Tag: M.W=0-100

Some common heterocyclic compound, 151-18-8, name is 3-Aminopropanenitrile, molecular formula is C3H6N2, 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. name: 3-Aminopropanenitrile

A process for preparing 2-methyl-4-amino-5-aminomethylpyrimidine, comprising the steps of:1), 30 parts of DMF and 50 parts of dimethyl sulfate was added to a four-necked flask, the temperature was raised to 75 C, the reaction was stirred for 4 h, and then cooled to -10 C;2), slowly add 50 parts of sodium methoxide methanol solution, drip, and stir for 10 minutes;3) slowly adding 28 parts of 3-aminopropionitrile, stirring for 40 min, and distilling under reduced pressure to obtain intermediate 1;4), further adding 140 parts of dichloromethane and stirring for 20min, filtering, and the filtrate is subjected to distillation under reduced pressure to obtain intermediate 2;5), 75 parts of sodium methoxide methanol solution was added to a four-necked flask, cooled to -4 C, slowly added 40 parts of acetonitrile hydrochloride, stirred for 30 min, filtered, the filtrate was transferred to another flask and intermediate 2 was added. And 40 parts of sodium hydroxide, liter After warming to 25 C and stirring for 16 h, a solution of 2-methyl-4-amino-5-aminomethylpyrimidine was obtained, and the yield was 92.5%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 151-18-8, its application will become more common.

Reference:
Patent; Nanjing Jinhao Pharmaceutical Technology Co., Ltd.; Wu Jianzhong; Liu Weiqiang; Tong Hebing; Jiang Lihua; Wang Bucheng; (4 pag.)CN109293580; (2019); A;,
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Synthetic Route of 630-18-2, These common heterocyclic compound, 630-18-2, name is Pivalonitrile, 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: To a solution of 4-bromobiphenyl 1a (3.0 mmol, 699.3 mg) in THF (3.0 mL) was added n-BuLi (4.5 mmol, 1.55 M in hexane, 2.87 mL) at 50 C. The obtained mixture was stirred for 30 min at 50 C under an argon atmosphere. Pivalonitrile (6.0 mmol, 498.8 mg) in THF (2.0 mL) was added to the mixture at 50 C and the obtained mixture was stirred for 30 min in the temperature range of 50 C to room temperature. MeOH (2.0 mL) was added to the mixture. Then, I2 (12.0 mmol, 3045.6 mg) and K2CO3 (12.0 mmol, 1658.4 mg) were added to the mixture at room temperature, and the obtained mixture was stirred for 6 h at 70 C. Sat. aq. Na2SO3 solution (20.0 mL) was added to the reaction mixture, and the product was extracted with AcOEt (10.0 mL x 3). The organic layer was dried over Na2SO4. After filtration and removal of the solvent, the residue was purified by silica-gel column chromatography (chloroform: n-hexane 1:1) to give 4-cyanobiphenyl 2a (451.6 mg, 84%).

The synthetic route of 630-18-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Uchida, Ko; Togo, Hideo; Tetrahedron; vol. 75; 39; (2019);,
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Reference of 2469-99-0,Some common heterocyclic compound, 2469-99-0, name is 3-Oxobutanenitrile, molecular formula is C4H5NO, 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: In a 250 mL RBF, 3-aminobut-2-enenitrile (2.0 g, 0.24 mole) was added to a stirred solution of cyclohexyl hydrazine hydrochloride (4.0 g, 0.026 mole) and acetic acid (0.1 mL) in ethanol (60 mL). The reaction was refluxed for 6 h. Crude was evaporated and loaded on column to elute out product at 40% ethyl acetate in hexane. (1.74 g, 40%)

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

Reference:
Article; Sharma, Swagat; Kozek, Krystian A.; Abney, Kristopher K.; Kumar, Sushil; Gautam, Nagsen; Alnouti, Yazen; David Weaver; Hopkins, Corey R.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 6; (2019); p. 791 – 796;,
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Synthetic Route of 105-34-0, 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. 105-34-0, name is Methyl 2-cyanoacetate belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

97 g (0.56 mol) of 1-nitronaphthalene,166.5 g (1.68 mol) of methyl cyanoacetate,40.1 g (0.62 mol) of potassium cyanide,62.9 g (1.12 mol) of potassium hydroxide,And the mixture was stirred.Dimethylformamide 970 mLAnd the mixture was stirred overnight at 60 C.After the solvent was removed by concentration under reduced pressure at room temperature, 10%500 mL of an aqueous solution of sodium hydroxide was added and the mixture was refluxed for about 1 hour.After separation by column chromatography, recrystallization from toluene and heptane gave 50.8 g of intermediate 4-a. (Yield: 54%)

