Tag: M.W=0-100

Synthetic Route of 151-18-8, A common heterocyclic compound, 151-18-8, name is 3-Aminopropanenitrile, molecular formula is C3H6N2, 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.

Add 284 g of ethyl formate to a 500 mL three-neck bottle.At a certain temperature (see Table 1 for specific temperature selection), slowly add 35g of solid sodium ethoxide at a rate of 1.2g/min and raise the temperature to 10 C.Then add 30 g of beta-aminopropionitrile at a rate of 1.0 g/min.The above reaction solution was poured into a 500 mL autoclave, and stirring was started.Heating to raise the temperature to 65-70 C,The pressure range is 5.0-6.0MPa, and it will naturally drop to 20C after 10h of heat preservation.After suction filtration, the filter cake was washed twice with 25 g of ethyl formate, and the filter cake was dried at 50 C.getAlpha-formyl-beta-formylaminopropionitrileYellowish solid sodium salt 65.8g,The content is 90.4%,The yield was 93.8%.

The synthetic route of 151-18-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Northeast Pharmaceutical Group Co., Ltd.; Yang Huifen; Zhang Li; Qu Zhuangzhi; (6 pag.)CN108484439; (2018); A;,
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Reference of 6011-14-9, 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 6011-14-9 as follows.

General procedure: For the aryl alpha-iminonitriles, a suspension of aminoacetonitrile hydrochloride (0.37 g, 4.0 mmol) and Et3N (1.0 mL, 7.2 mmol) in ethanol (10 mL) was stirred at room temperature for 0.5 h. To the resulting solution was added the corresponding aldehyde (2.0 mmol). After the reaction mixture was stirred for 1-2 h, the solvent was removed in vacuo. The residue was then diluted with EtOAc and washed with brine, dried over MgSO4, filtered and concentrated under in vacuo. The crude alpha-iminonitrile was used in next step without further purification.

According to the analysis of related databases, 6011-14-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Li, Jundong; Lin, Na; Yu, Lei; Zhang, Yandong; Tetrahedron Letters; vol. 57; 51; (2016); p. 5777 – 5780;,
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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. 630-18-2, name is Pivalonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C5H9N

Pivalonitrile (1.3 mL, 12.0 mmol) was dissolved in anhydrous ethanol (28 mL) under an atmosphere of Ar. The solution was cooled to 0 C, saturated with HC1 gas, stirred for 6 h, allowed to warm to RT, and stirred for 54 h. The solvent was removed in vacuo to afford ethyl pivalimidate hydrochloride (2.0 g, 100 %) as an off white solid. H NMR (400 MHz, DMSO-i: delta 1 1.19 (br s, 1 H), 4.42 (q, J = 6.9 Hz, 2 H), 1.33 (t, J= 6.8 Hz, 3 H), 1.24 (s, 9 H).

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

Reference:
Patent; DECIPHERA PHARMACEUTICALS, LLC; BRANDT, Gary E. L.; TELIKEPALLI, Hanumaiah; CALDWELL, Timothy Malcolm; SAMARAKOON, Thiwanka; FLYNN, Daniel L.; KAUFMAN, Michael D.; WO2014/145023; (2014); A1;,
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Electric Literature of 98730-77-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 98730-77-9 name is 1-(Hydroxymethyl)cyclopropanecarbonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

1 -(Hydroxymethyl)cyclopropanecarbonitrile (1 .1 g, 1 1 .3 mmol), TBDPSCI (2.66 mL, 1 1 .3 mmol, 1 eq.), imidazole (926 mg, 13.6 mmol, 1 .2 eq.) and DMAP (69 mg, 0.57 mmol, 0.05 eq.) were combined in DCM (15 mL) and stirred at r.t. for 18 h. The mixture was partitioned between EtOAc (2 chi 20 mL) and water (20 mL), washed with brine, dried (MgS04) and solvent removed in vacuo. The residue was purified by MPLC on silica with gradient elution from 2-40% EtOAc/petrol to give the title compound as a clear oil (2.05 g, 54%); HRMS calc for CziHa NzSi 353.2044, found 353.2034.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(Hydroxymethyl)cyclopropanecarbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; CANCER RESEARCH TECHNOLOGY LIMITED; CHESSARI, Gianni; HOWARD, Steven; BUCK, Ildiko Maria; CONS, Benjamin David; JOHNSON, Christopher Norbert; HOLVEY, Rhian Sara; REES, David Charles; ST. DENIS, Jeffrey David; TAMANINI, Emiliano; GOLDING, Bernard Thomas; HARDCASTLE, Ian Robert; CANO, Celine Florence; MILLER, Duncan Charles; CULLY, Sarah; NOBLE, Martin Edward Maentylae; OSBORNE, James Daniel; PEACH, Joanne; LEWIS, Arwel; HIRST, Kim Louise; WHITTAKER, Benjamin Paul; WATSON, David Wyn; MITCHELL, Dale Robert; (293 pag.)WO2017/55860; (2017); 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. 2469-99-0, name is 3-Oxobutanenitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 3-Oxobutanenitrile

Step 1. 2-Benzylidene-3-oxobutanenitrile Into a 100-mL round-bottom flask, was placed a solution of 3-oxobutanenitrile (4.15 g, 50.00 mmol, 1.00 equiv) in toluene (50 mL), benzaldehyde (5.3 g, 50.00 mmol, 1.00 equiv), piperidine (430 mg, 5.06 mmol, 0.10 equiv), and acetic acid (600 mg, 10.00 mmol, 0.20 equiv). The resulting solution was heated to reflux for 8 hr. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:10). This resulted in 2.3 g (24%) of 2-benzylidene-3-oxobutanenitrile as a yellow solid.

