Author: Jessica.F

33468-69-8, name is 4-(Trifluoromethyl)-1H-imidazole, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C4H3F3N2

To a 0 C. solution of 4-(trifluoromethyl)-1H-imidazole (1.82 g, 13.4 mmol) in DMF (20 mL) was added sodium hydride (0.81 g, 20.1 mmol). The mixture was stirred at room temperature for 1 h. The crude 2,6-dimethyl-4-nitrophenyl trifluoromethanesulfonate prepared above (4.0 g, 13.4 mmol) was added. The mixture was stirred at 80 C. for 12 h. The reaction was diluted with water and extracted with ethyl acetate (30 mL*3). The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude material was purified by silica gel chromatography to give 1-(2,6-dimethyl-4-nitrophenyl)-4-(trifluoromethyl)-1H-imidazole (805 mg, 21%) as a colorless solid. 1H NMR (400 MHz, CDCl3) delta 8.01 (s, 2H), 7.47 (s, 1H), 7.23 (s, 1H), 2.11 (s, 6H).

The synthetic route of 33468-69-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; US2012/202834; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 930-62-1, name is 2,4-Dimethylimidazole, A new synthetic method of this compound is introduced below., Computed Properties of C5H8N2

Example 0698 A mixture of tris(dibenzylideneacetone)dipalladium(0) (27 mg), 2-di-tert-butylphosphino-3,4,5,6-tetramethyl-2′,4′,6′-triisopropyl-1,1′-biphenyl (29 mg), tripotassium phosphate (96 mg), and toluene (1.5 mL) was stirred at 110 C. for 5 minutes in a nitrogen atmosphere. 7-Bromo-N-(5-isopropylpyridazin-3-yl)-1,5-naphthyridine-2-amine (50 mg) and 2,4-dimethyl-1H-imidazole (43 mg) were added to the reaction mixture, followed by stirring at 110 C. for 4 hours. The reaction mixture was cooled to room temperature, and the solvent was distilled off under reduced pressure. The obtained residue was purified sequentially by silica gel column chromatography (hexane-ethyl acetate-methanol), preparative thin layer silica gel column chromatography (chloroform-methanol, NH silica), and preparative thin layer silica gel column chromatography (chloroform-methanol), thereby obtaining 7-(2,4-dimethyl-1H-imidazol-1-yl)-N-(5-isopropylpyridazin-3-yl)-1,5-naphthyridine-2-amine (10 mg) as a pale yellow solid. 1H-NMR (DMSO-d6) delta: 10.87 (1H, s), 8.87 (1H, d, J=1.8 Hz), 8.82 (1H, d, J=1.8 Hz), 8.33 (1H, d, J=9.0 Hz), 8.31 (1H, brs), 8.22 (1H, brs), 7.82 (1H, d, J=9.0 Hz), 7.21 (1H, s), 3.10-2.95 (1H, m), 2.34 (3H, s), 2.08 (3H, s), 1.30 (6H, d, J=6.6 Hz). MS m/z (M+H): 360.

The synthetic route of 930-62-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUJIFILM Corporation; FURUYAMA, Hidetomo; KURIHARA, Hideki; TERAO, Takahiro; NAKAGAWA, Daisuke; TANABE, Shintaro; KATO, Takayuki; YAMAMOTO, Masahiko; SEKINE, Shinichiro; MASHIKO, Tomoyuki; INUKI, Shinsuke; UEDA, Satoshi; US2015/322063; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 1467-16-9, name is 1H-Imidazole hydrochloride, 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 1467-16-9, name: 1H-Imidazole hydrochloride

A mixture of lithium(1+) ion 3-amino-5H-pyrrolo[2,3-£>]pyrazine-2-carboxylate, Intermediate 3 (5.00 g, 27.2 mmol), CDI (6.61 g, 40.7 mmol) and 1 /-/-imidazole hydrochloride (1 :1) (3.12 g, 29.9 mmol) in DMF (80 ml) was stirred at RT for 16 h. Additional CDI (2.00 g, 12.3 mmol) was added and the reaction was left to stir for a further 1 h at RT. The reaction mixture was diluted with water (350 ml) then stirred at RT for 5 min then left to stand at RT for 0.5 h. The resultant mixture was filtered then the collected solid was washed with water then dried under vacuum to afford the product as a yellow/orange solid (3.30 g, 52%). 1 H NMR (500 MHz, DMSO-cfe) delta 11.69 (s, 1 H), 8.74 (t, J = 0.9 Hz, 1 H), 7.94 (t, J = 1.4 Hz, 1 H), 7.63 (dd, J = 3.8, 2.3 Hz, 1 H), 7.44 (s, 2H), 7.08 (dd, J = 1.5, 0.8 Hz, 1 H), 6.52 (dd, J = 3.8, 1.3 Hz, 1 H). LC/MS (System A): m/z (ESI+) = 229 [MH+], Rt = 0.65 min, UV purity = 97%.

