Category: 120781-02-4

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. 120781-02-4, name is Methyl 2-bromo-1-methyl-1H-imidazole-5-carboxylate, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H7BrN2O2

250 mg (1.14 mmol) of the bromide (ABCR), 400 mg (1.14 mmol) of 2-{2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulphanyl]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane and 39 mg (0.03 mmol) of tetrakis(triphenylphosphine)palladium(0) were initially charged in a mixture of degassed acetonitrile (4 ml) and degassed sodium carbonate solution (1M, 5 ml), and the mixture was stirred at 72 C. for 14 h. The reaction mixture was then cooled to room temperature and concentrated under reduced pressure, and the residue was taken up in dichloromethane. The organic phase was washed with water, dried over magnesium sulphate and filtered. The solvent was distilled off under reduced pressure and the residue was purified by column chromatography purification using a cyclohexane/acetone gradient as mobile phase. (0569) log P (acidic/neutral): 3.09/3.19; MH+: 363; 1H-NMR (400 MHz, D6-DMSO) delta ppm: 2.46 (s, 3H), 3.71 (s, 3H), 3.83 (s, 3H), 3.99 (q, 2H), 7.42 (d, 1H), 7.75 (d, 1H), 7.81 (s, 1H).

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.

Reference:
Patent; Bayer CropScience Aktiengesellschaft; JANSEN, Johannes-Rudolf; HEIL, Markus; FISCHER, Reiner; WILCKE, David; WILLOT, Matthieu; ILG, Kerstin; EILMUS, Sascha; LOeSEL, Peter; ANDERSCH, Wolfram; (69 pag.)US2019/47982; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 120781-02-4, name is Methyl 2-bromo-1-methyl-1H-imidazole-5-carboxylate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. category: imidazoles-derivatives

Methyl 2-bromo-1-methyl-1 H-imidazole-5-carboxylate (659 mg) (3-cyanophenyl) boronic acid (600 mg),(1,1′-diphenylphosphinoferrocene) dichloropalladium (200 mg),2 M aqueous potassium carbonate solution (3 ml),A mixture of toluene (10 ml) and ethanol (3 ml) was stirred at 80 C. overnight.The mixture was cooled to room temperature and extracted with ethyl acetate and water. The obtained organic layer was washed with saturated brine, dried over magnesium sulfate and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane / ethyl acetate) to give the title compound (239 mg)

The synthetic route of 120781-02-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; MIZOJIRI, RYO; CARY, DOUGLAS ROBERT; HIRAYAMA, TAKAHARU; ITO, MASAHIRO; TANAKA, TOSHIO; IMAEDA, YASUHIRO; SASAKI, SHIGEKAZU; TAKAMI, KAZUAKI; FUKUDA, KOICHIRO; KAMAURA, MASAHIRO; MORISHITA, NAO; (133 pag.)JP2017/222626; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 120781-02-4, These common heterocyclic compound, 120781-02-4, name is Methyl 2-bromo-1-methyl-1H-imidazole-5-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.

(1) 2-bromo-3-methyl -3H- to imidazole-4-carboxylic acid methyl ester (800mg) 4-(trifluoromethyl)benzeneboronic acid(1.04g), tetrakis(triphenylphosphine)palladium(422mg) And as a solvent was stirred in tetrahydrofuran (9), saturated sodium carbonate (3), was added water (1.5), and microwave irradiation for 30 minutes at 120 . After the reaction, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated. The resulting residue was purified by silica gel column chromatography (n- hexane: ethyl acetate) [(trifluoromethyl) 4-phenyl] After purification, 3-methyl-2–3H- imidazole-4-carboxylic acid methyl ester ( It was obtained 980mg) as a yellow solid.

Statistics shows that Methyl 2-bromo-1-methyl-1H-imidazole-5-carboxylate is playing an increasingly important role. we look forward to future research findings about 120781-02-4.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; Watanabe, Masayuki; Furukawa, Hiroyuki; Hamada, Maiko; Fuji, Naoto; Ushio, Hiroyuki; Takashima, Toru; (81 pag.)KR2015/2661; (2015); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 120781-02-4,Some common heterocyclic compound, 120781-02-4, name is Methyl 2-bromo-1-methyl-1H-imidazole-5-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.

Step 1. To a mixture of the Ex 3 hydrochloride (100 mg, 0.243 mol), 2-bromo-3-methyl-3H-imidazole-4- carboxylic acid methyl ester (56 mg, 0.243 mmol), DIPEA (83 uL, 0.486 mmol), 18-crown-6 (1.29 g, 4.86 mmol) and CsF (38 mg, 0.243 mmol) is heated to 120C overnight. The mixture is then evaporated and the residue is purified by prep. HPLC (Prep-HPLC-3 conditions) to give methyl 2-(3-((2-(difluoromethoxy)-6-methylpyridin-3- yl)carbamoyl)-3-(2-isopropylphenyl)azetidin-1 -yl)-1 -methyl-1 H-imidazole-5-carboxylate Ex 18-35 (20 mg, 16%) as a yellow oil. LCMS-1 : tR = 1.16 min, [M+1]+ 514.19.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-bromo-1-methyl-1H-imidazole-5-carboxylate, its application will become more common.

