Tag: M.W:100-200

Electric Literature of 118054-57-2, The chemical industry reduces the impact on the environment during synthesis 118054-57-2, name is 2-(1H-Pyrazol-3-yl)acetic acid hydrochloride, I believe this compound will play a more active role in future production and life.

Example 94. Synthesis of 3-fluoro-2-(4-(3-(2-hydroxyethyl)-lH-pyrazol-l-yl)-5- oxo-6,7- ihydro-5H-pyrrolo[3,4-b]pyridin-2-yl)benzonitrile, 1-94 Synthesis of compound 94.2. To a solution of 94. 1 (lg, 6.1mmol, l .Oeq) in THF (lOmL) was added LAH (lm ) (24.6g, 24.6mmol, 4eq) at 0C. Reaction mixture was stirred at room temperature for 4h. Upon completion of reaction, mixture was transferred into sodium sulphate decahydrate and filtered on celite bed the washed with ethyl acetate and filtrate was concentrated under reduced pressure to obtain crude, which was purified by column chromatography to furnish 94.2 . (0.5g, 72.49%). MS(ES): m/z 113.35 [M+H]+

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-(1H-Pyrazol-3-yl)acetic acid hydrochloride, other downstream synthetic routes, hurry up and to see.

Electric Literature of 3398-16-1, A common heterocyclic compound, 3398-16-1, name is 4-Bromo-3,5-dimethylpyrazole, molecular formula is C5H7BrN2, 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.

Step 6: 4-[3-(Cyanomethyl)-3-(3 ?,5 ?-dimethyl-lH, 1 ?11-4,4 ?-bipyrazol-l-yl)azetidin-lylJ-2, 5-difluoro-N-[(1S)-2, 2, 2-trifluoro-1-methylethylJbenzamideA mixture of 4- { 3 -(cyanomethyl)-3 – [4-(4,4,5 ,5 -tetramethyl- 1,3,2- dioxaborolan-2-yl)- 1H-pyrazol- 1 -yl]azetidin- l-yl} -2,5 -difluoro-N-[( 1 S)-2,2,2- trifluoro- 1 -methylethyl]benzamide (329 mg, 0.610 mmol), 4-bromo-3 ,5-dimethyl-pyrazole (206 mg, 1.18 mmol), tetrakis(triphenylphosphine)palladium(0) (110 mg,0.098 mmol) and sodium carbonate (320 mg, 3.0 mmol) in 1,4-dioxane (10 mL)/water(5 mL) was purged with nitrogen and stirred at 110 °C for 1 h. The reaction mixturewas diluted with EtOAc, washed with water and brine, concentrated. The residuewas purified first with silica gel (eluting with 0-100percent EtOAc/hexanes followed by10percent methanol/dichloromethane), and then by prep-LCMS (XBridge C18 column,eluting with a gradient of acetonitrile/water containing 0.1percent ammonium hydroxide,flow rate of 60 mL/min) to give the desired product (30 mg, 9.7percent). ?H NMR (500 MHz, DMSO-d6) oe 12.17 (1H, s), 8.45 (1H, d, J= 8.0 Hz), 8.10 (1H, s), 7.70 (1H,7.34 (1H, m), 6.61 (1H, s), 4.77 (1H, m), 4.62 (2H, d, J= 9.0 Hz), 4.39 (1H, d, J=Hz), 3.64 (2H, s), 2.22 (6H, s), 1.31 (6H, d, J= 7.0 Hz) ppm. LCMS calculated for C23H23F5N7Q (M+H): m/z = 508.2; Found: 508.0.

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 124004-31-5, These common heterocyclic compound, 124004-31-5, name is 5-Amino-1H-pyrazole-3-carboxylic acid, 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.

5.2 Preparation of 5-(3,4-Dichloro-phenyl)-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid 1-(3,4-Dichloro-phenyl)-4,4,4-trifluoro-butane-1,3-dione (1.00 g, 3.51 mmol) and 5-amino-1H-pyrazole-3-carboxylic acid (0.446 g, 3.51 mmoL) in acetic acid (100 mL) was heated at reflux for 48 hours. The reaction concentrated under reduced pressure and the crude product was purified by column chromatography on silica gel to give 5-(3,4-dichloro-phenyl)-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid (1.20 g, 90%).

The synthetic route of 124004-31-5 has been constantly updated, and we look forward to future research findings.

Electric Literature of 5334-40-7, These common heterocyclic compound, 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, 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.

4-Nitro-1H-pyrazole-3-carboxylic acid (20 g, 127.3 mmol) was dissolved in methanol (200 mL) and thionyl chloride (22.7 g, 190.8 mmol) was added and reacted at 20 C for 16 hours. The reaction was completed and concentrated. Methyl tert-butyl ether (200 mL) was added and filtered to give 20 g of the title product in 91.7% yield.