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

Reference:
Patent; SFC Ltd.; Choi Yeong-tae; Lee Se-jin; Park Seok-bae; Ryu Tae-jeong; Yang Byeong-seon; Lee Da-jeong; (92 pag.)KR2018/10087; (2018); A;,
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Application of 105-34-0, 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. 105-34-0, name is Methyl 2-cyanoacetate belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of aromatic aldehyde (10 mmol) and active methylene compound(10 mmol) in 10 mL ethanol was introduced in a 20 mL heavy walled pearshapedtwo-necked flask with nonstandard taper outer joint. The flask wasattached to a 12 mm tip diameter probe and the reaction mixture wassonicated at ambient temperature for the specified period at 50% power of theprocessor and 230W output in a 4 s pulse mode. At the end of the reactionperiod, TLC was checked and the flask was detached from the probe and thecontent was transferred into a beaker. The formed solid was filtered off andwashed thoroughly with cold ethanol (2 10 ml) to afford the Knoevenageladduct 3.

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

Reference:
Article; Dandia, Anshu; Jain, Anuj K.; Laxkar, Ashok K.; Bhati, Dharmendra S.; Tetrahedron Letters; vol. 54; 24; (2013); p. 3180 – 3184;,
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Related Products of 4426-11-3, 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. 4426-11-3, name is Cyclobutanecarbonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: tert-butyl 3 -( 1 -cyanocyclobutyl)-3 -hydroxypyrrolidine- 1 -carboxylate[619] To a solution of cyclobutanecarbonitrile (1.75 g, 21.5 mmol) in THF (15mL) was added 2.0M lithium diisopropylamide (11 mL, 22.5 mmol) dropwise and the solution was stirred at -78 C for 45 minutes. Then a solution of tert-butyl 3-oxopyrrolidine-l- carboxylate (4.0 g, 21.5 mmol) in THF (2 mL) was added to the solution and the mixture was stirred at -78 C for 2 hours. The reaction mixture was quenched with saturated NH4C1 solution and extracted with EtOAc (25 mL x 3). The organic phase was washed with brine (20 mL), dried over Na2S04, filtered, and concentrated. The residue was purified by column chromatography eluted with petroleum ether: EtOAc = 2: 1 to obtain the title compound (0.9 g, 38.2 % yield) as a white solid. XH NMR: (400 MHz, CDC13): ? 3.64-3.40 (m, 4H), 2.44 (t, J= 7.8 Hz, 2H), 2.33-2.23 (m, 2H), 2.13-1.88 (m, 4H), 1.47(s, 9H)

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

Reference:
Patent; ABBVIE INC.; BAYBURT, Erol K.; CLAPHAM, Bruce; COX, Phil B.; DAANEN, Jerome F.; GOMTSYAN, Arthur; KORT, Michael E.; KYM, Philip R.; VOIGHT, Eric A.; SCHMIDT, Robert G.; DART, Michael J.; GFESSER, Gregory; WO2013/62966; (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. 6011-14-9, name is 2-Aminoacetonitrile hydrochloride, A new synthetic method of this compound is introduced below., Computed Properties of C2H5ClN2

A. 2-tert-Butyloxycarbonylamino-3-methyl-pentanoic acid cyanomethyl-amide N-Tertbutyloxycarbonyl-isoleucine semihydrate (3 g, 12.5 mmol), HOBt (3.71 g, 27.5 mmol, 2.2 eq.) and aminoacetonitrile hydrochloride (1.27 g, 13.7 mmol, 1.1 eq.) are dissolved in dimethylformamide (36 ml) and WSCD (2.5 ml, 13.7 mmol, 1.1 eq.) is added.. After stiring for 1 hour at rt, 4% sodium bicarbonate solution is added and the mixture is extracted with ethyl acetate.. The organic layer is washed with sodium bicarbonate and dilute hydrochloric acid, dried over magnesium sulfate and evaporated, to give the product in quantitative yield. mp. 125-133.5 C., Rf=0.44 (hexanes:ethyl acetate=1:1)

The synthetic route of 6011-14-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novartis AG; US6353017; (2002); B1;,
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Reference of 2469-99-0, These common heterocyclic compound, 2469-99-0, name is 3-Oxobutanenitrile, 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.

To a stirring suspension of 5-hydrazinylisoquinoline (prepared from Example 25 step a, 0.60 g, 3.8 mmol) and 3-oxobutanenitrile (0.31 g, 3.8 mmol) in ethanol (3 mL) was heated at 80 C. for 2 h. After cooling to room temperature, the reaction mixture was in vacuo and the resulting crude residue was purified by flash chromatography (SiO2, 0-20% methanol in ethyl acetate) to give the desired product (0.067 g, 2.8 mmol, 73%).