Reference:
Patent; IDORSIA PHARMACEUTICALS LTD; BOLLI, Martin; BROTSCHI, Christine; LESCOP, Cyrille; WILLIAMS, Jodi T.; (0 pag.)WO2019/234115; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 120781-02-4,Some common heterocyclic compound, 120781-02-4, name is Methyl 2-bromo-1-methyl-1H-imidazole-5-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.

Step 1. To a mixture of the Ex 3 hydrochloride (100 mg, 0.243 mol), 2-bromo-3-methyl-3H-imidazole-4- carboxylic acid methyl ester (56 mg, 0.243 mmol), DIPEA (83 uL, 0.486 mmol), 18-crown-6 (1.29 g, 4.86 mmol) and CsF (38 mg, 0.243 mmol) is heated to 120C overnight. The mixture is then evaporated and the residue is purified by prep. HPLC (Prep-HPLC-3 conditions) to give methyl 2-(3-((2-(difluoromethoxy)-6-methylpyridin-3- yl)carbamoyl)-3-(2-isopropylphenyl)azetidin-1 -yl)-1 -methyl-1 H-imidazole-5-carboxylate Ex 18-35 (20 mg, 16%) as a yellow oil. LCMS-1 : tR = 1.16 min, [M+1]+ 514.19.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-bromo-1-methyl-1H-imidazole-5-carboxylate, its application will become more common.

Reference:
Patent; IDORSIA PHARMACEUTICALS LTD; BOLLI, Martin; BROTSCHI, Christine; LESCOP, Cyrille; WILLIAMS, Jodi T.; (0 pag.)WO2019/234115; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 120781-02-4, name is Methyl 2-bromo-1-methyl-1H-imidazole-5-carboxylate, belongs to imidazoles-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 120781-02-4, SDS of cas: 120781-02-4

Methyl 2-(4-(hydroxymethyl)phenyl)-1-methyl-1H-imidazole-5-carboxylate (44). To a solution of methyl2-bromo-1-methyl-1H-imidazole-5-carboxylate5 (515 mg, 2.35 mmol, 1.0 eq) in dioxane (72 mL) was added Pd(PPh3)4 (133 mg, 0.115 mmol, 0.049 eq). The mixture was stirred for 15 min at room temperature before 4-hydroxymethylbenzeneboronic acid (357 mg, 2.35 mmol, 1.0 eq) in 22 mL H2O and K2CO3 (390mg, 2.82 mmol, 1.2 eq) were added. The reaction mixture was heated to 60 C and stirred for 16 h. The solvent was evaporated and the residue was diluted with EtOAc and H2O. The phases were separated and the product was extracted with EtOAc (3x 20 mL). The combined organic extracts were dried overNa2SO4 and the solvent was removed under reduced pressure. The crude product was purified by flash chromatography (10-100% EtOAc linear gradient in hexanes) providing the corresponding benzylicalcohol in 81% (470 mg) yield.

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, Methyl 2-bromo-1-methyl-1H-imidazole-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Fuerst, Rita; Yong Choi, Jun; Knapinska, Anna M.; Smith, Lyndsay; Cameron, Michael D.; Ruiz, Claudia; Fields, Gregg B.; Roush, William R.; Bioorganic and Medicinal Chemistry; vol. 26; 18; (2018); p. 4984 – 4995;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 120781-02-4, These common heterocyclic compound, 120781-02-4, name is Methyl 2-bromo-1-methyl-1H-imidazole-5-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.

To a solution of 1-[4-(4,4,5,5-tetramethyl)-[1,3,2]-dioxaborolan-2-yl]-benzyl-1H-benzoimidazole (0.527 g, 1.5 mmol) and 2-bromo-3-methyl-3H-imidazole-4-carboxylic acid methyl ester (Anichem LLC, 0.328 g, 1.5 mmol) in anhydrous DMF (5 mL) under nitrogen was added Pd(dppf)2Cl2 (53 mg, 0.065 mmol) and cesium carbonate (0.786 g, 2.4 mmol) and the reaction mixture was heated to 80 C. and allowed to stir for 7 h. The reaction mixture was cooled to room temperature, diluted with ethyl acetate, and the solids filtered off. The filtrate was washed with water, dried (Na2SO4) and the solvent removed under reduced pressure. Purification by flash chromatography (silica, dichloromethane/methanol 99: 1?97:3) provided the title compound (40%). LCMS (ESI+) 347.2 (MH+).

