

REFERENCE EXAMPLE 20 3-(4-Methyl-1-piperazinyl)benzonitrile By using the same method as described in Reference Example 17, the subject compound is synthesised from 3-fluorobenzonitrile and 1-methylpiperazine. 1H-NMR (CDCl3) delta (ppm): 2.35 (3H, s), 2.55-2.60 (4H, m), 3.21-3.25 (4H, m), 7.06-7.13 (3H, m), 7.28-7.31 (1H, m).

The synthetic route of 403-54-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pamukeu, Rifat; Piazza, Gary A.; US2002/193389; (2002); A1;,
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5922-60-1, name is 2-Amino-5-chlorobenzonitrile, 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. Formula: C7H5ClN2

N-(4-Chloro-2-cyanophenyl)-2-(5-morpholin-4-ylbenzimidazol-2-yl)acetamide LiHMDS (2.5 equivalents) was added to ethyl 2-[5-(2-morpholin-4-ylethoxy)benzimidazol-2-yl]acetate (1.0 equivalent) in THF at -78° C. After 1 hour, 2-amino-5-chlorobenzenecarbonitrile (0.82 equivalents) in THF was added. The reaction was allowed to warm to 23° C. and stirred overnight. The resulting mixture was quenched with NH4Cl (aqueous saturated solution) and extracted with EtOAc. The combined organic layers were washed with H2O and brine, dried over Na2SO4, filtered and concentrated in vacuo to yield a brown solid. The crude material was purified by silica gel chromatography (5:1 EtOAc:hexane) to give the desired product. LC/MS m/z 396.1 (MH+), Rt 1.79 minutes. N-(4-chloro-2-cyanophenyl)-2-(5-morpholin-4-ylbenzimidazol-2-yl)acetamide (1.0 equivalent) was heated in NaOMe (0.5 M in MeOH, 18 equivalents) at 70° C. for 2 hours. The resulting mixture was cooled, and the resulting solid was filtered and washed with water to give the desired product. LC/MS m/z 396.4 (MH+), Rt 2.13 minutes.

The synthetic route of 5922-60-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chiron Corporation; US2005/261307; (2005); A1;,
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Adding a certain compound to certain chemical reactions, such as: 6136-68-1, name is 3-Acetylbenzonitrile, 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 6136-68-1, COA of Formula: C9H7NO

Example C7: Methyl 3- 3-cyanop eny -3-oxopropanoate: [0151] Into a three-necked flask equipped with an argon inlet and a condenser were placed sodium hydride (60%>, 689.5 mg, 17.23 mmol), dimethyl carbonate (1.55 g, 17.23 mmol) and 15 mL of toluene. The mixture was stirred under reflux and a solution of 3- acetylbenzonitrile (1.0 g, 6.19 mmol) in toluene (15 mL) was added drop wise. The reaction mixture was stirred at 100C for 2h. The reaction mixture was monitored by LCMS and purified by column chromatography on silica gel eluted with 0-10% of ethyl acetate in petroleum ether to give the product (1.2 g, 86%>).

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Reference:
Patent; BRAINCELLS, INC.; HUTCHINSON, John Howard; BLEICHER, Leo; COSFORD, Nick; ARDECKY, Robert John; ZOU, Jiwen; WO2013/33246; (2013); A2;,
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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. 19179-31-8, name is 3,5-Dimethoxybenzonitrile, A new synthetic method of this compound is introduced below., Safety of 3,5-Dimethoxybenzonitrile

3,5-Dimethoxy-benzamidine Dry HCl gas was bubbled through a cooled (-15 C.) solution of 3,5-dimethoxybenzonitrile (1.50 g, 9.20 mmol) for 30 minutes. The reaction mixture was placed in a refrigerator overnight. After evaporation of the solvent, a white solid was obtained which was dissolved in ethanol.

The synthetic route of 19179-31-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer, Markus; Loeffler, Bernd Michael; Peters, Jens-Uwe; Steger, Matthias; Weiss, Peter; US2003/216382; (2003); A1;,
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Electric Literature of 199536-01-1, A common heterocyclic compound, 199536-01-1, name is Methyl 3-amino-5-cyanobenzoate, molecular formula is C9H8N2O2, 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.

CH3SO2Cl (40 mmol) was added to the solution of methyl-3-amine-5-cyanobenoate (10 mmol), pryridine (50 mmol) and DMAP (1 mmol) in DCM (150 mL). The solution was then heated to reflux for 4 hours. After cooling, diluted hydrochloric acid was poured into the solution. The organic layer was washed with water and brine sequentially, dried over anhydrous Na2SO4, and concentrated. The crude product was purified by column chromatography to afford methyl-3-cyano-5-(methylsulfonamido)benoate in 70% yield.

The synthetic route of 199536-01-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hutchison Medipharma Enterprises Limited; US2009/118292; (2009); A1;,
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