The synthetic route of 2469-99-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHEMOCENTRYX, INC.; CHEN, Xi; FAN, Junfa; FAN, Pingchen; KRASINSKI, Antoni; LI, Lianfa; LUI, Rebecca M.; McMAHON, Jeffrey P.; POWERS, Jay P.; ZENG, Yibin; ZHANG, Penglie; US2013/225580; (2013); A1;,
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6330-25-2, name is 2-Cyano-N-methyl-acetamide, 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. Application In Synthesis of 2-Cyano-N-methyl-acetamide

General procedure: 4-Amino-7-X-8-bromo-N-(alkyl)-cinnoline-3-carboxamide (X = H or F).To a solution of 2-[(3-X-2-bromophenyl)-hydrazono]-N-(alkyl)-2-cyanoacetamide (1.0 equiv) in anhydrous toluene (0.1 M, 1 volume) was added aluminum chloride (3.0 equiv). The reaction was heated with vigorous stirring at 70-90 C for 1-3 h, cooled, and quenched with Rochelle’s salt (saturated aqueous potassium sodium tartrate, 0.5 volume). Afterward, the mixture was stirred at room temperature overnight. The aqueous layer was separated, and the organic layer was treated with fresh Rochelle’ salt (0.5 volume) while stirring at room temperature for 1 h. After separating the resulting layers, the organic suspension was washed with water and filtered to give give a tan solid. Additionally, the organic filtrate was concentrated, and triturated with ether to give a tan precipitate. The resulting solids were filtered to give a tan solid in 30-70% yield of crude product. The combined tan solid was dried at 50 C under high-vacuum to give the title compound, which was used without further purification.The intermediate compounds were prepared as follows:2-[(3-X-2-Bromophenyl)-hydrazono]-N-(alkyl)-2-cyanoacetamide (X = H or F).Solution A: To a mechanically stirred solution of 3-X-2-bromoaniline (1.0 equiv) in acetic acid (2 M, 1 volume) was added water (0.6 volume) at ambient temperature. The mixture was cooled to 0 C, and then concentrated aqueous HCl (0.5 volume) added. A precipitate was formed immediately and the suspension was stirred at 0 C for 20 min. To this suspension was added dropwise a solution of sodium nitrite (1.10 equiv) in water (0.6 volume), maintaining the internal temperature below 5 C. The resulting clear orange solution was stirred at 0 C for another 30 min.Solution B: To a mechanically stirred solution of N-(alkyl)-2-cyanoacetamide (1.25 equiv) in ethanol (4.5 volume) was added a solution of sodium acetate (1.60 equiv) in water (120 volume), and chilled to between 0 C and -5 C.Solution A was poured into solution B, maintaining the internal temperature below 0 C. An orange precipitate was formed gradually. The mixture was stirred below 0 C overnight, and then the orange precipitate was collected by filtration, washed with water (100 mL ¡Á 3), and dried at 50 C under high vacuum to remove water. An orange solid was obtained in greater than 95% yield, which was the ‘E’, and used for the next step without further purification.

The synthetic route of 6330-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Alhambra, Cristobal; Becker, Chris; Blake, Timothy; Chang, Amy; Damewood Jr., James R.; Daniels, Thalia; Dembofsky, Bruce T.; Gurley, David A.; Hall, James E.; Herzog, Keith J.; Horchler, Carey L.; Ohnmacht, Cyrus J.; Schmiesing, Richard Jon; Dudley, Adam; Ribadeneira, Maria D.; Knappenberger, Katherine S.; MacIag, Carla; Stein, Mark M.; Chopra, Maninder; Liu, Xiaodong F.; Christian, Edward P.; Arriza, Jeffrey L.; Chapdelaine, Marc J.; Bioorganic and Medicinal Chemistry; vol. 19; 9; (2011); p. 2927 – 2938;,
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Adding a certain compound to certain chemical reactions, such as: 33279-01-5, name is 3-Oxopentanenitrile, 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 33279-01-5, Recommanded Product: 3-Oxopentanenitrile

A solution of 3-OXO-PENTANENITRILE (0. 5 g, 5.15 mmol) and methylhydrazine (0.24 g, 5. 15 mmol) in ethanol (5ML) is heated to reflux for 1.5 hours. The solvent is evaporated and the residue partitioned between ethyl acetate and brine. The organic phase is dried over MGS04 and evaporated to afford 5-ETHYL-2-METHYL-2H-PYRAZOL-3-YLAMINE. [M+H]

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; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/26113; (2005); A1;,
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