Author: Jessica.F

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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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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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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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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Electric Literature of 6011-14-9, The chemical industry reduces the impact on the environment during synthesis 6011-14-9, name is 2-Aminoacetonitrile hydrochloride, I believe this compound will play a more active role in future production and life.

Compound 9f (45 mg, 0.157 mmol)And N, N-dimethylformamide (5mL) into a three-necked flask,Then 9g of compound (16.78mg, 0.181mmol) was added in order while stirring,N, N-diisopropylethylamine (70.2 mg, 0.544 mmol) and2- (7-benzotriazole) -N, N, N ‘, N’-TetramethylureaHexafluorophosphate(68.9mg, 0.181mmol),Stir overnight at room temperature,The reaction solution was poured into ice water (20 mL),Then filtered and dried,Compound 9 was obtained as a yellow solidN- (cyanomethyl) -1 (2 (-(1-methyl-1H-pyrazol-4-yl) amino) pyrimidin-4-yl) -1H-pyrazole-4-carboxamide(30.3 mg, yield 59.4%).

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-Aminoacetonitrile hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiaxing Tekeluo Biological Technology Co., Ltd.; Xing Li; Li Guanqun; Wang Xiaolei; Cai Yuting; Jiang Xiang; Pan Xiang; Zhu Wenhao; Wang Yang; Wang Zengquan; (44 pag.)CN110734428; (2020); A;,
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These common heterocyclic compound, 1835-49-0, name is Tetrafluoroterephthalonitrile, 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. Product Details of 1835-49-0

[Example 7]; The same operations as in Example 1 were carried out, except that the catalyst used was changed from the 5% Rh/C catalyst (available from NE Chemcat Corporation, hydrous product) to a 2% Rh/C catalyst (available from NE Chemcat EPO Corporation, hydrous product) . After a lapse of 7.3 hours, absorption of hydrogen ceased. The quantity of hydrogen absorbed was 114% of the theoretical quantity of hydrogen absorbed. Treatment of the reaction solution was carried out in the same manner as in Example 1.From the toluene extract, a small amount of a sample was withdrawn, and it was subjected to GC analysis. As a result of the analysis, a peak of the tetrafluoroterephthalonitrile as a raw material was below the detection limit, the amount of tetrafluoroterephthalaldehyde was 88.6 mol%, the amount of 2, 3, 5, 6-tetrafluorobenzene was 1.15 mol%, and the amount of 2, 3, 5, 6-tetrafluorobenzonitrile was 2.63 ralphaol%. On the other hand, the aqueous phase was neutralized and then subjected to GC analysis. As a result of the analysis, presence of 2.36 mol% of 2, 3, 5, 6-tetrafluorobenzylamine was confirmed. The results are set forth in Table 1.

The synthetic route of Tetrafluoroterephthalonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SHOWA DENKO K.K.; WO2006/137347; (2006); A2;,
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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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Adding a certain compound to certain chemical reactions, such as: 1009-35-4, name is 4-Fluoro-3-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 1009-35-4, HPLC of Formula: C7H3FN2O2

[0226] To a solution of 4-fluoro-3-nitrobenzonitrile (74.1 mg, 0.446 mmol) and l-(thiophen-3- ylmethyl)piperazine (0.081 g, 0.446 mmol) in ACN (1 mL) was added K2CO3 (0.185 g, 1.338 mmol). The reaction mixture was heated to 80°C for 3 hours and then diluted with water (3 mL). The liquid phase was decanted and the solid phase was washed with water and dried in a vacuum oven at 70°C for 4 hours to give the title compound, which was used without further purification.

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; TAKEDA PHARMACEUTICAL COMPANY LIMITED; GREEN, Jason; HOPKINS, Maria; JONES, Benjamin; KIRYANOV, Andre A.; KUEHLER, Jon; MONENSCHEIN, Holger; MURPHY, Sean; NIXEY, Thomas; SUN, Huikai; (300 pag.)WO2018/183145; (2018); A1;,
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Application of 1187-42-4, 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. 1187-42-4, name is Diaminomaleonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: AlCl3 (15 molpercent) was added to a solution of DAMN (1 mmol), ketone (1 mmol) and isocyanide (1 mmol), in 5 ml of CH3CN. The resulting mixture was stirred for an appropriate time at room temperature. After completion of the reaction, as indicated by thin-layer chromatography (TLC; ethyl acetate=n-hexane 3=1), the product was precipitated by addition of 10 ml of water. The precipitate was filtered off, washed with water, and then recrystallized from acetone. In the case of aromatic aldehyde, precipitate after filtration was loaded on column chromatography with 20percent ethyl acetate?hexane as an eluent system to furnish the 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, Diaminomaleonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Bhosale, Shrikar M.; Naik, Nilesh H.; Kusurkar, Radhika S.; Synthetic Communications; vol. 43; 23; (2013); p. 3163 – 3169;,
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Application of 114897-91-5, 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 114897-91-5 as follows.

Step (2) Preparation of N’-Hydroxy-2-(4-bromo-2-fluorophenyl)ethanimidamide Hydroxylamine hydrochloride (8.93 g, 128.5 mmol), was added in one portion to a solution of sodium methoxide, freshly prepared from sodium (2.96 g, 128.5 mmol) in methanol (200 mL). The resulting mixture was stirred 1 hour at room temperature, during which a precipitate was formed. 4-Bromo-2-fluorophenylacetonitrile (11.0 g, 51.4 mmol) was added and the resulting mixture heated to reflux for 20 hours. A white solid was removed by filtration of the hot mixture and discarded. The filtrate was concentrated to a volume of 100 mL to give a precipitate which was washed with water, followed by 5% EtOAc/hexanes. A second crop was obtained from the filtrate upon further concentration. The two crops were combined and dried in vacuo to give the product as a white crystalline solid (10.4 g, 82%) of sufficient purity for use in the subsequent reaction. NMR (DMSO-d6): delta 8.99 (s, 1H), 7.44 (dd, J1 =9.2 Hz, J2 =1.3 Hz, 1H), 7.32 (m, 2H), 5.47 (br s, 2H), 3.30 (s, 2H).

According to the analysis of related databases, 114897-91-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Home Products Corp.; US4895862; (1990); A;,
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