Category: 15801-69-1

Electric Literature of 15801-69-1, 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. 15801-69-1, name is 4-Bromo-1,3,5-trimethyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of 4-methyl-3-(4-(pyridin-2-ylmethoxy)benzamido)phenyl boronic acid (50 mg, 0.14 mmol), Cs2CO3 (135 mg, 0.41 mmol), Pd(PPh3)4(23.93 mg, 0.02 mmol) and 4-bromo-1H-imidazole (26 mg, 0.18 mmol) was purged with nitrogen before adding degassed dioxane (690 muL) and water (230 muL) and heating in a microwave for 40 min at 150 C. After cooling, the aqueous layer was removed with a pipette, and the organic layer was diluted with DMSO (1 mL) and filtered through a 0.2 mum filter. The filtrate was concentrated to a volume of 1 mL and purified by Gilson HPLC (20-75% MeCN/10 mM NH4OAc in water). The fractions were concentrated and lyophilized to yield the product (19 mg, 0.049 mmol, 35%). 1H NMR (DMSO-d6) delta ppm 12.11 (s, 1H), 9.76 (s, 1H), 8.59 (d, 1H), 7.97 (d, 2H), 7.85 (td, 1H), 7.70 (s, 1H), 7.67 (s, 1H), 7.56 (m, 2H), 7.36 (dd, 1H), 7.21 (d, 1H), 7.15 (d, 2H), 5.27 (s, 2H), 2.18 (s, 3H). LCMS (M+H) = 385.

The synthetic route of 4-Bromo-1,3,5-trimethyl-1H-pyrazole has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 15801-69-1, name is 4-Bromo-1,3,5-trimethyl-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. Recommanded Product: 4-Bromo-1,3,5-trimethyl-1H-pyrazole

EXAMPLE 62: 7-Fluoro-4-(1,3,5-trimethyl-1H-pyrazol-4-yl)-1,4-dihydropyrazolo[4,3-b]indole [0444] 7-Fluoro-l-(tetrahydro-2H-pyran-2-yl)-l,4-dihydropyrazolo[4,3-]indole (40 mg, 0.154 mmol), 4-bromo-l,3,5-trimethyl-lH-pyrazole (29.2 mg, 0.154 mmol), copper(I) iodide (2.94 mg, 0.015 mmol), Cs2C03 (151 mg, 0.463 mmol) and DMF (lmL) were mixed in an 8 mL tube equipped with a magnetic stir bar to give a brown suspension. The solvent was purged with N2 and the tube was sealed and heated in a microwave for 60 minutes at 22C. More 4-bromo-l,3,5-trimethyl-lH-pyrazole (29.2 mg, 0.154 mmol), copper(I) iodide (2.94 mg, 0.015 mmol) and Cs2C03 (151 mg, 0.463 mmol) were added and the mixture was heated for an additional hour. The reaction mixture was subsequently partitioned between water (25 mL) and EtOAc (50 mL). The layers were separated. The organic layer was washed with brine (20 mL), dried over Na2S04, filtered, and concentrated to yield a brown syrup. The residue was dissolved in MeOH (5 mL) and treated with concentrated HC1 (4 drops). The reaction mixture was stirred overnight and the product was purified by preparative HPLC, eluting with 25-50% ACN in water (containing 0.05% TFA). The pure fractions were lyophilized to give a TFA salt of the title compound as a clear glass (7.8 mg, 13%). 1H NMR (400 MHz, DMSO-de) delta ppm 1.88 (s, 3 H), 2.02 (s, 3 H), 3.76 (s, 4 H), 6.95 – 6.99 (m, 2 H), 7.13 (td, J=9.16, 2.65 Hz, 1 H), 7.52 (s, 1 H), 7.61 (dd, J=8.97, 2.40 Hz, 1 H). MS [M+H]+ calc’d for Ci5Hi4FN5, 284.13; found 284.2.

The synthetic route of 4-Bromo-1,3,5-trimethyl-1H-pyrazole 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. 15801-69-1, name is 4-Bromo-1,3,5-trimethyl-1H-pyrazole, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H9BrN2

Step e: preparation of (2R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-2-[hydroxy-(l,3,5- trimethyl-lH-pyrazol-4-yI)-methyl]-pyrrolidine-l-carboxylic acid benzyl ester[01 15] To a solution of 4-bromo-l,3,5-trimethyl- l H-pyrazole (950 mg, 5.0 mmol) in tetrahydrofuran (25 mL) is added n-butyllithium (2.1 mL, 2.5 M in hexane) at -78C and the resulting solution is stirred for 30 minutes. A solution of (2R,4S)-4-(tert-butyl-dimethyl- silanyloxy)-2-formyl-pyrrolidine-l -carboxylic acid benzyl ester (4 mmol) in tetrahydrofuran (5 mL) is added and the reaction mixture is slowly warmed to 0C over 30 minutes, stirred for 30 minutes, and quenched with ice water (40 mL). The organic layer is separated and the aqueous layer is extracted three times with ethyl acetate (60 mL). The combined organic phases are washed with a saturated sodium chloride solution, dried over magnesium sulfate, filtered and concentrated. The crude material is purified with a silica gel column chromatography (40-100% ethyl acetate/heptanes) to provide (2R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-2-[hydroxy-(l,3,5- trimethyl-lH-pyrazol-4-yl)-methyl]-pyrrolidine- l -carboxylic acid benzyl ester (280 mg, 12%) as a light yellow oil. LC-MS: 474.1 (M+l).

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.

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. 15801-69-1, name is 4-Bromo-1,3,5-trimethyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 15801-69-1

General procedure: The starting materials 1a or 5a (1 equiv) and (3-formylphenyl)boronic acid (1 equiv) were dissolved in a mixture of 1 M sodiumcarbonate aqueous solution (15 mL), EtOH (5 mL) and toluene(15 mL). After nitrogen substitution, Pd(PPh3)4 (0.05 equiv) wasadded. The reaction mixture was stirred at 80 C under nitrogenatmosphere for 12 h. The reaction mixture was cooled, and water(15 mL) was added. The mixture was diluted with AcOEt (15 mL),and the insoluble material was filtered off through Celite. Theorganic layer of the filtrate was washed with brine, dried overanhydrous sodium sulfate, and concentrated in vacuo. The residuewas purified by silica gel column chromatography using a mixtureof petroleum ether/ethyl acetate (10:1, v/v) as eluent to afford thedesired product 2a or 6a as a solid. 4.1.1.2. 3-(1,3,5-trimethyl-1H-pyrazol-4-yl)benzaldehyde (6a). Yield:48%; 1H NMR (300 MHz, DMSO-d6) d: 10.05 (s, 1H), 7.87-7.75 (m,2H), 7.70-7.56 (m, 2H), 3.72 (s, 3H), 2.24 (s, 3H), 2.15 (s, 3H).

The synthetic route of 15801-69-1 has been constantly updated, and we look forward to future research findings.