Tag: M.W:200-300

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.

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.

Adding a certain compound to certain chemical reactions, such as: 1314987-79-5, name is tert-Butyl 3-(4-nitro-1H-pyrazol-1-yl)azetidine-1-carboxylate, 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 1314987-79-5, COA of Formula: C11H16N4O4

B) tert-butyl 3-(4-amino-1H-pyrazol-1-yl)azetidine-1-carboxylate To a solution of tert-butyl 3-(4-nitro-1H-pyrazol-1-yl)azetidine-1-carboxylate (5.3 g) obtained in Step B of Example 131 in ethanol (30 mL) was added 5% palladium-carbon (4.2 g), and the mixture was stirred at room temperature for 2 hr under hydrogen atmosphere (at normal pressures). The palladium-carbon was removed by filtration through Celite, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate) to give the title compound (2.1 g). 1H NMR(300 MHz, DMSO-d6)delta1.39 (9H, s), 3.89 (2H, s), 3.98-4.08 (2H, m), 4.14-4.26 (2H, m), 4.92-5.06 (1H, m), 7.03 (1H, s), 7.13 (1H, d, J = 0.8 Hz).

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, tert-Butyl 3-(4-nitro-1H-pyrazol-1-yl)azetidine-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Related Products of 1280210-79-8, These common heterocyclic compound, 1280210-79-8, name is tert-Butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate, 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 solution of tert-butyl 4,6-dihydropyrrolo[3,4- c]pyrazole-5(2H)-carboxylate (250 mg, 1.2 mmol) in DMF (5 mL) was added NaH (96 mg, 2.4 mmol (60% in mineral oil)), with the reaction mixture being cooled with an ice bath. The resulting mixture was stirred at room temperature for 1 h, whereupon iodoethane (374 mg, 2.4 mmol) was added, and the resulting reaction mixture was stirred at room temperature for 2 h. The reaction mixture was then diluted with water (10 mL) and extracted with EtOAc (10 mL x 3). The combined organic layers were washed with brine (10 mL x 3), dried over anhydrous Na2S04 and then concentrated in vacuo to give 135 and 135-A as a crude product. MS 238.2 [M + H]+. (0141) [0090] Synthesis of 136 and 136- A. To a solution of 135 and 135-A (1.2 mmol, crude product from last step) in DCM (6 mL) was added TFA (2 mL) dropwise while the reaction mixture was cooled with an ice bath. The reaction mixture was stirred at room temperature 1 h, whereupon the solvent was removed in vacuo to give 136 and 136-A as a crude product which was used in the next step without further purification. MS 138.2 [M + H]+. (0142) [0091] Synthesis of 137. A mixture of 136 and 136-A (1.2 mmol, crude product from last step) and A3 (491 mg, 1.0 mmol) in DMSO (10 mL) was stirred at room temperature for 10 min, then Na2C03 (848 mg, 8.0 mol) was added, and the reaction mixture was stirred at room temperature for 2 h. The reaction mixture was then diluted with water (20 mL) and extracted with EtOAc (20 mL x 3). The combined organic layers were washed with brine (20 mL x 3), dried over anhydrous Na2S04 and then concentrated in vacuo. The crude residue was purified by column chromatography on silica gel (DCM : MeOH = 100 : 1 ~ 50 : 1) to give a crude product which was a mixture of the regioisomers 137 and 137-A. The crude product was further purified by Prep-TLC (DCM : MeOH = 30 : 1) to give 137 (150 mg, 36%) as a yellow solid. MS 415.1 [M + H]+.

The synthetic route of 1280210-79-8 has been constantly updated, and we look forward to future research findings.

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. 1353100-91-0, name is Ethyl 3-bromo-1H-pyrazole-4-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 1353100-91-0

Example 102 Synthesis of ethyl 3-bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole-4-carboxylate. To a solution of ethyl 3-bromo-1H-pyrazole-4-carboxylate (547 mg, 2.5 mmol) and NaH (150 mg, 3.75 mmol, 60% oil) in THF (5 mL) and under N2 was added SEMCl (458 mg, 2.75 mmol) at 0 C. The reaction mixture was stirred at RT for 2 h. The reaction was quenched with H2O (30 mL) and extracted with EtOAc (30 mL*2). The combined organic layers were washed with brine, dried over Na2SO4 and concentrated in vacuo to afford ethyl 3-bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole-4-carboxylate as a yellow oil (873 mg, yield: 99%) and a mixture of N1 and N2 regioisomers. ESI-MS [M+H]+: 350.1.

According to the analysis of related databases, 1353100-91-0, the application of this compound in the production field has become more and more popular.

Adding a certain compound to certain chemical reactions, such as: 398495-65-3, name is 5-tert-Butyl 1-ethyl 3-aminopyrrolo[3,4-c]pyrazole-1,5(4H,6H)-dicarboxylate, 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 398495-65-3, HPLC of Formula: C13H20N4O4

EXAMPLE 28 Preparation of 3-(2-Naphthalen-2-yl-propionylamino)-4,6-dihydro-pyrrolo[3,4-c]pyrazole-1,5-dicarboxylic acid 5-tert-butyl ester 1-ethyl ester To a solution of 2-naphthalen-2-yl-propionic acid (1.48 g. 7.4 mmol) in DCM (40 ml) and DMF cat., (COCl)2 (0.83 ml, 9.65 mmol) in DCM (10 ml) was added dropwise. The mixture was stirred at r.t. for 30 min. The reaction mixture was concentrated under vacuum, reconstituted twice with toluene and concentrated. A solution of the obtained acyl-chloride in THF (40 ml) was added slowly to a mixture of 3-amino-4,6-dihydro-pyrrolo[3,4-c]pyrazole-1,5-dicarboxylic acid 5-tert-butyl ester 1-ethyl ester (2.0 g, 6.75 mmol) and DIEA (5.8 ml, 33.3 mmol) in THF (40 ml) at 0-5 C. The reaction was allowed to reach r.t. and stirred overnight. The mixture was filtered and the solution evaporated to dryness under vacuum. The resulting residue was dissolved in DCM and the obtained solution was washed with brine, dried over sodium sulfate, filtered and evaporated to dryness. The crude product was purified by flash-chromatography (eluent:ethyl acetate/cyclohexane 3/7 then 4/6) to give 3.0 g (93% yield) of the title compound as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-tert-Butyl 1-ethyl 3-aminopyrrolo[3,4-c]pyrazole-1,5(4H,6H)-dicarboxylate, and friends who are interested can also refer to it.

These common heterocyclic compound, 155377-19-8, name is Ethyl 3-(trifluoromethyl)pyrazole-4-carboxylate, 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. COA of Formula: C7H7F3N2O2

Example 119: Preparation of l-(prop-2-yl)-3-trifluoromethyl-lH-pyrazole-4-carboxylic acid ethyl ester and 2-(prop-2-yl)-3-trifluoromethyl-2H-pyrazole-4-carboxylic acid ethyl ester3-Trifluoromethyl-lH-pyrazole-4-carboxylic acid ethyl ester (2.5 g, 1.2 mmol) was dissolved in acetonitrile (25 ml) and stirred at room temperature. To the solution was added 2-iodopropane (1.8 ml, 1.8 mmol), followed by potassium carbonate (2.488 g, 1.8 mmol). The reaction mixture was heated to reflux and stirred for 6.5 hours. The reaction mixture was stored at room temperature for 16 hours. The reaction mixture was poured into water and extracted three times with ethyl acetate. The combined organic extracts were dried over magnesium sulfate and concentrated to give l-(prop-2-yl)-3- trifluoromethyl-lH-pyrazole-4-carboxylic acid ethyl ester (isomer A) and 2-(prop-2-yl)- 3-trifluoromethyl-2H-pyrazole-4-carboxylic acid ethyl ester (isomer B) (9:1 mixture) as a yellow oil which was purified by column chromatography on silica gel (eluent: 0-10% ethyl acetate in hexane). Isomer A was obtained as a white solid (1.724 g, 57% yield). 1H-NMR (400 MHz, CDCl3): 1.35 (t, 3H, Me), 1.55 (d, 6H, Me), 4.3 (q, 2H, CH2), 4.55 (m, IH, CH), 8.0 (s, IH, CH) ppm.

The synthetic route of Ethyl 3-(trifluoromethyl)pyrazole-4-carboxylate has been constantly updated, and we look forward to future research findings.

Some common heterocyclic compound, 100784-27-8, name is Methyl 3-chloro-1-methyl-5-sulfamoyl-1H-pyrazole-4-carboxylate, molecular formula is C6H8ClN3O4S, 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. Application In Synthesis of Methyl 3-chloro-1-methyl-5-sulfamoyl-1H-pyrazole-4-carboxylate

To a mixture of 7.0 g of 3-chloro-4-methoxycarbonyl-1-methylpyrazole-5-sulfonamide, 5.3 g of anhydrous potassium carbonate and 50 ml of dry acetone there was added 2.8 g of n-butyl isocyanate at room temperature, and the mixture was refluxed for 3 hours. After the reaction, acetone was evaporated under reduced pressure and the residue was dissolved in ice-water. After separation of a trace of water insolubles, the filtrate was made acidic with hydrochloric acid and the crystals formed were filtered, washed with water and dried to give 5.2 g of N-(n-butylcarbamoyl)-3-chloro-4-methoxycarbonyl-1-methlpyrazole-5-sulfonamide. (0065) Into a mixture of 120 ml of dry toluene and the product obtained from the above procedure, 4.2 g of phosgene was passed under reflux. Then, the reaction mixture was further refluxed for 1.5 hours. After completion of the reaction, evaporation under reduced pressure to obtain crude 3-chloro-4-ethoxycarbonyl-1-methylpyrazole-5-sulfonyl isocyanate.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 100784-27-8, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 84547-86-4, name is 4-Bromo-1-methyl-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 84547-86-4, Safety of 4-Bromo-1-methyl-1H-pyrazole-3-carboxylic acid

To a solution of 4-bromo-1-methyl-1H-pyrazole-3-carboxylic acid (450 mg,2.2 mmol)in DCM (10 mL)was added oxalyl dichloride (0.37 mL,4.39 mmol)and DMF (0.016 mL,0.22mmol). The mixture was stirred at room temperature for 2 hand concentrated in vacuo to give 4-bromo-1-methyl-1H-pyrazole-3-carbonyl chloride (500 mg,crude)as a white solid which was10 dissolved in DCM (15 mL). 3-(1-Methyl-1H-pyrazol-4-yl)isoquinolin-8-amine (350 mg,1.56mmol)and N,N-diisopropylethylamine (1.09 mL,6.24 mmol)were added. The reaction mixturewas stirred at room temperature for 16 h. The reaction was washed with water (5 mL). Theorganic layer was dried over anhydrou Na2S04,filtered and concentrated in vacuo. The cruderesidue was purified by silica gel column chromatography (DCM/MeOH = 20: 1)to give the title15 compound (400 mg,62%)as a yellow solid. 1HNMR (400 MHz,DMSO-d6)8 10.55 (s,1H),9.28 (s,1H),8.33 (s,1H),8.17 (s,1H),8.08- 8.06 (m,2H),7.77- 7.71 (m,2H),7.69- 7.64 (m,1H),4.01 (s,3H),3.92 (s,3H).

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

Synthetic Route of 10250-63-2, These common heterocyclic compound, 10250-63-2, name is Ethyl 1-methyl-3-phenyl-1H-pyrazole-5-carboxylate, 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.

A mixture of ester [[10250-63-2]] (1.7 g, 7.4 mmol) and aqueous 1 M KOH (10 mmol) in [ETOH] (20 mL) is stirred for 6 h. The reaction mixture is concentrated, and the residue is partitioned between cold aqueous 1 M HCl and EtOAc. The EtOAc solution is separated. The aqueous solution is further extracted with EtOAc. The combined EtOAc extracts are dried and concentrated to give [10250-64-3] as a powder: MS (ESI-) m/z 185.5.

Statistics shows that Ethyl 1-methyl-3-phenyl-1H-pyrazole-5-carboxylate is playing an increasingly important role. we look forward to future research findings about 10250-63-2.