Tag: M.W:100-200

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. 49633-25-2, name is 3-Isopropylpyrazole, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 49633-25-2

To a solution of 2,4-dichloro-7-methoxyisoquinolin (0.54 g, 2.36 mmol) in DMF (5 ml) was added Cs2CO3 (1.54 g, 4.74 mmol) followed by 3-isopropyl-1H-pyrazole (0.78 g, 7.10 mmol). The reaction mixture was heated to 80 C. for 18 h. The reaction mass was concentrated under reduced pressure. The residue was diluted with water and extracted with ethyl acetate. The combined organic layers were dried over anhydrous Na2SO4 and then concentrated under reduced pressure to get crude compound. The crude compound was silica gel chromatography to get desired compound (0.1 g, 14%) as white solid. 1H NMR (400 MHz, CDCl3): delta ppm 8.60 (d, J=2.51 Hz, 1H) 8.07 (d, J=9.04 Hz, 1H) 8.15 (s, 1H) 8.07 (d, J=9.04 Hz, 1H) 8.15 (s, 1H) 7.26 (s, 2H) 7.16-7.22 (m, 1H) 6.35 (d, J=2.51 Hz, 1H) 3.97-3.99 (m, 4H) 3.10 (quin, J=7.03 Hz, 1H) 1.36 (s, 4H) 1.34 (s, 3H). MS: MS m/z 302.1 (M++1).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 49633-25-2.

These common heterocyclic compound, 23170-45-8, name is Methyl 3-methyl-1H-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. HPLC of Formula: C6H8N2O2

General procedure: Compound (11a-g or 12f-g) (1.2 mmol), CuI (19.1 mg, 0.1 mmol), trans-N,N’-dimethyl-1,2-cyclohexane-diamine (29 mg, 0.2 mmol), K2CO3 (0.29 g, 2.1 mmol) and DMF (3 mL) were added to a tube filled with argon. The mixture was stirred at 110 C for 24 h. The reaction was diluted with H2O (20 mL) and extracted with EtOAc (15 mL x 2). The combined organic phases were washed with H2O (20 mL x 2) and brine (30 mL), dried over MgSO4 and concentratedin a vacuum. The residue was purified by flash column chromatography (12-25% EtOAc in petroleum ether).

The synthetic route of Methyl 3-methyl-1H-pyrazole-4-carboxylate has been constantly updated, and we look forward to future research findings.

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 18213-75-7 as follows. Computed Properties of C5H8N4O

Example 1.2.: 1-methyl-1H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione (3) 7 g (50 mmol) of 5-amino-1-methyl-1H-pyrazole-4-carboxamide (2) is mixed with an excess of urea (50 g) and the mixture is heated at 200C for 3 h. The reaction cake is cooled to RT and the residue is dissolved in 500 mL of chloroform. The organic phase is washed with 5% aqueous acetic acid. The organic phase is separated and the solvent is evaporated. The title compound is purified by crystallization from water.

According to the analysis of related databases, 18213-75-7, the application of this compound in the production field has become more and more popular.

27258-33-9, name is 1-Methyl-1H-pyrazole-5-carbaldehyde, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of 1-Methyl-1H-pyrazole-5-carbaldehyde

General procedure: A mixture of the corresponding secondary phosphinechalcogenide1 (1.00 mmol) and carbaldehyde2 or 4 (1.05 mmol) in toluene(2 ml) was stirred at 23-50 C for 6 to 94 h in argon atmosphere (seeOnline Supplementary Materials for details). Toluene was removed undervacuum, and the residue was washed with Et2O (1 ml), dissolved in CHCl3and re-preciptatedwith n-hexane. The resulting solid was collected, driedunder vacuum to afford alcohols 3 or 5.

The synthetic route of 27258-33-9 has been constantly updated, and we look forward to future research findings.

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. 175277-11-9, name is 3-tert-Butyl-1-methylpyrazole-5-carboxylic Acid, A new synthetic method of this compound is introduced below., Safety of 3-tert-Butyl-1-methylpyrazole-5-carboxylic Acid

11) 3-(tert-butyl)-N-(3-chloro-4-methylbenzyl)-1-methyl-1H-pyrazole-5-carboxamide To a solution of the Acid (257 mg, 1.41 mmol, 1.1 eq) in DMF (10 mL) was added an amine (200 mg, 1.29 mmol, 1.0 eq), DIEA (830 mg, 6.43 mmol, 5 eq) and HBTU (584 mg, 1.54 mmol, 1.2 eq) and the reaction mixture was stirred at rt for 12 h. The reaction mixture was then diluted with ethyl acetate (30 mL) and washed with 10% aqHCl (1*25 mL), sat NaHCO3 (1*25 mL) and water (4*25 mL). Organic layer was collected, dried (MgSO4) and evaporated to give a crude product, which was purified by column chromatography (10% to 50% EtOAc in Hexane) to give the amide as a colorless solid in 66% (165 mg, >95% purity). Mass Spectrum (LCMS, ESI Pos.) Calcd. For C17H23ClN3O: 320.0 (M+H), Found 320.0.

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.

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. 92933-47-6, name is 5-Isopropyl-1H-pyrazole-3-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., name: 5-Isopropyl-1H-pyrazole-3-carboxylic acid

General procedure: To a solution of HATU (174.17 mg, 0.459 mmol) and 3-isopropylpyrazole-5-carboxylic acid (59.85 mg, 0.388 mmol) in DMF (2 mL) was then added diisopropylethylamine (92 muL, 0.529 mmol). The reaction solution was stirred at room temperature for 2 h. The N-(3-cyano-4,5,6,7-tetrahydrothieno[2,3-c]pyridin-2-yl)benzamide (100 mg, 0.353 mmol) was added in one portion. The solution was then stirred at room temperature overnight. The reaction was diluted with methylene chloride and washed. The aqueous layer was extracted with methylene chloride twice, the combined organic phases were dried over anhydrous MgSO4. After evaporation of the solvent and recrystallization from ethyl acetate, filtered and dried to give desired compound (50 mg, 34%).

According to the analysis of related databases, 92933-47-6, 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. 400877-57-8, name is Methyl 1-methyl-4-nitro-1H-pyrazole-3-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of Methyl 1-methyl-4-nitro-1H-pyrazole-3-carboxylate

To a mixture of methyl -1-methyl-4-nitro-1H-pyrazole-3-carboxylate obtained in Reference Example 19 (0.95 g, 5.1 mmol) and THF (25 mL)-methanol (5 mL), 1N aqueous sodium hydroxide solution (8.0 mL) was added, and the mixture was stirred at room temperature for 2 hr. The mixture was acidified with hydrochloric acid, and extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (0.69 g, yield 79%). 1H-NMR (CDCl3) :delta 4.08(3H, s), 8.28 (1H, s).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 400877-57-8.

Reference of 54605-72-0, 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. 54605-72-0, name is 1-Phenylpyrazole-4-carboxaldehyde, This compound has unique chemical properties. The synthetic route is as follows.

Example 78 This example illustrates the preparation of 7-Methoxy-2,2-dimethyl-benzo[1,3]dioxole-5-carboxylic acid ((S)-1-cyclobutyl-pyrrolidin-2-ylmethyl)-(1-phenyl-1H-pyrazol-3-ylmethyl)-amide. Experimental conditions analogous to Example 1, from 0.16 g (0.81 mmol) of (S)-2-aminomethyl-pyrrolidine-1-carboxylic acid tert-butyl ester, 70 mg (0.41 mmol) of 1-phenyl-1H-pyrazole-4-carbaldehyde, 4 mL dichloromethane, and 0.17 g (0.81 mmol) of sodium triacetoxyborohydride. (1-Phenyl-1H-pyrazol-3-ylmethyl)-pyrrolidin-2-ylmethyl-amine was treated with 566 muL (4.06 mmol) of triethylamine and 0.43 g (1.79 mmol) of 7-methoxy-2,2-dimethyl-benzo[1,3]dioxole-5-carbonyl chloride. The compound was deprotected using 3 mL of 10% TFA in dichloromethane. 7-Methoxy-2,2-dimethyl-benzo[1,3]-dioxolo-5-carboxylic acid (1-cyclobutyl-pyrrolidin-2-ylmethyl)-[1-(1-ethylidene-penta-2,4-dienyl)-1H-pyrazol-3-ylmethyl]-amide was alkylated using 98 mg (1.22 mmol) cyclobutanone and 0.25 g (1.22 mmol) of sodium triacetoxyborohydride. The compound was purified using reverse phase HPLC, mobile phase with a gradient 20-80% acetonitrile in 50 min, gave 50 mg of white solid as the trifluoroacetate. LC-MSD, m/z for C30H36N4O4 [M+H]+: 517.7. 1H NMR (400 MHz, CDCl3): delta 1.7-2.4 (m, 17H), 2.9-3.1 (m, 1H), 3.6-3.8 (m, 2H), 3.9 (s, 3H), 3.9-4.0 (m, 2H), 4.6-4.8 (m, 2H), 6.6 (s, 1H), 6.7 (s, 1H), 7.3-7.4 (m, 1H), 7.4-7.5 (m, 2H), 7.5 (bs, 1H), 7.6-7.8 (m, 4H), 8.0 (s, 1H), 11.1 (bs, 1H).

The chemical industry reduces the impact on the environment during synthesis 1-Phenylpyrazole-4-carboxaldehyde. I believe this compound will play a more active role in future production and life.

These common heterocyclic compound, 175277-11-9, name is 3-tert-Butyl-1-methylpyrazole-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. category: pyrazoles-derivatives

EXAMPLE 7 N-{5-[(2-aminopyrimidin-5-yl)ethynyl]pyridin-3-yl}-3-tert-butyl-1-methyl-1H-pyrazole-5-carboxamide DIPEA (387 mg) was added to a mixture of 5-[(5-aminopyridin-3-yl)ethynyl]pyrimidin-2-amine (Intermediate 11) (211 mg), 3-tert-butyl-1-methyl-1H-pyrazole-5-carboxylic acid (364 mg) and HBTU (642 mg) in DMF (3 mL) and stirred for 65 hours at ambient temperature. The mixture was added dropwise to stirred 1M aqueous sodium hydroxide (100 mL). The solid formed was filtered off, and purified by RPHPLC to give the title compound (121 mg, 32%); 1H NMR (DMSO-d6) 1.28 (s, 9H), 4.02 (s, 3H), 6.97 (s, 1H), 7.19 (s, 2H) 8.32 (t, 1H), 8.42 (d, 1H), 8.47 (s, 2H), 8.79 (d, 1H) 10.39 (br s, 1H); MS m/e MH+376.

The synthetic route of 3-tert-Butyl-1-methylpyrazole-5-carboxylic Acid has been constantly updated, and we look forward to future research findings.

Electric Literature of 5932-27-4, 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. 5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 19; The fluoro bromopyridine (1 eq, Ig), pyrazole (4 eq, 5.023 g), ligand (0.2 eq, 0.196 g), Cu2O (0.05 eq, 51 mg) and Cs2CO3 (2 eq, 4.65 g) were mixed in CH3CN (8 mL) and heated to 82 0C in a sealed vessel for 16 h under N2. The solution was diluted with DCM and filtered through Celite, partitioned with water, and then brine. The product was evaporated in vacuo, and purified by column chromatography (SiO2) with 10 to 20percent EtOAc/hexanes to obtain the major regioisomeric product as a white solid. Then LiBELi (2 eq, 128 mg) was added to this ester intermediate (1 eq, 690 mg) in THF (30 mL) and heated to reflux for 15 h. Then 0.1 N HCl (a few drops) was added and stirred for 1 h, followed by a DCM/H2O partition, and the aqueous layer was basified with NaOH to pH = 9 and extracted with DCM. The combined organic phase was dried to obtain the alcohol as a white solid. Iodine (1.52 eq, l.O58g) in AcOEt (25 ml) was added to an AcOEt (25 mL ) solution of this alcohol (1 eq, 530 mg), followed by Ph3P (1.52 eq, 1.094 g) and imidazole (1.52eq, 0.284 g) over 10 min at RT. The solution was stirred for 1 h and washed with Na2S2O3 and brine. The product was dried in vacuo, and the solid residue was extracted with Hexanes 3 x 70 ml and filtered. The filtration was dried to obtain the iodide product as a white solid. Then KOtBu ( 1.5 eq, 250 mg) was added to N-(diphenylmethylene)- glycine ethyl ester (1.5 eq, 595 mg) in THF at RT and stirred for 10 min. To this solution was added the iodide intermediate (1 eq, 450 mg) in THF (5 mL) at -78 0C, and the mixture was slowly warmed to RT over 2 h. An additional 1 eq of KOtBu was added to the solution at RT and stirred for 50 h at RT. The mixture was quenched with NH4Cl and extracted with DCM, washed with H2O and then brine, and dried in vacuo. The residue was purified by column chromatography (hex/AcOEt – 20percent) to obtain the product. This intermediate (1 eq. 200 mg) was dissolved in saturated 7 N NH3/MeOH (7 mL) solution and heated to 60 0C for 24 h in a sealed tube. The reaction mixture was dried in vacuo and, the residue was dissolved in 5 ml THF and 1 N HCl (2 mL) at RT and heated to 60 0C for 20 min. The THF was removed in vacuo. The aqueous layer was washed with Et2O, dried in vacuo to obtain the amino carboxamide as a white solid HCl-salt. The amide intermediate (1 eq, 68 mg), triflate (1.2 eq, 82 mg), Pd2(DBA)3 (0.1 eq. ), Xantphos (0.2 eq, ) and Cs2CO3 (2.4 eq, 186 mg) were combined in dioxane (2 mL) under N2 and heated to 75 0C for 13 h. The mixture was cooled and diluted with CH2C12 (2 mL), filtered through Celite, and the CH2CI2 removed in vacuo, and Et2psi was added to the filtrate and extracted with 3 N HCl (3 x 10 mL). The combined aqueous layer was basified with Na2CO3 to pH== 9 at 0 0C and extracted with AcOEt (3 xlO mL). The combined organic layer was dried in vacuo to obtain the crude product as a light yellow oil. Lastly, LiOH (0.5 M, 3 mL) was added to this ester in THF/MeOH at 0 0C and stirred for 20 h. Then AcOH was added to acidify to pH= 7 at 0 0C and HPLC purification provided the product. 1HNMR, CD3OD delta 8.48 (d, IH), 8.30 (d, IH), 7.99(dd, IH), 7.74 (m, IH), 6.43(d, IH), 4.37 (t, IH), 3.50(d, 2H), 2.88 (m, 2H), 2.29 (br, 2H), 1.62 (m, 4H); LCMS m/z 374 (M+H).

The chemical industry reduces the impact on the environment during synthesis Ethyl 1H-pyrazole-3-carboxylate. I believe this compound will play a more active role in future production and life.