Category: 31108-57-3

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 31108-57-3, name is 1H-Pyrazole-4-carbonitrile, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 31108-57-3

To a solution of A26 (300mg, 729 umol, 1.00 Eq) in acetone (5 mL) was added K2CO3 (200 mg, 1.45 mmol, 2.0 Eq) and 1H-pyrazole -4-carbonitrile (81.3 mg, 874 umol, 1.2 Eq) at 25oC. The reaction mixture was stirred at 25C for 16 hrs. Then, TLC showed the material was disappeared. The mixture was diluted with water (20 mL) and extracted with EA (30 mL×2). The combined organic layers were washed with brine (30 mL), dried over Na2SO4 and concentrated in vacuum. The residue was purified by silica gel chromatography( 100-200 mesh silica gel, petroleum ether/ethyl acetate =2/1) to afford A39 (245 mg, 549 umol) as a off-white solid. 1H NMR (A39): 400MHz delta 7.86 (s, 1H), 7.81 (s, 1H), 5.04-4.88 (m, 2H), 2.62-2.58 (m, 1H), 0.95 (s, 3H), 0.65 (s, 3H).

According to the analysis of related databases, 31108-57-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SAGE THERAPEUTICS, INC.; MARTINEZ BOTELLA, Gabriel; SALITURO, Francesco, G.; ROBICHAUD, Albert, Jean; HARRISON, Boyd, L.; (275 pag.)WO2016/61527; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 31108-57-3, name is 1H-Pyrazole-4-carbonitrile, belongs to pyrazoles-derivatives 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 31108-57-3, SDS of cas: 31108-57-3

General procedure: The appropriate carboxylic acid (1.0 equiv) was treated with oxalylchloride (1.1 equiv) in CH2Cl2 (0.5 M) at 0 C. The reaction mixture wasstirred at room temperature for 1 h. The solvent was removed under N2and the acid chloride (1 equiv) was dissolved in anhydrous CH2Cl2(0.5 M). The appropriate pyrazole (1.0 equiv) was dissolved in CH2Cl2(0.5 M) and cooled to 0 C. The acid chloride (1 equiv) in CH2Cl2 (0.5 M) was added dropwise and the reaction mixture was stirred atroom temperature for 3 h. The mixture was diluted with EtOAc, washedwith saturated aqueous NaCl, and dried over Na2SO4. Evaporationunder reduced pressure yielded the crude product that was purified byflash chromatography (SiO2).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1H-Pyrazole-4-carbonitrile, and friends who are interested can also refer to it.

Reference:
Article; Otrubova, Katerina; Chatterjee, Shreyosree; Ghimire, Srijana; Cravatt, Benjamin F.; Boger, Dale L.; Bioorganic and Medicinal Chemistry; vol. 27; 8; (2019); p. 1693 – 1703;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 31108-57-3, name is 1H-Pyrazole-4-carbonitrile, A new synthetic method of this compound is introduced below., Product Details of 31108-57-3

To a stirred solution of ethyl 2-((2-chloroethyl) amino)-2-phenylacetate (0.10 g, 0.413 mmol) in DMF (1 ml) was added K2C03 (0.114 g, 0.827 mmol) at 25 C. After stirring for 15 minutes, 1 /7-pyrazolc-4-carhonitrilc (0.046g, 0.496 mmol) was added at 25 C. The reaction mixture was heated at 60 C for 3 hours. Then the reaction mixture was poured into ice water (15 ml) and the product was extracted with ethyl acetate (2 x 30 ml). The combined organic layers were washed with brine (20 ml), dried over anhydrous sodium sulphate and concentrated under reduced pressure. The residue was purified by silica gel chromatography to afford the title compound (0.050 g, 40%). LCMS: m/z = 299.76 [M+l].

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; CONSTELLATION PHARMACEUTICALS, INC.; WILSON, Jonathan, E.; BRUCELLE, Francois; LEVELL, Julian, R.; (153 pag.)WO2019/161162; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 31108-57-3, name is 1H-Pyrazole-4-carbonitrile belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. name: 1H-Pyrazole-4-carbonitrile

