Day: April 21, 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. 1395443-04-5, name is 3-Iodo-1,4-dimethyl-1H-pyrazole, A new synthetic method of this compound is introduced below., name: 3-Iodo-1,4-dimethyl-1H-pyrazole

A mixture of 3-iodo- 1 ,4-dimethyl- pyrazole (5 g, 22.52 mmol), tert-butyl carbamate (3.43 g, 29.28 mmol), Cul (2.14 g, 11.26 rnmol), K2CO3 (6.22 g, 45.04 mmol) and (lS,2S)-Nl,N2-dimemylcyclohexane-L2-diamine (1.6 g, 11.26 mmol) in 1,4- dioxane (60 mL) was degassed and purged with N2 for 3 times, and then the mixture solution was stirred at 1 10 C for 12 h under N2. To the reaction solution was added water (80 mL), extracted with EtO Ac (30 mL x 3), organic layers were combined, washed with brine (30 mL), dried over Na2SO.i, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (PE: EtOAc = 5: 1 to 3: 1) to give tert-butyl N-(1,4-dimethylpyrazol-3-yl)carbamate as a light brown solid. lH NMR (400 MHz, ( DC -.): delta ppm 7,06 (s, 1 H), 6.44 (br, s,, 1 H), 3.71 – 3.81 (m, 3 H), 1.98 (s, 3 H), 1.48 (s, 9 H).

The synthetic route of 1395443-04-5 has been constantly updated, and we look forward to future research findings.

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.

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.

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. 3524-32-1, name is 5-Amino-1,3-dimethylpyrazole, A new synthetic method of this compound is introduced below., COA of Formula: C5H9N3

General procedure: A solution of equimolar amounts (4.5 mmol) of 1,3-dimethyl-1H-pyrazol-5-amine 3 [18] and substituted phenylisocyanates 4a-g in THF (12 mL) was stirred at room temperature for 24 h. The solid residue was filtered, washed with 1 mL of ethyl acetate, and then crystallized from a suitable solvent.

The synthetic route of 3524-32-1 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 23170-45-8,Some common heterocyclic compound, 23170-45-8, name is Methyl 3-methyl-1H-pyrazole-4-carboxylate, 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.

General procedure: Compound (3a-e) (1.2mmol), CuI (19.1mg, 0.1mmol), trans-N, N?-dimethyl-1, 2-cyclohexane-diamine (29mg, 0.2mmol), K2CO3 (0.29g, 2.1mmol) and DMF (3mL) were added to a tube filled with argon. The mixture was stirred at 110C for 24h, diluted with H2O (20mL), and extracted with EtOAc (15mL×2). The combined organic phases were washed with H2O (20mL×2) and brine (30mL), dried over MgSO4 and concentrated in a vacuum. The residue was purified by flash column chromatography (12-25% EtOAc in petroleum ether).

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

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.

Adding a certain compound to certain chemical reactions, such as: 4149-06-8, name is 3-Amino-1-phenyl-1H-pyrazol-5(4H)-one, 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 4149-06-8, Computed Properties of C9H9N3O

General procedure: The mixture of isatin (1 mmol), 3-amino-1-phenyl-1H-pyrazol-5(4H)-one (1 mmol), 1,2-diarylethan-1-one, 2,3-dihydroinden-1-one (1 mmol) or 3,4-dihydronaphthalen-1(2H)-one (1 mmol), H2O (6 mL), HOAc (2 mL) was put in a reaction flask under 90 C about 5-7 h (monitored by TLC). After completion, the reaction mixture was cooled to room temperature and the products would be isolated out at same time. Then, compound 4 was recrystallized from DMF, however, the pure products of 6 and 8 were filtered from water, dried, without further recrystallization.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Amino-1-phenyl-1H-pyrazol-5(4H)-one, and friends who are interested can also refer to it.

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. 1369959-12-5, name is 3-Chloro-5-nitro-1H-pyrazole, A new synthetic method of this compound is introduced below., name: 3-Chloro-5-nitro-1H-pyrazole

Aqueous HCI (16.8 mL, 544 mmol) was added over a period of 10 min to a solution of compound 1-1 b (4.0 g, 27.1 mmol) in MeOH (200 mL). The reaction mixture was cooled to 0 C and tin(ll) chloride (30.0 g, 158 mmol) was added portion wise and the resulting reaction mixture was stirred at rt. The progress of the reaction was monitored by TLC and after 16 h, when starting material was deemed consumed, the solvent was evaporated. The residue was diluted with EtOAc (100 mL) and 30% aqueous NaOH solution (120 mL) was added dropwise at 0 C until basic pH, then stirred at 0 C for 2h. Solid precipitates were filtered off through a pad of Celite and the cake was rinsed with EtOAc (50 mL) and water (50 mL). The organic phase was separated and the aqueous phase was extracted with EtOAc (50 mL). The combined organic layers were washed with brine (50 mL), dried (Na2S04), filtered and concentrated under vacuum which gave the title compound (3.5 g, 93 %). The compound was used in next step without further purification. MS (ES+) 1 18.04 [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.

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., SDS of cas: 1146629-77-7

Method B.; To a stirred suspension of [4-(1H-pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl]methyl pivalate (19, 158 mg, 0.50 mmol) and 3-cyclopentylacrylonitrile (8, 122 mg, 1.0 mmol, 2.0 equiv) in dimethyl sulfoxide (DMSO, 1.0 mL, 14 mmol) at room temperature was added powder potassium carbonate (K2CO3, 10.4 mg, 0.075 mmol, 0.15 equiv). The reaction mixture was then stirred at room temperature for 5 h. The reaction mixture became a clear solution in 2 h. When LCMS showed the reaction was deemed complete, the reaction was quenched with water (H2O, 5 mL) and extracted with ethyl acetate (EtOAc, 3×15 mL). The combined organic extracts were washed with saturated aqueous NaCl solution (10 mL), dried over magnesium sulfate (MgSO4), and concentrated under reduced pressure. The residue was then purified by flash chromatography (SiO2, 0-50% EtOAc/hexanes gradient elution) to afford racemic (4-(1-(2-cyano-1-cyclopentylethyl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate (20, 172.6 mg, 210 mg theoretical, 82% yield) as a white solid. For 20: 1H NMR (CDCl3, 400 MHz) delta ppm 8.87 (s, 1H), 8.30 (s, 1H), 8.29 (s, 1H), 7.47 (d, 1H, J=3.9 Hz), 6.75 (d, 1H, J=3.9 Hz), 6.24 (s, 2H), 4.25 (m, 1H), 3.12 (dd, 1H, J=17.0, 8.7 Hz), 2.95 (dd, 1H, J=17.0, 3.9 Hz), 2.58 (m, 1H), 1.95 (m, 1H), 1.72-1.52 (m, 5H), 1.25 (m, 2H), 1.14 (s, 9H); C23H28N6O2 (MW, 420.51), LCMS (EI) m/e 421.4 (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.