Category: 6076-14-8

Adding a certain compound to certain chemical reactions, such as: 6076-14-8, name is Ethyl 4-bromo-5-methyl-1H-pyrazole-3-carboxylate, 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 6076-14-8, Formula: C7H9BrN2O2

Reference Example 24; Ethyl 4-bromo-1-[4-(tert-butoxycarbonyl)benzyl]-5-methyl-1H-pyrazole-3-carboxylate Ethyl 4-bromo-5-methyl-1H-pyrazole-3-carboxylate (25.5 g) was dissolved in DMF (500 mL), ice-cooled, and potassium tert-butoxide (14.7 g) was added. The reaction mixture was stirred for 10 min, and a solution (14.7 g/50 mL) of tert-butyl 4-(bromomethyl)benzoate in DMF was added dropwise slowly. The reaction mixture was stirred at 0 C. for 1.5 hr, poured into saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated. The obtained residue was purified by column chromatography (hexane-ethyl acetate) to give two kinds of positional isomers. A high polar compound was washed with diisopropyl ether-hexane to give the title compound (11.6 g) as colorless crystals.1H-NMR (CDCl3) delta: 1.43 (3H, t), 1.58 (9H, s), 2.16 (3H, s), 4.45 (2H, q), 5.45 (2H, s), 7.13 (2H, d), 7.95 (2H, d).

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Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2009/270359; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 6076-14-8, These common heterocyclic compound, 6076-14-8, name is Ethyl 4-bromo-5-methyl-1H-pyrazole-3-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.

ethyl 4-bromo-5-methyl-1 H-pyrazole-3-carboxylate (p76, 900 mg, 3.86 mmol) was dissolved in DMF (6 mL) and cooled with an ice bath. Then NaH 60% dispersion in oil (309 mg, 7.72 mmol) was added portion-wise and the resulting mixture was stirred for 30 min before adding iodomethane (0.29 mL, 4.63 mmol). The reaction mixture was stirred at RT for 3 hrs. It was diluted with water and extracted with EtOAc (3x). The organic phase was dried and evaporated and the residue was purified by S1O2 column (eluting from cHex to 50% EtOAc) to afford ethyl 4-bromo-2,5-dimethyl-1 H-pyrazole-3- carboxylate (260 mg) as oil and ethyl 4-bromo-1 ,5-dimethyl-1 H-pyrazole-3-carboxylate (p77, y= 44% yield) as white solid. NMR (1H, DMSO-c/6) delta 4.26 (q, 2H), 3.86 (s, 3H), 2.27 (s, 3H), 1.28 (t, 3H)

Statistics shows that Ethyl 4-bromo-5-methyl-1H-pyrazole-3-carboxylate is playing an increasingly important role. we look forward to future research findings about 6076-14-8.