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, 1H-Imidazole hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ENTERPRISE THERAPEUTICS LIMITED; MCCARTHY, Clive; HARGRAVE, Jonathan, David; HAY, Duncan, Alexander; SCHOFIELD, Thomas, Beauregard; WENT, Naomi; (261 pag.)WO2018/96325; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 124750-92-1, 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. 124750-92-1, name is Losartan carboxylic acid belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A m ixture of 2-buty I-4-ch loro- 1 – { [2′-( 1 H-tetrazol-5-yl)bipheny l-4-yl]methy 1 } – 1 H-imidazo.e-5 -carboxy I ic acid (Step A, Intermediate 4, 7.83 g, 16.5 mmol), isosorbide-5-mononitrate (1.55 g, 8.11 mmol), l-ethyl- 3-(3-dimethylaminopropyl)carbodiimide hydrochloride (3.78 g, 19.7 mmol), 1-hydroxybenzotriazole (1.25 g, 8.16 mmol), 4-dimethylaminopyridine (0.10 g, 0.82 mmol), and N-methylmorpholine (9.0 mL, 82 mmol) was dissolved in dichloromethane (150 mL) and stirred for 2 days. It was then concentrated in vacuo and purified by reversed-phase mass-directed etaPLC (Sunfire C-18) to afford the title compound. 1H NMR (500 MHz, CDCl3) delta 8.02 (dd, J = 7.6, 1.0 Hz, 1H), 7.61 (td, 7= 7.6, 1.3 Hz, 1H), 7.55 (td, J= 7.7, 1.1 Hz, 1H), 7.43 (d, J= 7.8 Hz, 1H), 7.18 (d, J= 7.7 Hz, 2H), 6.96 (d, J= 7.8 Hz, 2H), 5.5O (s, 2H), 5.40 (td, J= 5.4, 3.0 Hz, 1H), 5.32-5.30 (m, 1H), 4.99 (t, J= 5.2 Hz, 1H), 4.51 (d, J= 5.0 Hz, 1H), 4.06- 4.02 (m, 3H), 3.99 (dd, J= 1 1.4, 5.4 Hz, 1H), 2.68 (t, J= 7.7 Hz, 2H), 1.69 (quintet, J= 7.7 Hz, 2H), 1.36 (sextet, J= 7.5 Hz, 2H), 0.89 (t, J= 7.3 Hz, 3H); LC-MS: m/z 610.1 (M + H).

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, Losartan carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; NICOX S.A.; WO2009/140111; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 3034-38-6, name is 5-Nitro-1H-imidazole, 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 3034-38-6, Product Details of 3034-38-6

Intermediate 1; 1 -Methyl-4-nitro- lH-imidazole4-Nitro-lH-imidazole (2 g, 17.69 mmol) was dissolved in acetonitrile (20 niL) and potassium carbonate (3.67 g, 26.53 mmol) and iodomethane (1.327 mL, 21.22 mmol) were added. The reaction mixture then heated at 650C overnight. The reaction mixture was filtered and the filtrate was concentrated in vacuo leaving a reddish orange solid (3.214 g). This material was purified by ISCO (0-10% MeOEta/DCM). Concentration of the fractions in vacuo provided the title product as a yellow solid (2.071 g). The title product was re-crystalized out of isopropanol leaving an off- white solid (1.564 g). LCMS: 128 [M+Eta]+.