To a solution of 2-chloro-/V-(2,4-dimethoxybenzyl)-5-nitrobenzenesulfonamide (15.0 g, 38.8 mmol) in acetonitrile (450 mL) were added 1 /-/-pyrazole-4-carbonitrile (5.41 g, 93.1 mmol) and powdered potassium carbonate (16.1 g, 1 16 mmol) and it was stirred overnight at 100C. The reaction mixture was concentrated in vacuo and the residue was extracted with ethyl acetate and water. Pure title compound precipitated and was filtered off (9.09 g 20.5 mmol, 53 % yield, 97 % purity), The organic phase was washed with brine and dried over sodium sulfate. Concentration in vacuo led to further crude title compound (9.1 1 g., app. 60 % purity). (0390) LC-MS (Method B): Rt = 1 .17 min; MS (ESIneg): m/z = 442 [M-H]” (0391) 1H-NMR (400MHz, DMSO-d6) delta [ppm]: 3.53 (s, 3H), 3.64 (s, 3H), 4.08 (s, 2H), 6.20 (d, 1 H), 6.29 (dd, 1 H), 7.07 (d, 1 H), 7.89 (d, 1 H), 8.12 (br s, 1 H), 8.30 (br s, 1 H), 8.41 – 8.54 (m, 2H), 9.17 (br s, 1 H).

The synthetic route of 31108-57-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; HAUFF, Peter; WERNER, Stefan; (94 pag.)WO2019/81573; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 31108-57-3, name is 1H-Pyrazole-4-carbonitrile, A new synthetic method of this compound is introduced below., Safety of 1H-Pyrazole-4-carbonitrile

To a suspension of 1H-pyrazole-4-carbonitrile (50.5 mg, 0.542 mmol), K3P04(233 mg, 1.084 mmol) and 6-(3-chloro-2-fluoro-6-iodophenyl)pyrimidin-4-ol (190 mg,0.542 mmol) in dioxane (0.24 mL) was added (1R,2R)-N1,N2-dimethylcyclohexane-1,2-diamine (38.6 mg, 0.271 mmol). The vial was then purged with Ar, Cul (5.16 mg, 0.027mmol) was added, and the vial was sealed. The reaction mixture was heated at 80 C.After 16 h, the reaction was cooled to rt, filtered, and the filtrate was concentrated. Purification by reverse phase chromatography gave 1 -(4-chloro-3 -fluoro-2-(6-hydroxypyrimidin-4-yl)phenyl)- 1 H-pyrazole-4-carbonitrile (74 mg, 43% yield) as an offwhite solid. MS(ESI)m/z: 316.3 (M+H). ?H NMR (400MHz, CD3OD) oe 8.54 (s, 1H),8.09 (d, J=0.9 Hz, 1H), 7.97 (s, 1H), 7.80 (dd, J=8.7, 7.8 Hz, 1H), 7.50 (dd, J=8.7, 1.7 Hz, 1H), 6.51 (t,J1.1 Hz, 1H).

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; BRISTOL-MYERS SQUIBB COMPANY; CORTE, James R.; DE LUCCA, Indawati; FANG, Tianan; YANG, Wu; WANG, Yufeng; DILGER, Andrew K.; PABBISETTY, Kumar Balashanmuga; EWING, William R.; ZHU, Yeheng; WEXLER, Ruth R.; PINTO, Donald J. P.; ORWAT, Michael J.; SMITH, Leon M. II; WO2015/116886; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 31108-57-3, name is 1H-Pyrazole-4-carbonitrile, A new synthetic method of this compound is introduced below., Application In Synthesis of 1H-Pyrazole-4-carbonitrile

A solution of compound from Example 115 step b (100 mg, 0.19 mmol), 1H- pyrazole-4-carbonitrile (43 mg, 0.46 mmol), CuI (53 mg, 0.28 mmol), K2CO3 (102 mg, 0.74 mmol), (1S,2S)-1-N,2-N-dimethylcyclohexane-1,2-diamine (52.8 mg, 0.37 mmol) in DMF(3 mL) was stirred for 2 hrs at 100oC under N2. The crude product was purified by HPLC to give the desired compound (66 mg, 65%) as a white solid. ESI MS m/z = 549.2 [M+H]+.

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 of 31108-57-3, These common heterocyclic compound, 31108-57-3, name is 1H-Pyrazole-4-carbonitrile, 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 mixture of 4-cyano-lH-pyrazole (315 mg, 3.39 mmol) in THF (3 mL) was added portionwise NaH (406 mg, 10.17 mmol, 60% in mineral oil) at 0C under N2. The mixture was stirred at 0C for 30 min, then intermediate 8 (1.6 g, 5.08 mmol) in THF (6 mL) was added to the mixture. The mixture was stirred at rt for 2 h. The mixture was dried under N2 and washed with i-PrOH and MTBE. The crude product was purified by recrystallization from i-PrOH (5 mL) to give the title compound (0.50 g, 24 %) as a white solid. LCMS [M-H]- 370.1 1H NMR (400 MHz, CD3OD) delta 8.61 (s, 1H), 8.11 (s, 1H), 7.95 (d, J = 6.4 Hz, 1H), 6.88 (s, 1H), 2.80-2.86 (m, 4H), 2.70-2.73 (m, 4H), 1.95-2.07 (m, 4H).

The synthetic route of 31108-57-3 has been constantly updated, and we look forward to future research findings.

Application of 31108-57-3, 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 31108-57-3 as follows.

General procedure: Prepared according General Procedure B from compound All (25 mg, 0.057 mmol) and 5- chlorotriazole (106 mg, 1.14 mmol), with purification by reverse phase preparative HPLC to provide compound 13 as a white solid (16.8 mg, 65%): mp 141-142 C; 1HNMR (500 MHz, CDC13) delta 7.85 (s, IH), 7.80 (s, IH), 4.95 (dd, J= 62.5, 17.5 Hz, 2H), 3.47 (dd, J= 10.0 Hz, IH), 3.37 (dd, J = 10.0 Hz, IH), 3.28 (s, 3H), 2.60 (t, J = 9.0 Hz, IH), 2.23-2.20 (m, IH), 2.05-2.01 (m, 2H), 1.76-1.69 (m, 4H), 1.63-1.49 (m, 7H), 1.47-1.10 (m, 10H), 0.99-0.97 (m, 1H), 0.87-0.85 (m, 1H), 0.69 (s, 3H) ppm; ESI MS m/z 436 [M+H-H20]+ .

According to the analysis of related databases, 31108-57-3, the application of this compound in the production field has become more and more popular.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 31108-57-3, name is 1H-Pyrazole-4-carbonitrile, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1H-Pyrazole-4-carbonitrile

To a solution of crude reactant SC-II (100 mg, 0.241 mmol) in anhydrous THF (5 mL) was added lH-pyrazole-4-carbonitrile (112 mg, 1.2 mmol) followed by potassium carbonate (170 mg, 1.2 mmol) and the solution was heated at 60 C for 2h. Then the reaction mixture was diluted with ethyl acetate (100 mL). The resulting solution was washed with brine (2×50 mL), dried over magnesium sulfate and concentrated in vacuo. The crude product was purified by reverse phase prep-HPLC to afford product SB-21 (46 mg, 0.109 mmol, Yield=45%) as a white solid. 1HNMR (500 MHz, CDC13) 5(ppm): 7.86 (IH, s), 7.81 (IH, s), 5.00 (IH, AB), 4.92 (IH, AB), 2.61 (IH, t), 0.67 (3H, s), 0.67-2.25 (24H, m). LCMS: rt=2.47 mm, /z=424.2 [M+H]+

According to the analysis of related databases, 31108-57-3, the application of this compound in the production field has become more and more popular.

Related Products of 31108-57-3,Some common heterocyclic compound, 31108-57-3, name is 1H-Pyrazole-4-carbonitrile, molecular formula is C4H3N3, 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 solution of II-C7 (70 mg, 0.15 mmol) in acetone (5 mL) were added K2C03 (41 mg, 0.3 mmol) and lH-pyrazole-4-carbonitrile (28 mg, 0.3 mmol) at l5C. The reaction mixture was stirred for 16 hours at l5C. The reaction mixture was added into saturated NH4CI (50 mL), and the aqueous layer was extracted with EtOAc (3 x 50 mL). The combined organic layer was washed with saturated brine (100 mL), dried over anhydrous Na2S04, filtered and concentrated to give product. The residue was purified by combi flash (0-20% of EtOAc in PE) to give II-C8 (45 mg, 63%) as a solid. (1075) 1H NMR (400 MHz, CDCl3) dH 7.85 (s, 1H), 7.81 (s, 1H), 5.02 (d, 7= 18.0 Hz, 2H), 4.89 (d, J= 18.0 Hz, 2H), 3.54 (q, J= 6.8 Hz, 2H), 3.41 (q, J= 9.2 Hz, 2H), 2.75 (s, 1H), 2.63-2.53 (m, 1H), 2.25-2.10 (m, 1H), 2.09-1.85 (m, 2H), 1.80-1.58 (m, 7H), 1.51-1.25 (m, 11H), 1.24- 1.10 (m, 6H), 0.78 (t, J= 7.2 Hz, 3H), 0.64 (s, 3H); MS ESI calcd. for C29H42N302 [M+H- H20]+ 464, found 464.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1H-Pyrazole-4-carbonitrile, its application will become more common.