Statistics shows that Methyl 2-bromo-1-methyl-1H-imidazole-5-carboxylate is playing an increasingly important role. we look forward to future research findings about 120781-02-4.

Reference:
Patent; Wyeth; US2009/23707; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 120781-02-4, name is Methyl 2-bromo-1-methyl-1H-imidazole-5-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. Computed Properties of C6H7BrN2O2

1 g (4.565 mmol) of methyl 1-methyl-2-bromoimi- dazole-5-carboxylate (Vu-i) was dissolved in 10 ml of ethanol, 5.48 ml of iN NaOH (aq.) was added and the mixture was stirred at room temperature for 60 mm. After addition of 5.5 ml of iN HC1 (aq.) (adjusted to pH .-3), a white precipitate is formed. The mixture was concentrated to dryness and, in an ultrasonic bath, suspended in 6 ml of watet The white crystals were filtered oil and washed with 2 ml of water. The mother liquor was concentrated almost to dryness. The crystals were filtered off with suction and washed with a little watet The combined crystals were dried under oil pump vacuum. Yield: 890 mg (95% of theory).log P[a]: 0.31; ?H-NMR (d5-DMSO, 400 MHz); oe=3.82 (s, 3H),7.60 (s, 1H), 13.15 (s, 1H) ppm.

The synthetic route of Methyl 2-bromo-1-methyl-1H-imidazole-5-carboxylate has been constantly updated, and we look forward to future research findings.

Reference of 120781-02-4, 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 120781-02-4 as follows.

To the solution of 1.8 g methyl 2-bromo-3-methyl-imidazole-4-carboxylate in mixture ofTHF:MeOH (20 ml_ : 20 mL) at 0C was added a solution of 0.7 g LiOH in H20 (20 mL). After the addition was completed reaction mixture was stirred at 0C for 1 h. Reaction mixture was concentrated under reduced pressure and was diluted with 20 mL of water, acidified with solid KHSO4 and compound was extracted with EtOAc (20 ml x 2). The combined organic layer was washed with brine, dried over Na2S04and concentrated under reduced pressure to afford the title compound as colorless oil (1.5 g, 89.0% yield).1H NMR (400 MHz DMSO-d6): d 7.61 (s, 1 H), 3.82 (s, 3 H).

According to the analysis of related databases, 120781-02-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BASF SE; GOCKEL, Birgit; SOERGEL, Sebastian; KOERBER, Karsten; (152 pag.)WO2019/137995; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A common compound: 120781-02-4, name is Methyl 2-bromo-1-methyl-1H-imidazole-5-carboxylate, belongs to imidazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 120781-02-4

[0277] In a microwave tube was placed N,N-bis(4-methoxybenzyl)-4-((3-phenyl-1H- pyrazol-4-yl)methyl)benzenesulfonamide (138 mg, 0.25 mmol), methyl 2-bromo-i-methyl- 1 H-imidazole-5-carboxylate (54.8 mg, 0.25 mmol), (1 S,2S)-Ni ,N2-dimethylcyclohexane- 1,2- diamine (14.22 mg, 0.100 mmol), Cul (9.52 mg, 0.050 mmol), and Phosphoric acid, potassium salt (159 mg, 0.750 mmol). The air was removed and re-filled with N2 (3 times). Then Toluene (2 ml) was added and the mixture was stirred at 110 C for overnight. After cooling to rt, the mixture was dilute with EtOAc (3 mL) and filtered through celite and eluted with EtOAc. The filtrate was concentrated and the mixture was purified by silica gel chromatography using 10-25% EtOAc/hexane as the eluent to give methyl 2-(4-(4-(N,N- bis(4-methoxybenzyl)sulfamoyl)benzyl)-3 -phenyl- 1 H-pyrazol- 1 -yl)- i-methyl- 1H-imidazole- 5-carboxylate (57 mg, 0.082 mmol, 33.0 % yield). MS (M+H) = 692.

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, 120781-02-4, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE UNITED STATES OF AMERICA AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; VANDERBILT UNIVERSITY; MALONEY, David J.; JADHAV, Ajit; BANTUKALLU, Ganesha Rai; BRIMACOMBE, Kyle Ryan; MOTT, Bryan T.; YANG, Shyh Ming; URBAN, Daniel Jason; HU, Xin; SIMEONOV, Anton; KOUZNETSOVA, Jennifer L.; WATERSON, Alex Gregory; SULIKOWSKI, Gary Allen; KIM, Kwangho; CHRISTOV, Plamen; JANA, Somnath; (387 pag.)WO2016/109559; (2016); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem