Month: March 2021

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. Quality Control of 1H-Pyrazole-4-carbonitrile

To a solution of I-R15 (200 mg) in anhydrous THF (20 mL) was added lH-pyrazole-4- carbonitrile (90.9 mg, 1.0 mmol) and K2C03 (134 mg, 1.0 mmol) at 25C under N2. The mixture was stirred at 65C for 12 h. The reaction mixture was poured into ice-water (30 mL). The aqueous phase was extracted with EtOAc (2 x 50 mL). The combined organic phase was washed with saturated brine (2 x 50 mL), dried over anhydrous Na2S04, filtered and concentrated. The residue was purified by flash column (30-40% of EtOAc in PE) to give I-R16 (130 mg, 63%) as an oil. (2182) 1H NMR (400 MHz, CDCl3) dH 7.88 (s, 1H), 7.82 (s, 1H), 6.65 (s, 1H), 5.39-5.30 (m, 2H), 2.43 (dd, J= 6.0, 18.4 Hz, 1H), 2.16-2.07 (m, 1H), 2.00 (s, 1H), 1.97-1.49 (m, 7H), 1.43-0.99 (m, 17H), 0.96 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 31108-57-3, its application will become more common.

Electric Literature of 14521-80-3, 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 14521-80-3 as follows.

To a solution of 3-bromo-1H-pyrazole (10 g, 68.0 mmol) in H2SO4 (50 mL) was added HNO3 (10.7 g, 170 mmol) at 0-10 C. Then, the mixture was stirred at 80 C. for 2 hours. On completion, the mixture was cooled to 25 C. Then, the mixture was poured into ice/water (300 mL), then extracted with EA (3¡Á150 mL). The combined organic layer was washed with sat. aq. NaHCO3 (100 mL) and brine (100 mL), dried over Na2SO4, and filtered. The filtrate was concentrated in vacuo to give the title compound (11.2 g, 85% yield) as yellow solid. 1H NMR (400 MHz, DMSO-d6) delta 8.94 (s, 1H).

According to the analysis of related databases, 14521-80-3, the application of this compound in the production field has become more and more popular.

Application of 330792-70-6, 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. 330792-70-6, name is 3-Amino-5-(4-phenoxyphenyl)pyrazole-4-carbonitrile belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

[0411] A solution of 5-amino-3-(4-phenoxyphenyl)-IH-pyrazole-4-carbonitrile (1.0 g, 3.6mmol) in H3P04 (20 mL) was heated to 120 C for 4 hr. The mixture was then poured into water(100 mL), extracted with EA (100 mL x 3). The combined organic layers were dried overNa2S04 and concentrated to give the product (850 mg, 77.5%) as yellow solid. MS (ESI, m/e)[M+It 295.1.

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, 3-Amino-5-(4-phenoxyphenyl)pyrazole-4-carbonitrile, 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. 345637-71-0, name is 2-(5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid, A new synthetic method of this compound is introduced below., name: 2-(5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid

d) Preparation of 2-(2-chloro-6-fluoro-phenyl)-N-(4-{1-[2-(5-methyl-3-trifluoromethyl-pyrazol-1-yl)-acetyl]-piperidin-4-yl}-thiazol-2-yl)-acetamide (compound I.as.001) To a solution of 2-(2-chloro-6-fluoro-phenyl)-N-(4-piperidin-4-yl-thiazol-2-yl)-acetamide hydrochloride (0.43 g, 1.1 mmol) in 15 ml of N,N-dimethylformamide are added at 0 C. ethyl(diisopropyl)amine (0.35 g, 2.7 mmol), (5-methyl-3-trifluoromethyl-pyrazol-1-yl)-acetic acid (0.25 g, 1.2 mmol) and benzotriazol-1-yloxy-tris(dimethylamino)-phosphonium hexafluorophosphate (0.53 g, 1.2 mmol). The reaction mixture is stirred for 16 h at room temperature and then evaporated. The remainder taken up with ethyl acetate, extracted with 1 N aqueous sodium bicarbonate solution, 0.5 N aqueous hydrochloric acid and brine, dried over sodium sulfate and evaporated. The residue is purified by column chromatography on silica gel (cyclohexane/ethyl acetate 3:1) to give 2-(2-chloro-6-fluoro-phenyl)-N-(4-{1-[2-(5-methyl-3-trifluoromethyl-pyrazol-1-yl)-acetyl]piperidin-4-yl}-thiazol-2-yl)-acetamide (compound I.as.001) as white crystals. m.p. 249-251 C. 1H-NMR (400 MHz, CDCl3): delta=1.62 (dd, 2H), 2.04 (t, 2H), 2.30 (s, 3H), 2.71-2.88 (m, 2H), 3.22 (t, 2H), 3.96-4.03 (m, 3H), 4.60 (d, 1H), 4.99 (q, 2H), 6.32 (s, 1H), 6.53 (s, 1H), 7.11 (t, 1H), 7.28-7.33 (m, 2H), 8.66 (s, 1H). MS: m/z=544 (M+1).

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 105434-90-0,Some common heterocyclic compound, 105434-90-0, name is Ethyl 5-amino-1H-pyrazole-3-carboxylate, molecular formula is C6H9N3O2, 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 suspension of ethyl 5-amino-1H-pyrazole-3-carboxylate (35.5 g, 229 mmol, prepared according to WO 2008015271), diethyl 2-acetylsuccinate (51.2 mL, 275 mmol) and TsOH.H2O (0.218 g, 1.144 mmol) in o-xylene (500 mL) was refluxed using a Dean-Stork condenser for 5 h. (Note: The suspension turned into a clear homogeneous solution and then in about 15 min a yellow solid started precipitated out of solution). Then, the reaction mixture was cooled, diluted with hexanes (250 mL), filtered, washed with hexanes and dried to afford ethyl 6-(2-ethoxy-2-oxoethyl)-7-hydroxy-5-methylpyrazolo[1,5-a]pyrimidine-2-carboxylate (53 g, 75% yield) as light yellow solid. 1H NMR (500 MHz, DMSO-d6) delta 12.61 (br. s., 1H), 6.49 (s, 1H), 4.34 (q, J=7.1 Hz, 2H), 4.09 (q, J=7.1 Hz, 2H), 3.57 (s, 2H), 2.34 (s, 3H), 1.33 (t, J=7.2 Hz, 3H), 1.19 (t, J=7.0 Hz, 3H). LCMS (M+1)=308.04.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 5-amino-1H-pyrazole-3-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. 27116-80-9, name is 3-Methyl-4-nitro-5-(trifluoromethyl)-1H-pyrazole, A new synthetic method of this compound is introduced below., Computed Properties of C5H4F3N3O2

Step 1. Synthesis of 4-nitro-5-(trifluoromethyl’)-1/-/-pyrazole-3-carboxylic acid (C37V Potassium permanganate (56.7 g, 359 mmol) was added to a solution of 3-methyl-4-nitro-5- (trifluoromethyl)-I H-pyrazole (prepared from 3-methyl-5-(trifluoromethyl)-1 /-/-pyrazole as described by B. A. Acker et ai, PCT Int. Appl. 2006, WO 2006046135; 20.0 g, 102.5 mmol) in water (400 imL), and the reaction mixture was heated at 100 C for 12 hours. The mixture was passed through a pad of Celite, and the filtrate was acidified with concentrated HCI, then extracted with EtOAc. The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo to afford C37 as a white solid. Yield: 20.0 g, 88.9 mmol, 87%. LCMS m/z 224.0 (M-1 ). 3C NMR (75 MHz, DMSO-d6) delta 1 19.5 (q, JCF=269 Hz), 130.9, 133.7, 134.4 (q, JCF=39 Hz), 157.4.

The synthetic route of 27116-80-9 has been constantly updated, and we look forward to future research findings.

Related Products of 26621-44-3, These common heterocyclic compound, 26621-44-3, name is 3-Nitro-1H-pyrazole, 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.

In 250mL four-necked flask, 15mL of glacial acetic acid was added, and placed in an ice-water bath, stirred with a glass rod, was added portionwise under stirring 2g (0.026mol) 3- nitropyrazole, then concentrated and then slowly added dropwise 2mL nitric acid, 6mL acetic anhydride, at room temperature, placed on a magnetic stirrer at 200r / min speed stirring reaction 4H; after stirring, the mixture was placed in an ice-water bath, left to settle for 3h, then filtered to obtain a residue, the residue naturally dried alternate ; 3g the above precipitate was dissolved in 70mL of ethylene glycol, 180 at reflux 2h, the reflux was added 200mL of ether, extraction, the organic phase was separated, which was transferred to a distillation apparatus, a tan precipitate after ether was evaporated crystal; Weigh 0.3g tan crystals dissolved in 20mL of concentrated sulfuric acid at room temperature, 5mL fuming nitric acid was slowly dropped into the solution, so that the control dropping drops finished within 10min, into the water bath temperature was raised to 60 , reaction 30min, then extracted with ethyl acetate, the organic phase was separated by distillation after removal of ethyl acetate, the precipitated red-brown solid; and ammonia by a reddish-brown solid mass ratio of 1: 5 and the solid was poured into aqueous ammonia, place on a magnetic stirrer, first to 600r / min stirring speed 10s, then reduce the speed to 200r / min, stirring was continued for 30min; 400mL of absolute ethanol was added to the mixture after the completion of stirring, ultrasonic vibration into the instrument, ultrasonic vibration response 1h, then transferred to a distillation apparatus, was heated to 60 , ethanol was removed by distillation, vacuum freeze dryer and then dried, crushed solid particles; the solid particles: anhydrous potassium carbonate: dimethyl carbonate: N, N- dimethylformamide mass ratio of 1: 2: Weigh 10:20 material, put together 100mL reaction flask, 50mL of distilled water was added, the oil bath temperature was raised to 90 deg.] C, the reaction was stirred for 6h, then separated and extracted with chloroform after after the organic phase was distilled to remove the chloroform, precipitated solid and dried to obtain 1-methyl-3,4,5-aminopyrazole

The synthetic route of 26621-44-3 has been constantly updated, and we look forward to future research findings.

Electric Literature of 10250-64-3, These common heterocyclic compound, 10250-64-3, name is 1-Methyl-3-phenyl-1H-pyrazole-5-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.

Step 3: Synthesis of N-{4-[(4-methoxy-6-methylpyrimidin-2- yl)sulfamoyl]phenyl}-l-methyl-3-phenyl-lH-pyrazole-5-carboxamide, 1-90 [00355] Methanesulfonyl chloride (0.04 ml, 0.52 mmol) was added to a stirred mixture of 4- amino-N-(4-methoxy-6-methylpyrimidin-2-yl)benzene-l -sulfonamide (19.2, 110 mg, 0.37 mmol), l-methyl-3 -phenyl- lH-pyrazole-5-carboxylic acid (76mg, 0.37 mmol) and 3-picoline (0.11 ml, 1.12 mmol) in MeCN (dry, 5ml) at 0C. After addition the reaction mixture was allowed to reach rt and stirred for lh. The reaction crude was partitioned between DCM (75ml) and water (50ml). The aqueous layer was further extracted with DCM (2x 50ml) and the combined layers were evaporated to afford a material which was purified by prep HPLC (MeCN /Water, 0.1% formic acid) to obtain 126 mg (68%) of N-{4-[(4-methoxy-6-methylpyrimidin-2- yl)sulfamoyl]phenyl}-l-methyl-3-phenyl-lH-pyrazole-5-carboxamide 1-90 as a colourless solid. 1H NMR (500 MHz, DMSO-d6) delta 12.77 (s, 1H), 10.53 (s, 1H), 7.87 (s, 4H), 7.81 (d, J = 7.2 Hz, 2H), 7.50 (s, 1H), 7.45 (t, J = 7.7 Hz, 2H), 7.35 (t, J = 7.4 Hz, 1H), 6.14 (s, 1H), 4.14 (s, 3H), 3.73 (s, 3H), 2.21 (s, 3H).

Statistics shows that 1-Methyl-3-phenyl-1H-pyrazole-5-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 10250-64-3.

Reference of 368870-03-5,Some common heterocyclic compound, 368870-03-5, name is (4-(1H-Pyrazol-1-yl)phenyl)methanamine, molecular formula is C10H11N3, 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.

6 mmol of compound III was dissolved in 30 mL of N, N-dimethylformamide (DMF), followed by 30 mmol of 4-dimethylaminopyridine (DMAP). 7 mmol of intermediate IIb was added thereto at room temperature. After the addition, the temperature was raised to 100 C for 16 hours. The reaction was stopped, the reaction solution was poured into ice water, and extracted with ethyl acetate several times. After the organic phase was dried, the obtained crude product was concentrated and separated by column chromatography to obtain the target Ib.

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

Synthetic Route of 1000895-26-0, 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. 1000895-26-0, name is (5-Amino-1H-pyrazol-3-yl)methanol belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of 2,4,6-trichloropyrimidine (8.0 g, 43.7 mmol) and (3-amino-1H-pyrazol-5-yl)methanol (7.4 g, 65.4 mmol) in EtOH (80 mL) was added DIPEA (11.3 g, 87.2 mmol). The reaction mixture was stirred at 20 C. for 12 h and filtered to give the title intermediate (6.5 g, 57% yield) as a white solid. (m/z): [M+H]+ calcd for C8H7Cl2N5O 260.00 found 260.0.

The synthetic route of (5-Amino-1H-pyrazol-3-yl)methanol has been constantly updated, and we look forward to future research findings.