Tag: M.W:200-300

Application of 1353100-91-0,Some common heterocyclic compound, 1353100-91-0, name is Ethyl 3-bromo-1H-pyrazole-4-carboxylate, molecular formula is C6H7BrN2O2, 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.

[0506] to a solution of compound 32b (5.6 g, 25.57 mmol) in DMF(200 ml) was added mel (14.52 g, 102.28 mmol, 6.37 ml) andCs2CO3 (33.32 g, 102.28 mmol). The mixture was stirred at 25 C for 12 hrs. The mixture was diluted with H2O (1000 ml) and extracted with ethyl acetate (500 ml), then the organic layer was washed with brine (500 ml x 3), dried over Na2SO4 and concentrated. The residue (4 g) was purified by preparatory-hplc (basic condition). The residue was purified by column chromatography (SiO2, petroleum ether/ethyl acetate=10/l to 5: 1). Compound 32c (1g, yield: 16.8%) was obtained as a white solid. Compound 32d (2 g, yield: 33.6%) was obtained as a white solid.

The synthetic route of 1353100-91-0 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole, 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 39806-90-1, name: 4-Iodo-1-methyl-1H-pyrazole

g) Preparation of [0254] [0255] To a mixture of 4-iodo-1-methyl-1H-pyrazole (0.003 mol) and Cs2CO3 (1 g) was added 10 ml dioxane. The mixture was degassed by applying alternating N2 atmosphere and vacuum. Intermediate (66) (0.0022 mol) was added in 10 ml dioxane, and degassed as above. Pd2(dba)3 (0.1 g) and Xantphos (0.13 g) were added, degassed again, and the reaction mixture was stirred under a N2-atmosphere at 100 C. overnight. The reaction mixture was cooled, 150 ml water added, and extracted with 2 times with 150 ml of DCM. The combined organic layer was dried (MgSO4), filtered, and evaporated. The residue was purified by HPLC (HPLC method A). The residue was crystallized from DIPE, yielding 0.195 g of intermediate (67).

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-Iodo-1-methyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Electric Literature of 1280210-79-8, 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. 1280210-79-8 name is tert-Butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate, 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.

Synthesis of 257-B and 258-B. To a solution of 257-A and 258-A (270 mg, 1.21 mmol) in DCM (6 mL) was added TFA (2 mL) dropwise under ice bath. Then the solution was stirred at room temperature 1 h. The solvent was removed in vacuo to give 257-B and 258-B as a crude product.Synthesis of 257-C and 258-C. A mixture of 257-B and 258-B (crude product from last step) and 143-C (286 mg, 0.61 mmol) in acetonitrile (10 mL) was stirred at 50 oC for 30 min, then Na2CO3 (581 mg, 6.05 mmol) was added into above mixture and stirred at 50 oC for 1 h. The mixture was cooled to room temperature. Na2CO3 was removed by filtered, the filtrate was concentrated in vacuo. The residue was purified by column chromatography on silica gel (DCM : MeOH = 200 : 1) to give 257-C (100 mg, 44%) as a yellow solid and 258-C (50 mg, 22%) as a yellow solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate, and friends who are interested can also refer to it.

Related Products of 330792-70-6, A common heterocyclic compound, 330792-70-6, name is 3-Amino-5-(4-phenoxyphenyl)pyrazole-4-carbonitrile, molecular formula is C16H12N4O, 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.

[0179] To a solution of (E)-N-(3-(3-(dimethylamino)acryloyl)phenyl)acetamide (46 mg, 0.2mmol) in HOAc (5 mL) was added 5-amino-3-(4-phenoxyphenyl)-IH-pyrazole- 4-carbonitrile(55 mg, 0.2 mmol). The mixture was stirred at 118 DC for 4 hr. Then the reaction mixture wasconcentrated to a residue and partitioned between ethyl acetate (100 mL) and brine (100 mL).Organic layer was separated, washed with brine (2×100 mL), dried over sodium sulfate andconcentrated to afford 80 mg (90percent) of N-(3-(3-cyano-2-(4-phenoxyphenyl)pyrazolo[l,5-a]pyrimidin-7-yl)phenyl)acetamide as a colorless oil. MS (ESI) m/e [M+ It 446.

The synthetic route of 330792-70-6 has been constantly updated, and we look forward to future research findings.

Electric Literature of 60061-68-9, 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. 60061-68-9, name is 4-Bromo-3-methyl-5-(trifluoromethyl)-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows.

A solution of 4-bromo-5-dimethyl-3-(trifluoromethyl)-1 H-pyrazole (4.2g, 18.3 mmol) in acetone (5OmL) was treated with K2C03 (5.07g, 36.7mmol) and iodomethane (2.28mL, 36.7mmol) at rt and the reaction mixture was stirred at rt for 16 hr. The reaction mixture was then diluted with ethyl acetate, washed with water and brine, dried over Na2SO4 and evaporated under reduced pressure. The crude product was purified by column chromatography eluting with ethyl acetate/hexane (15:85) to give 4-bromo-1 ,5-dimethyl-3- (trifluoromethyl)-IH-pyrazole (2.7g, 61%). 1H NMR (400 MHz, DMSOd6) oe 3.85 (s, 3H), 2.28 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-3-methyl-5-(trifluoromethyl)-1H-pyrazole. I believe this compound will play a more active role in future production and life.

Synthetic Route of 398491-61-7,Some common heterocyclic compound, 398491-61-7, name is tert-Butyl 3-amino-6,6-dimethylpyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxylate, molecular formula is C12H20N4O2, 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 3-amino-6,6-dimethyl-4,6-dihydropyrrolo[3,4- c]pyrazole-5(1H)-carboxylate (1.0 g, 3.95 mmol) and TEA (0.6 g, 0.82 mL, 5.93 mmol) in THF (10 mL) was added ethyl chioroformate (0.43 g, 0.38 mL, 3.95 mmol) dropwise at 0 C. The mixture was stirred at 0 C for 1 h. The solvent was evaporated and the residue was partitioned with EtOAc and sat. NaHCO3. The organic layer was washed with water and brine, dried (Na2SO4). This was concentrated to give 5-(tert-butyl) ethyl 3-amino-6,6-dimethyl-4,6-dihydropyrrolo[3,4-c]pyrazole-1,5-dicarboxylate as an off white solid (1.28 g, 100 %). LC/MS (ESI) m/z = 325.3 (M + H)

The synthetic route of 398491-61-7 has been constantly updated, and we look forward to future research findings.

Electric Literature of 84547-84-2, 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. 84547-84-2, name is 4-Bromo-1-methyl-1H-pyrazole-5-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

To a RT solution of 4-bromo-l -methyl- lH-pyrazole-5-carboxylic acid (2.0 g, 9.8 mmol) in THF (24.4 ml) was added BH3.THF complex (19.5 mL of a 1M solution in TFIF, 19.5 mmol) and the reaction was stirred at RT for 1 h, then was heated to 50 C and stirred at 50 C for 3 days, then was cooled to RT. The reaction was quenched slowly by dropwise addition of 1M aq. HC1 (10 mL) at RT, then was partitioned between CH2Cl2 (30 mL) and water (30 mL). The aqueous phase was extracted with CFLCh (2 X 30 mL) and the combined organic extracts were dried (MgS04) and filtered through a pad of Si02 to give the crude title compound (1.86 g, 100 % yield) as a white solid. LCMS, [M + H]+ = 191.0, 193.0.

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-1-methyl-1H-pyrazole-5-carboxylic acid. I believe this compound will play a more active role in future production and life.

Electric Literature of 1029413-53-3,Some common heterocyclic compound, 1029413-53-3, name is tert-Butyl 3-(4-amino-1H-pyrazol-1-yl)pyrrolidine-1-carboxylate, molecular formula is C12H20N4O2, 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: Preparation of 1-(1-methylpyrrolidin-3-yl)-1H-pyrazol-4-amine A reaction flask containing a suspension of LAH (499 mg, 13.2 mmol) in THF (22 mL) was evacuated and back-filled with nitrogen three times. A solution of tert-butyl 3-(4-amino-1H-pyrazol-1-yl)pyrrolidine-1-carboxylate (830 mg, 3.3 mmol) in THF (11 mL) was added dropwise, via an addition funnel and the reaction mixture was stirred at rt under nitrogen overnight. The reaction was quenched sequentially with water (1 mL), 1N NaOH (1 mL), and water (3 mL) to afford a suspension. The precipitate was filtered off and washed with ethyl acetate. The combined filtrates were diluted with a small amount of water and transferred to a separatory funnel. The layers were separated, and the aqueous layer was extracted with ethyl acetate. The organics were combined and concentrated to give crude material (137 mg). To recover product in the aqueous layer, the aqueous extraces were lyophilized to give a solid residue. This was suspended in EtOAc and filtered. The filtrate was evaporated to give additional crude material (287 mg). The combined crude was purified via Biotage flash chromatography (25S column, eluting with 7 N NH3/MeOH in DCM (1%-4%)) to give the title compound (279 mg, 51% yield). m/z (APCI+) for C8H14N4 167.2 (M+H)+. 1H NMR (400 MHz, DMSO-d6) delta ppm 1.89-2.00 (m, 1H) 2.20-2.31 (m, 1H) 2.26 (s, 3H) 2.42 (td, J=8.40, 6.19 Hz, 1H) 2.60 (dd, J=9.60, 4.80 Hz, 1H) 2.64-2.77 (m, 2H) 3.79 (br. s., 2H) 4.67 (m, J=9.44, 7.23, 4.67, 4.67 Hz, 1H) 6.87 (s, 1H) 7.07 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl 3-(4-amino-1H-pyrazol-1-yl)pyrrolidine-1-carboxylate, its application will become more common.

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. 285984-25-0, name is 3-(tert-Butyl)-1-(p-tolyl)-1H-pyrazol-5-amine, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 3-(tert-Butyl)-1-(p-tolyl)-1H-pyrazol-5-amine

N- (5-TERT-BUTVL-2-P-TOLVL-2H-PVRAZOL-3-VL)-2-F 4-F2-MORPHOLIN-4-VL-ETHOXV- naphthalen-1-yl]-2-oxo-acetamide, (13); Compound 12 (0. 224 g, 0. 653 mmol) was dissolved in THF (20 mL). To this solution was added 1 N LIOH (3 eq, 1. 96 mmol). The solution was allowed to stir for 2 hours then neutralized with 4 N HCl in dioxane and the solvent was evaporated providing a white solid. The residue was dried under high vacuum at 80C for 30 minutes and then suspended in CH2C12 (50 mL). To the suspension was added oxalyl chloride (0. 56 mL, 6. 53 mmol) and few drops of DMF. The suspension was stirred at room temperature for 2 hrs then the solvent evaporated. The resulting solid was suspended in ethyl acetate (20 mL) and added to 5-AMINO-3-T-BUTYL-L- (4-METHYLPHENYL) pyrazole (1) (0. 159 g, 0. 663 mmol) dissolved in ethyl acetate (20 mL) and a 50% NAHC03 solution (10 mL) and stirred overnight at 60C. The mixture was diluted with ethyl acetate and extracted with NaHCO3. The combined organic layers were washed with brine, dried over MGS04, filtered and the solvent removed leaving a brown oil. The material was purified by column chromatography (50-100% EtOAc/Hexanes) or (0-5% methanol/DCM) providing 0. 346 g (98%) of the desired compound as a yellow solid. LC-MS : Calculated mass= 540. Observed mass= 541.

According to the analysis of related databases, 285984-25-0, the application of this compound in the production field has become more and more popular.

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. 217073-76-2, name is 1-(4-Fluorophenyl)-5-methyl-1H-pyrazole-4-carboxylic acid, A new synthetic method of this compound is introduced below., Safety of 1-(4-Fluorophenyl)-5-methyl-1H-pyrazole-4-carboxylic acid

To a suspension of 6-(2-amino-5-chlorothiazol-4-yl)-3,4-dihydroquinolin-2(1-H)-one (0.100 g, 0.41 mmol), 1-(4-fluorophenyl)-5-methyl-1H-pyrazole-4-carboxylic acid (0.0.99 g, 0.45 mmol), pyridine (0.15 mL, 1.83 mmol) in acetonitrile (4 mL) in a sealed tube was added propylphosphonic anhydride solution (50 wt % in ethyl acetate, 0.61 mL, 1.02 mmol). The sealed tube was heated to 100 C. for 16 h. After cooling, the precipitate was collected by filtration and washed with cold 1:1 acetonitrile/water to give 1-(4-fluorophenyl)-5-methyl-N-(4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)thiazol-2-yl)-1H-pyrazole-4-carboxamide (0.111 g, 61%). 1H NMR (400 MHz, DMSO-d): delta 12.43 (bs, 1H), 10.19 (s, 1H), 8.58 (s, 1H), 7.74 (m, 1H), 7.69 (dd, 1H, J=8.4, 2.0 Hz), 7.63 (m, 2H), 7.48 (s, 1H), 7.44 (m, 2H), 6.90 (d, 1H, J=8.0 Hz), 2.93 (t, 2H, J=7.2 Hz), 2.57 (s, 3H), 2.50 (partial masked under d-DMSO, in, 2H); MS (ESI): Calcd. For C23H18FN5O2S: 447 found 448 (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.