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; BIOENERGENIX; US2012/277224; (2012); A1;,
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151-18-8, name is 3-Aminopropanenitrile, 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. Product Details of 151-18-8

To a 3-neck round-bottom flask wasadded (S)-3-[5-(3,4-dichloro-phenyl)-1 -(4-methoxy-phenyl)-1 H-pyrazol-3-yl]-2-25 m-tolyl-propionic acid (Example 1; 5.0 g, 9.9 mmol, 1.0 equiv), EDC (4.7 g, 24.7 mmol, 2.5 equiv) and HOST (3.3 g, 24.7 mmol, 2.5 equiv) under nitrogen.A/,A/-Dimethylformamide (50 ml) was added, followed by 3-aminopropanenitrile(1.9 g, 24.7 mmol, 2.5 equiv) and diisopropylethylamine (6.8 ml, 39.6 mmol,4.0 equiv). The reaction mixture was stirred overnight, then was diluted with5 ethyl acetate (200 ml), washed with 1 N HCI (100 ml), H2O (100 mL),10%sodium bicarbonate (100 ml), H2O (100 ml) then brine (100 ml), and dried(sodium sulfate). The solvent was then removed under reduced pressureyielding the desired amide (5.35 g, 99%), which was used in the next stepwithout purification. HPLC: Rt = 7.89 (Method A). MS (ESI): mass calculated10 for C29H26Cl2N4O2, 532.14; m/zfound, 533.3 [M+H]+. 1H NMR (500 MHz,CDCI3): 7.31-7.30 (m, 2H), 7.23 (t, J= 7.4 Hz, 1H), 7.19 (br s, 1H), 7.16-7.14(m, 3H), 7.10 (d, J= 7.4 Hz, 1H), 6.91 (dd, J = 8.5, 2.2 Hz, 1H), 6.87 (d, J= 9.0Hz, 2H), 6.20 (s, 1H), 6.09 (t, J = 6.0 Hz, 1H), 3.90 (dd, J = 9.0, 6.0 Hz, 1H),3.82 (s, 3H), 3.56-3.50 (m, 2H), 3.35-3.31 (m, 1H), 3.08 (dd, J = 14.8, 6.0 Hz,15 1 H), 2.53-2.46 (m, 2H), 2.35 (s, 3H).

The synthetic route of 151-18-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2005/5393; (2005); A2;,
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Reference of 98730-77-9, 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 98730-77-9 as follows.

Step 2: ( 1 -cyanocyclopropyljmethyl methane sulfonate; At r.t to a solution of l^hydroxymethyOcyclopropanecarbonitrile (0.41 g, 4.2 mmo.) in methylene chloride (10 mL) was added methanesulfonyl chloride (490 uL, 6.3 mmol), followed by triethylamine (1.5 mL, 10.0 mmol) and 4-dimethylaminopyridine (18 mg, 0.15 mmol). The mixture was stirred at r.L for 3 h. It was diluted with methylene chloride, washed with water and brine, dried over Na2SO4. After filtration the filtrate was concentrated to yield the crude product which was used in the next step reaction without further purification.

According to the analysis of related databases, 98730-77-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INCYTE CORPORATION; ZHANG, Colin; QIAN, Ding-quan; ZHUO, Jincong; YAO, Wenqing; WO2010/75270; (2010); A1;,
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Adding a certain compound to certain chemical reactions, such as: 19295-57-9, name is 3-Hydroxy-2,2-dimethylpropanenitrile, 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 19295-57-9, SDS of cas: 19295-57-9

770 g of 35% by weight of concentrated hydrochloric acid was added to the crude 2,2-dimethyl-3-hydroxypropanenitrile under heating and heated to 35 C for 3 hours. After the completion of the reaction, hydrochloric acid and water were distilled off to give 2,2-dimethyl- 3-hydroxypropionamide crude product 222g, purity 66.2%, the target product yield of this step about 84.9%.

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; Wanhua Chemical Group Co., Ltd.; Wang Peng; He Guangwen; Cui Qian; Cong Xin; Li Yuan; (6 pag.)CN107129435; (2017); A;,
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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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Reference of 20249-16-5, A common heterocyclic compound, 20249-16-5, name is 3-Oxocyclobutanecarbonitrile, molecular formula is C5H5NO, 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 suspension of sodium hydride (80 mg, 1 .998 mmol) in dry Tetrahydrofuran (10 mL) cooled to 0 C with an ice bath was added dropwise a solution of ethyl 2- (diethoxyphosphoryl)acetate (448 mg, 1 .998 mmol) in Tetrahydrofuran (10 mL). The bath was removed and the mixture was stirred for 1 h at rt. The mxiture was then re-cooled to 0 C with an ice bath and a solution of 3-oxocyclobutanecarbonitrile (190 mg, 1 .998 mmol) in Tetrahydrofuran (2 mL) was then was added dropwise. The resulted mixture was then stirred overnight at rt. Water (20 ml) and diethyl ether (50 ml) were added, the aqueous phase was extracted with diethyl ether (2×20 ml), the combined extracts were washed with water and brine, dired over anhydrous Na2S04 and concentrated to give the title compound ethyl 2-(3- cyanocyclobutylidene)acetate (200 mg, 1 .21 1 mmol, 60.6 % yield) as a clorless oil. m/z: [M + H]+ Calcd for C9H12NO2 166.2; Found 166.

The synthetic route of 20249-16-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; BARBE, Guillaume; BOHNERT, Gary; CALANDRA, Nicholas; LAMBERT III, Millard Hurst; LU, Hongfu; LOBERA, Mercedes; RAMANJULU, Joshi; REN, Feng; YANG, Ting; (337 pag.)WO2019/63748; (2019); A1;,
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