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, 5-Nitro-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; CHUAQUI, Claudio, Edmundo; HUANG, Shan; IOANNIDIS, Stephanos; SHI, Jie; SU, Mei; SU, Qibin; WO2010/38060; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 14741-71-0, name is Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate, molecular formula is C11H12N2O2, 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. Quality Control of Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate

Example 17: Synthesis of Compound 5A [0300] To a suspension of SMI (4.32 g, 25.0 mmol) and SM2 (5.0 g, 25.0 mmol) in ethanol (100 mL) was added SM3 (4.9 g, 50.0mmol) and the mixture was stirred at room temperature for 20 min. The reaction mixture was heated to reflux for 6 h. The mixture was then cooled to 20 C and the precipitate collected by filtration, washed with EtOH, Et20 and dried to give compound 5A (5.0 g, yield=50%, Lot: MC13021-014-03) as a pale yellow solid. LCMS: m/z 390 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 14741-71-0, its application will become more common.

Reference:
Patent; HADDACH, Mustapha; WO2015/172123; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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 705-09-9 as follows. category: imidazoles-derivatives

Step d): 6-(4-chloro-6-(2-(difluoromethyl)-1 H-benzorc l imidazol-1 -yl)-1 ,3,5-triazin-2-yl)-2- oxa-6-azaspiro[3.31 heptane (22).Under nitrogen atmosphere an oven-dried round-bottom flask was charged with compound 21 (73.0 mg, 295 muiotatauiotaomicronIota, 1 .0 eq.) in dry DMF (2 ml_). The solution was cooled down to 0C and potassium carbonate (59.1 mg, 425 muiotatauiotaomicronIota, 1 .4 eq.) and 2-(difluoro- methyl)-1 /-/-benzoimidazole (69.5 mg, 414 muiotatauiotaomicronIota, 1.4 eq.) were added. The reaction mixture was stirred for 30 min at 0C and then for 2 h at RT. The solvent was removed under high vacuum and the remaining residue was purified directly by flash column chromatography (1 % MeOH/DCM) to yield the title compound as a white solid (53.7 mg, 48%). RF: 0.48 (DCM/MeOH, 95:5 v/v); 1H NMR (CDCI3, 400 MHz): delta 8.48 (d, J = 7.6 Hz, 1 H), 7.90 (d, J = 7.2 Hz, 1 H), 7.64 (t, J = 53.6 Hz, 1 H), 7.46-7.44 (m, 2H), 4.90 (s, 4H),4.49 (d, J = 9.6 Hz, 4H).

According to the analysis of related databases, 705-09-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSITY OF BASEL; CMILJANOVIC, Vladimir; CMILJANOVIC, Natasa; GIESE, Bernd; WYMANN, Matthias; WO2011/114275; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 39021-62-0, 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. 39021-62-0, name is 1-Methyl-1H-imidazole-5-carbaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

n-BuLi (2.5 M in hexanes, 0.52 mL, 1.3 mmol) was added dropwise to a solution of 6-bromo-2,4-dichloro-3-(2-chlorophenyl)quinolone (387.5 mg. 1 mmol, Intermediate 2: step c) in dry THF (10 mL) in a 100 mL three necked round bottomed flask at -78 C. under N2. Stirring was continued for 30 minutes then a solution of 1-methyl-1H-imidazole-5-carbaldehyde (110 mg, 1 mmol) in dry THF (10 mL) was added at -78 C. The cooling bath was removed and the mixture was gradually warmed to room temperature and stirred for 2 hours. The mixture was quenched by adding H2O (10 mL) and then extracted with CH2Cl2 (2*50 mL). The combined organic phase was dried over Na2SO4, concentrated to dryness and purified by prep-TLC (developed by CH3OH/CH2Cl2 1:40) to afford the title compound as a white solid. MS (ESI): 418.1 [M+H]+. 1H NMR (300 MHz, CD3OD) delta ppm 8.47 (s, 1H), 8.06 (d, J=8.6 Hz, 1H), 7.98-7.84 (m, 1H), 7.68-7.34 (m, 5H), 6.57 (d, J=3.3 Hz, 1H), 6.17 (s, 1H), 3.71 (s, 3H).

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

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LEONARD, KRISTI A.; BARBAY, KENT; EDWARDS, JAMES P.; KREUTTER, KEVIN D.; KUMMER, DAVID A.; MAHAROOF, UMAR; NISHIMURA, RACHEL; URBANSKI, MAUD; VENKATESAN, HARIHARAN; WANG, AIHUA; WOLIN, RONALD L.; WOODS, CRAIG R.; FOURIE, ANNE; XUE, XIAOHUA; CUMMINGS, MAXWELL D.; US2015/105372; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 35203-44-2, These common heterocyclic compound, 35203-44-2, name is 1-Propyl-1H-imidazole, 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.