Statistics shows that 4-Nitro-1H-pyrazole-3-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 5334-40-7.

Some common heterocyclic compound, 16461-94-2, name is 4-Bromo-1H-pyrazol-3-amine, molecular formula is C3H4BrN3, 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. Safety of 4-Bromo-1H-pyrazol-3-amine

General procedure: A soln. of amine BB-34 (1 eq) and aldehyde or ketone BB-12 (1.05 to 1.1 eq) in MeOH (2 to 4 mL/mmol) was stirred for 1 h at RT. NaBI-U (1.6 to 2 eq) was added portionwise at 0C and the rxn mixture was stirred at a given temperature for a given time (see Table 52). It was quenched with H2O at 0C and extracted with EtOAc. The combined org. phases were washed with brine, dried over MgSCh and concentrated in vacuo. When necessary, the crude was purified by CC using EtOAc/MeOH

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 16461-94-2, 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. 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, A new synthetic method of this compound is introduced below., COA of Formula: C4H3N3O4

4-(2-Thio-5-azabicyclo[2.2.1]heptane-5-ylmethyl)benzene-1,2-diamine (0.7 g, 3 mmol), 4-nitro-1 hydrogen -pyrazole-3-carboxylic acid (0.47 g, 3 mmol)Dissolved in DMF (15 mL) followed by EDCI (0.63 g, 3.3 mmol)HOBt (0.45 g, 3.3 mmol) was stirred at room temperature for 24 hours.The solvent was removed under reduced pressure, and acetic acid (20 mL) was evaporated.After completion of the reaction, concentration and purification by column (dichloromethane/methanol (v/v) = 10/1),The product was obtained (0.5 g, 50percent).

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.

Application of 175277-11-9, 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. 175277-11-9, name is 3-tert-Butyl-1-methylpyrazole-5-carboxylic Acid, This compound has unique chemical properties. The synthetic route is as follows.

7) 3-(tert-butyl)-N-(2-fluoro-3-(trifluoromethoxy)benzyl)-1-methyl-1H-pyrazole-5-carboxamide To a solution of aldehyde (200 mg, 0.96 mmol, 1.0 eq) in toluene (20 mL) was added 2,4-dimethoxybenzyl amine (177 mg, 1.06 mmol, 1.1 eq) and the reaction mixture was stirred at room temperature for 24 h. Toluene was removed to give a residue, which was taken in MeOH (30 mL) and then NaBH4 (73 mg, 1.92 mmol, 2.0 eq) was added slowly. The reaction mixture was stirred at room temperature for 6 h. Solvent was removed and the residue was extracted in Ethyl acetate and stirred with saturated aq NaHCO3 for 1 h. The organic layer was collected, dried and solvent was removed to give the crude amine, which was used in the next step without further purification. To a solution of the crude amine (0.96 mmol, 1.0 eq) in DMF (10 mL) was added the acid (175 mg, 0.96 mmol, 1.0 eq), DIEA (620 mg, 4.8 mmol, 5 eq) and HBTU (440 mg, 1.152 mmol, 1.2 eq) and the reaction mixture was stirred at rt for 12 h. The reaction mixture was then diluted with ethyl acetate (200 mL) and washed with 10% aqHCl (1*50 mL), sat NaHCO3 (1*50 mL) and water (4*50 mL). Organic layer was collected, dried (MgSO4) and evaporated to give a crude product, which was purified by column chromatography (EtOAc/Hexane 25% to 75%)) to give the amide, which was directly used in the next step. The amide was treated with 95% TFA:H2O for 12 h. TFA was removed and azeotroped with toluene to give a residue, which was purified by column chromatography (EtOAc/Hexane 10% to 50%) to give the desired product in 28% (183 mg, >95% purity). Mass Spectrum (LCMS, ESI Pos.) Calcd. For C17H20F4N3O2: 374.0 (M+H), Found 374.0.

The chemical industry reduces the impact on the environment during synthesis 3-tert-Butyl-1-methylpyrazole-5-carboxylic Acid. I believe this compound will play a more active role in future production and life.

Application of 3994-50-1, 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. 3994-50-1 name is 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.

Example 1 5-chloro-1-methyl-4-nitro-1H-pyrazole To a 500 mL round bottom flask containing 4-nitro-1-H-pyrazole (5 g, 44.2 mmol) was added sodium hydroxide (1M, 200 mL) and dimethyl sulfate (31 mL, 330 mmol). The mixture was stirred at room temperature for 72 h and the mixture was extracted with CH2Cl2 (2*150 mL). The organic layer was separated and the solvent was distilled off to yield 1-methyl-4-nitro-1H-pyrazole as a white solid (4.30 g, 76%). Following WO 2007/99326, to a 500 mL 3-neck-round bottom flask was added 1-methyl-4-nitro-1H-pyrazole (4.30 g, 33.8 mmol) and THF (12 mL). The mixture was cooled to -78 C. and lithium hexamethyldisilazide in THF (1M, 88.4 mL, 90 mmol) was added dropwise via an addition funnel over 20 min. The brown mixture was stirred for 30 min and warmed to -45 C over 30 min. The mixture was cooled back down to -78 C. and hexachloroethane (10.5 g, 44.2 mmol) dissolved in THF (20 mL) was added via an addition funnel over 15 min. The mixture was stirred for 2.5 h, warmed from -78 C to -40 C and the reaction was monitored by LCMS. Upon completion of the reaction, the reaction was quenched with a solution of saturated NH4Cl (150 mL), and ethyl acetate (100 mL) was added. The organic layer was separated and the aqueous layer was extracted with ethyl acetate (100 mL). The combined organic layer was washed with water (150 mL), dried over Na2SO4 and the organic solvent was distilled off. The crude product was purified via flash chromatography (CH2Cl2/7% MeOH) to yield 5-chloro-1-methyl-4-nitro-1H-pyrazole as a white solid (1.40 g, 20%). 1H NMR (400 MHz, CDCl3) delta 8.13 (s, 1H), 3.92 (s, 3H); ESIMS m/z=162.0 (M+1)

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

Application of 5071-61-4, The chemical industry reduces the impact on the environment during synthesis 5071-61-4, name is 5-Phenyl-1H-pyrazole-3-carboxylic acid, I believe this compound will play a more active role in future production and life.

5-Phenyl-1H-pyrazole-3-carboxylic acid (purchased from PharamCore, http://www.pharmacore.com; 197 mg, 1.03 mmol) and benzyl alcohol (131 mL, 1.24 mmol) were dissolved in 5 mL of acetonitrile and treated with EDC (393 mg, 2.05 mmol) and DMAP (376 mg, 3.08 mmol). The resulting solution was stirred for 12 h at room temperature. The reaction mixture was diluted with CH2Cl2, washed with 10% aqueous NaHCO3 solution (2x), water and 5% acetic acid solution (2x). The organic phase was collected, dried over Na2SO4, filtered and then concentrated in vacuo. Crude material obtained was purified by silica gel column chromatography with a 25% ethyl acetate : CH2Cl2 solvent system to give 189 mg (66%) of 6 as a white solid. Mp 151-152oC; 1H NMR (300 MHz, CDCl3) 7.68 (2 H, d, J = 6.71 Hz), 7.40-7.27 (8 H, m), 7.02 (1 H, s), 5.22 (2 H, s); 13C NMR (126 MHz, CDCl3) d . 160.79, 148.95, 139.13, 135.52, 130.59, 129.09, 128.78, 128.61 (two carbons), 128.56, 125.86, 105.78, 67.02. HRMS (EI), M+1 calcd. for C17H15N2O2, 279.1128; found 279.1145. HPLC tR = 4.3 min.

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

Some common heterocyclic compound, 25016-11-9, name is 1-Methyl-1H-pyrazole-4-carbaldehyde, molecular formula is C5H6N2O, 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 1-Methyl-1H-pyrazole-4-carbaldehyde

General procedure: Benzaldehyde (30muL, 0.30mmol) was added to a mixture of 14 (100mg, 0.24mmol) and acetic acid (4.1muL, 0.07mmol) in CH2Cl2 (2.5mL). The mixture was stirred at room temperature for 0.5h. Sodium trisacetoxyborohydride (101mg, 0.48mmol) was added and the mixture was stirred at room temperature overnight. The mixture was neutralized with sat. NaHCO3(aq) and extracted with CHCl3. The organic layer was washed with brine, dried over Na2SO4, and concentrated at reduced pressure. The residue was purified by silica gel column chromatography (CHCl3/MeOH) to give the desired compound as a colorless solid (82.7mg, 68%).Compound 15i was prepared by a procedure similar to that described for 15h to give a colorless solid (yield 61%). 1H-NMR (DMSO-d6) delta 1.84-1.94 (1H, m), 2.37-2.48 (2H, m), 2.73-2.82 (2H, m), 2.88-2.94 (1H, m), 3.08 (3H, s), 3.49 (2H, s), 3.76-3.78 (3H, m), 4.01 (3H, s), 4.04 (3H, s), 5.36-5.42 (1H, m), 7.14 (1H, s), 7.31-7.33 (1H, m), 7.58 (1H, s), 8.07 (1H, s), 8.42 (1H, d, J?=?2.2?Hz), 8.82 (1H, d, J?=?2.2?Hz), 9.37 (1H, br). ESI-MS m/z 513.4 [(M?+?H)+]. HRMS(ESI) m/z calcd for C23H29N8O4S [(M?+?H)+]: 513.2027, found: 513.2027.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 25016-11-9, its application will become more common.