Day: February 9, 2021

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. 1146629-77-7, name is (4-(1H-Pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate, A new synthetic method of this compound is introduced below., Application In Synthesis of (4-(1H-Pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate

The production of tert-butyl-3-(cyanomethyl)-3-[4-(7-{[(2,2- dimethylpropanoyl)oxy] methyl}-7H-pyrrolo[2,3 -d]pirimidin-4-yl)- lH-pyrazol-1-yl] azetidine-1-carboxylate of formula (I) 6.49 ml (6.6 g; 43.43 mmol; 0.5 equ.) of l l,8-diazabicyclo[5.4.0]-undec-7-ene (DBU) is added drop by drop at room temperature to a suspension of 26.00 g (86.87 mmol) of 4-(lH-pyrazol-4-yl)-7H-pyrrolo[2,3-d]pirimidin-7-yl]methyl 2,2-dimethylpropanoate of formula (X) and 16.87 g (86.87 mmol) of ieri-butyl 3-(cyanomethylidene)azetidine-l-carboxylate of formula (IV) made with 520 ml of acetonitrile. The reaction mixture is stirred for 2 hours at room temperature, then for a further 2 hours at 0-5 C. The precipitated solid material is filtered, then washed on the filter with 2×25 ml of 5 C acetonitrile, then dried at room temperature and atmospheric pressure until constant weight is achieved. In this way 38.8 g (90.0%) of a white solid product is obtained, the purity of which measured with LC MS at 254 nm is 99.8%.Mp. 181.0-183.5 C. IR (KBr): 1739, 1693, 1585, 1380,1124. HNMR (DMSO-ifc, 500 MHz): 8.94 (s, 1H), 8.82 (s, 1H), 8.48 (s, 1H), 7.76 (d, J=3.7 Hz, 1H), 7.22 (d, J=3.8 Hz, 1H), 6.26 (s, 2H), 4.53 (d, J=8.9 Hz, 2H), 4.24 (d, J=9.4 Hz, 2H), 3.68 (s, 2H), 1.42 (s, 9H), 1.10 (s, 9H). CNMR (DMSO-ifc, 125 MHz): 177.16, 155.52, 151.70, 151.69, 150.34, 140.01, 130.14, 130.06, 121.66, 116.94, 113.61, 101.41, 79.60, 66.68, 58.62, 57.05, 26.98, 26.70. Element analysis calculating for the formula theta5Eta3iotaNu704 (M: 493.57); C 60.84%; H 6.33%; N 19.86%.Measured: C 60.39%; H 6.25%; N 19.88%

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.

Synthetic Route of 741717-63-5,Some common heterocyclic compound, 741717-63-5, name is Ethyl 1-phenyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate, molecular formula is C13H11F3N2O2, 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 ethyl l-phenyl-3- (trifluoromethyl) -lH-pyrazole-4- carboxylate (20.0 g, 70.36 itimol) was added ethylenediamine (188.2 H-L, 2815 mmol) . The mixture was heated to reflux for 5 hours, cooled to room temperature, and concentrated in vacuo, and the residue was azeotroped several times with toluene to give N- (2-aminoethyl) -l-phenyl-3- (trifluoromethyl) -IH- pyrazole-4-carboxamide (20.84 g, 99%) as a tan solid: 1H NMR (400 MHz, DMSO-de) delta 1.77 (bs, 2H), 2.68 (t, 2H, J = 6.5 Hz), 3.23 (q, 2H, J = 6.2 Hz), 7.47 (m, IH), 7.60 (m, 2H), 7.83 (m, 2H), 8.28 (m, IH), 9.11 (m, IH); m/z (APCI pos) 299.0 (100%) [M+H] .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 1-phenyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate, its application will become more common.

Some common heterocyclic compound, 78703-53-4, name is 1,3-Dimethyl-1H-pyrazole-4-carboxylic acid, molecular formula is C6H8N2O2, 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. Computed Properties of C6H8N2O2

To a suspension of 6-(2-amino-5-chlorothiazol-4-yl)-3,4-dihydroquinolin-2(1H)-one hydrochloride (1.501 g, 0.611 mmol) and 1,3-dimethyl-1H-pyrazole-4-carboxylic acid (0.943 g, 0.67 mmol), and pyridine (2.23 mL, 27.52 mmol) in acetonitrile (60 mL) in a sealed tube was added propylphosphonic anhydride solution (50 wt % in ethyl acetate, 9.10 mL, 15.29 mmol). The sealed tube was heated to 100 C. for 24 hours and precipitation was observed. After cooling, the precipates were collected by filtration washed with 1:1 cold acetonitrile/water to give a beige solid product. The resulting filtrate was partitioned between EtOAc (50 mL) and 50 mL of water. Several extraction with EtOAc (4*25 mL) were made. The combined organic layers were washed with saturated brine, dried over anhydrous sodium sulfate and then concentrated in vacou. The residue was dried loaded onto silica and purified by silica gel column chromatography using 95:5 dichloromethane/methanol to give combined 1,3-dimethyl-N-(4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)thiazol-2-yl)-1H-pyrazole-4-carboxamide (1.04 g, 46%). 1H NMR (400 MHz, DMSO-d): delta 12.16 (bs, 1H), 10.18 (s, 1H), 8.55 (s, 1H), 7.73 (bs, 1H), 7.68 (dd, 1H, J=8.0, 2.0 Hz), 7.44 (s, 1H), 6.89 (d, 1H, J=8.0 Hz), delta, 3.82 (s, 3H), 2.93 (m, 2H) 2.48 (partial masked under d-DMSO, m, 2H), 2.39 (s, 3H). MS (ESI): Calcd. for C18H17N5O2S: 367, found 368 (M+1)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 78703-53-4, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, 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 5334-40-7, category: pyrazoles-derivatives

4-(2-oxa-5-heterobicyclo[2.2.1]-heptan-5-ylmethyl)phenyl-1,2-diamine(0.85g, 3.88mmol), 4-nitro-1H-pyrrole-3-carboxylic acid (0.58g, 3.69mmol), EDCl (0.78g, 4.06mmol) and HOBt (0.55g, 4.06mmol)DMF (10 mL) was stirred at room temperature overnight. The solvent was removed under reduced pressure.AcOH (16 mL) was added to the residue and heated to reflux for 3.5 hr.The solvent was removed under reduced pressure and purified by column (dichloromethane/methanol (v/v) = 10/1).A yellow solid (0.79 g, 63percent) was obtained.

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-Nitro-1H-pyrazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 1146629-77-7, name is (4-(1H-Pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate, 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 1146629-77-7, Recommanded Product: 1146629-77-7

To a solution of 37 (514 mg, 1.72 mmol, prepared as described in Lin, Q. et al., Org. Lett., 2009, 11, 1999-2002) in acetonitrile (15 mL) was added 44 (537 mg, 4.29 mmol).Then DBU (540 muL, 3.61 mmol) was added.The reaction was stirred at room temperature for 15 hours.It was then concentrated under reduced pressure in vacuo.The crude mixture was diluted with water and extracted with EtOAc EtOAc.Organic layer merger,Wash with 1N hydrochloric acid,Dry (Na2SO4), filtered and concentrated.Purification by normal phase column chromatography (SiO2, 0-60% ethyl acetate / hexane)(+/-) 45 (368 mg, 50%) to white foam.

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-(1H-Pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate, other downstream synthetic routes, hurry up and to see.

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. 288-13-1, name is 1H-Pyrazole, A new synthetic method of this compound is introduced below., HPLC of Formula: C3H4N2

4-lodopyrazole (1); [00188] A mixture of iodic acid (3.6g 20mmole), iodine (10.2g 40mmole), 30% w/w sulfuric acid (4ml_) and acetic acid (30ml_) was stirred to give a solution/suspension. About half of this mix was added in portions to a solution of pyrazole (6.8g, 100 mmole) in acetic acid (60ml_) maintained at 60C. The colour was allowed to fade after each addition before adding the next aliquot. The rest of the solution/suspension was added in one portion and the mix stirred and heated at 60C for another 1 .75 hours. The final mix still had an iodine colour. The reaction was cooled and added to saturated sodium hydrogen carbonate (100ml_). Sodium carbonate solution (200ml of a 15% solution) was added carefully and then solid sodium carbonate was added until there was no more carbon dioxide evolved. The product was extracted with chloroform (3x60ml_) and the combined extracts were washed with water (50ml_). The extracts were dried and evaporated and the solid obtained was dried in vacuum over sodium hydroxide to give the title compound (17.4g, 89%), spectroscopic data for which was consistent with data reported in G.Zoppellaro, A.Geiss, V.Enkelmann, M.Baumgarten, Eur. J.Org.Chem., 2004, 2367-2374.

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.

Related Products of 402-61-9, A common heterocyclic compound, 402-61-9, name is 5-Methyl-1H-pyrazole-3-carboxylic acid, molecular formula is C5H6N2O2, 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.

Example 14; 5 -Methyl- lH-pyrazole-3-carboxylic acid [2-methyl-4-(2(2S)-methyl- [1 ,3′(3 ‘ S)]bipyrrolidinyl- 1 ‘-yl)-phenyl] -amide; 2-Methyl-4-(2(2S)-methyl-[l,3′(3’S)]bipyrrolidinyl-r-yl)-phenylamine (330 mg, 1.15 mmol) was dissolved in DCM (6 mL) and DMF (2 mL), and the solution was cooled in an ice- water bath. To this solution was added powdered 5 -methyl- lH-pyrazole-3-carboxylic acid (174.6 mg, 1.38 mmol, 1.2 equiv.), N-methylmorpholine (280mg, 3 equiv.), 1- hydroxylbenzotriazole (HOBT) (0.162 g, 1.19 mmol, 1.3 equiv.), sequentially, and finally EDC HCl (0.228 g, 1.19 mmol, 1.3 equiv.). The resulting clear brown solution was stirred at r.t. overnight. TLC (10% MeOH in DCM) and LC/MS showed that the reaction was complete and the product peak (368) was detected. The reaction was quenched with saturated sodium bicarbonate aqueous solution (3 mL) and 3 mL of DCM. The two layers were separated, and the aqueous layer was extracted with DCM (5 mLx2). The combined DCM extracts were washed with sodium bicarbonate (5mL) and brine (5 mL), dried (anhydrous potassium carbonate), filtered, and concentrated in vacuo to obtain a crude product which was purified on a silica gel column (25 g of silica gel) on Analogix to obtain the title compound as a tan solid, 207 mg (49% yield).LCMS: Rx = 1.61 minutes, MS: 368 (M+H).1H NMR (300MHz, CDCl3), delta (ppm): 8.3 ((bs, IH), 7.65 (d, 9.6Hz, IH), 6.64 (s, IH), 6.43-6.39 (m, 2H), 3.52 (m, IH), 3.39 (m, IH), 3.26 (m, 2H), 3.02 (m, IH), 2.78 (m, IH), 2.53 (q,8.1Hz, IH), 2.37 (s, 3H), 2.28 (s, 3H), 2.12 (m, IH), 1.98 (m 2H), 1.78 (m, 2H), 1.51 (m, 2H).

The synthetic route of 402-61-9 has been constantly updated, and we look forward to future research findings.

Related Products of 28466-26-4, These common heterocyclic compound, 28466-26-4, name is 4-Aminopyrazole, 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.

As shown in step 5-i of Scheme 5, methyl 4-bromo-2-(bromomethyl)benzoate (Compound 2018, 2.08 g, 6.75 mmol; prepared by reacting l-(4-bromo-2- methylphenyl)ethanone with NBS),lH-pyrazol-4-amine (561 mg, 6.75 mmol), and DIEA (873 mg, 1.18 mL, 6.75 mmol) were combined in DMF (7.78 mL) and heated at 110 C for 90 min. The reaction mixture was diluted with MeOH (60 mL) and the resulting white crystaline solid was collected by filtration and dried under vacuum to give 5-bromo-2-(lH- pyrazol-4-yl)isoindolin-l-one (Compound 2019, 1.21 g, 4.35 mmol, 64% yield): ESMS (Mu+Eta) 279.99

Statistics shows that 4-Aminopyrazole is playing an increasingly important role. we look forward to future research findings about 28466-26-4.

Reference of 89607-15-8, 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. 89607-15-8 name is 3-Bromo-1-methyl-4-nitro-1H-pyrazole, 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.

Step 5: Into a 100 mL round bottom flask containing a solution of 3-bromo-1-methyl-4-nitro-1H-pyrazole (1.0 g) in ethyl acetate (50 mL) at room temperature was added Raney Nickel (700mg) and the reaction mixture was stirred at room temperature for 16 h under hydrogen atmosphere. The reaction mixture was filtered through celite and washed with ethyl acetate. The filtrate was concentrated under reduced pressure and purified by flash chromatography eluting with ethyl acetate in petroleum ether (40-50%) to afford 3-bromo-1-methyl-1H-pyrazol- 4-amine as a liquid. ?H NMR (CD3OD, 400 MHz): 7.18 (s, 1H), 3.77 (s, 3H). MS calc?d[M+Hj 176.0, found 176.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-1-methyl-4-nitro-1H-pyrazole, and friends who are interested can also refer to it.

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 497832-99-2 as follows. HPLC of Formula: C5H4BrF3N2

[1,1 ?-bis(diphcnylphosphino)ferrocene]dichloropalladium(II), complex with dichloromethane (0.64 g, 0.87 mmol) was added to a mixture of 4-bromo-1-methyl-3-(trifluoromethyl)-IH- pyrazole (2.0 g, 8.7 mmol), 2-fluoro-4-(4,4,5 ,5-tetramethyl- 1,3 ,2-dioxaborolan-2-yl)aniline (2.1 g, 8.7 mmol) and Na2CO3 (1.8 g, 17.4 mmol) in 1,4-dioxane (20 mL) and water (4 mL).The reaction mixture was stirred under nitrogen atmosphere at 120 C for 12 h. After cooling to room temperature the reaction mixture was filtered, concentrated in vacuo and the residue was purified by silica gel chromatography (petroleum ether/EtOAc3:1 to 1:1) to give the title compound (1.2 g, 55%) as a light yellow solid. LCMS MIZ (M+H) 260.

According to the analysis of related databases, 497832-99-2, the application of this compound in the production field has become more and more popular.