2.2.2 Synthesis of [Ru(eta6-p-cymene)(N-PrIm)Cl2] (2) The [Ru(eta6-p-cymene)(N-PrIm)Cl2] was synthesized following the literature method of Vock et al [10] . To a suspension of [Ru-(eta6-p-cymene)Cl2]2 (0.199?g, 0.326?mmol) in toluene (30?mL), N-Propylimidazole (0.0756?mL, 0.652?mmol) was added at room temperature. The resulting mixture was heated and refluxed for 3?h. After, the mixture was cooled, and the precipitate was filtered. Crystals suitable for X-ray structure analysis were obtained from toluene filtrate (109.5?mg, yield: 40.32percent). Melting point?=?198?°C. Anal. Cal. for C16H24N2Cl2Ru (Mw?=?416.34) C: 46.16, H: 5.81, N: 6.73; found: C: 46.66, H: 5.69, N: 6.58percent. 1HNMR (200?MHz, CDCl3): delta(ppm) 0.93 (t, 3H, 3″-H3), 1.28 (d, 6H, 1-CH(CH3)2), 1.70-1.89 (m, 2H, 2″-H2), 2.19 (s, 3H, 4-CH3), 2.97 (sept, 1H, 1-CH(CH3)2), 3.85 (t, 2H, 1″-H2), 5.24 (d, 2H, 2-H, 6-H), 5.44 (d, 2H, 3-H, 5-H), 6.88 (t, 1H, 4′-H), 7.32 (t, 1H, 5′-H), 7.90 (t, 1H, 2′-H). 13CNMR (50?MHz, CDCl3): delta(ppm) 11.02 (C-3″), 18.51 (4-CH3), 22.28 (1-CH(CH3)2), 23.92 (1-CH(CH3)2), 30.71 (C-2″), 49.89 (C-1″), 81.39 (C-2, C-6), 82.67 (C-3, C-5), 97.36 (C-4), 102.54 (C-1), 119.36 (C-4′), 132.16 (C-5′), 139.78 (C-2′). IR (KBr, pellet): nu (cm-1) 3143, 3110, 3044 (nu=CH), 2958, 2931, 2874 (nuCH), 1618 (nuC=N), 1533, 1520, 1498 (nuC=C). UV-Vis (H2O, C?=?10-4 M): lambdamax/nm (epsilon/L mol-1 cm-1): 254 (3005.21), 307 (1865.98) and 393 (1123.65).

Statistics shows that 1-Propyl-1H-imidazole is playing an increasingly important role. we look forward to future research findings about 35203-44-2.

Reference:
Article; Djuki?, Maja; Jeremi?, Marija S.; Jeli?, Ratomir; Klisuri?, Olivera; Koji?, Vesna; Jakimov, Dimitar; Djurdjevi?, Predrag; Matovi?, Zoran D.; Inorganica Chimica Acta; vol. 483; (2018); p. 359 – 370;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 24134-09-6, 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. 24134-09-6, name is 5-Bromo-1,2-dimethyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of 2-disubstituted 1-methyl-1H-imidazole 1 (1 mmol) in DMF (5 mL), NBS(169 mg, 0,95 mmol) was added and the resulting reaction mixture was stirred in the dark at room temperature for 3h. Then, Pd(PPh3)2Cl2 (14 mg, 0.02 mmol, 2 mol%), CuI (8 mg, 0.04mmol, 4 mol%), an alkyne 3 (1,1 mmol) and piperidine (300 muL, 255 mg, 3 mmol) were added and the resulting reaction mixture was stirred at 80C (when trimethylsilylacetylene was employed as the alkyne, the reaction was carried out at 50C) for 3 h. The reaction mixture was diluted with EtOAc (100 mL), then saturated aqueous NH4Cl (100 mL) was added. The resulting mixture was stirred for 30 minutes and extracted with EtOAc (3x 25mL). The organic extracts were washed with water (3 x 25 mL) and brine (1 x 25 mL), driedover anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by flash chromatogaraphy on silica gel. This procedure was employed to prepare compounds 4a-l. GLC analysis showed that all these compounds had chemical purity higherthan 98%.

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, 5-Bromo-1,2-dimethyl-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Bellina, Fabio; Lessi, Marco; Marianetti, Giulia; Panattoni, Alessandro; Tetrahedron Letters; vol. 56; 25; (2015); p. 3855 – 3857;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem