Category: 19225-92-4

Synthetic Route of 19225-92-4, 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 19225-92-4 as follows.

[0242] A solution of tert-butyl 5-(2-(3-hydroxyphenyl)quiiiazolin-4-ylammo)-lH- indazole-1-carboxylate (50mg, 0.11 mmol), 2-(chloromethyl)-l -methyl- lH-imidazole (22 EPO mg, 0.13 mmol), KI ( 22 mg, 0.13 mmol), K2CO3 (76 mg, 0.55 mmol) in anhydrous DMF (1.2 mL) was heated at 500C for 100 minutes. Added 1.2 equivalents each of 2- (chloromethyl)-l-methyl-lH-imidazole and KI and heated for another 35 minutes. Added 2.4 equivalents each of 2-(chloromethyl)-l-methyl-lH-imidazole and KI along with 2.0 equivalents OfK2CO3 and heated for 1 h. The solution was diluted with CH2Cl2 and washed with aqueous saturated NaCl (2x). The organic phase was dried under Na2SO4 and concentrated in vacuo to afford tert-butyl 5-(2-(3-((l-methyl-lH-imidazol-2-yl)methoxy)- phenyl)quinazolin-4-ylamino)-lH-indazole-l-carboxylate.

According to the analysis of related databases, 19225-92-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SURFACE LOGIX, INC.; BARTOLOZZI, Alessandra; SWEETNAM, Paul; WO2006/105081; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 19225-92-4, 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. 19225-92-4, name is 2-(Chloromethyl)-1-methyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 50; N-{5-amino-3-cyano-1- [2, 6-dichloro-4-pentafluorothiophenyl]-1 H-pyrazol-4-yl}-N [ (1- methyl-1 H-imidazol-2-yl) methyl] methanesulfonamide; To a mixture of Example 38 (200 mg, 0.42 mmol) and 1- (N-methyl)-2- chloromethylimidazole (106 mg, 0.64 mmol) in acetonitrile (12 ml) was added potassium carbonate (116 mg, 0.84 mmol). The reaction mixture was then stirred at 40C for 18 h. To the reaction mixture was added water (6 mi) and ethyl acetate (10 ml). The two layers were separated and the aqueous layer was extracted with ethyl acetate (2 x 5 ml). The combined organic phases were then dried (MgS04) and concentrated in vacuo. The residue was dissolved in acetonitrile/water (3 mi) and the solution was purified by automated preparative liquid chromatography (Gilson system, 150 x 50 mm, LUNA II C18 10 zm column) using an acetonitrile : water gradient [45: 55 to 95: 5]. The appropriate fractions were concentrated to give the titled compound (98 mg). Experimental MH+ 565.9 ; expected 566.0 ‘H-NMR (CDC13) : 2.88-2. 91 (3H), 3.70-3. 74 (3H), 4.80-5. 03 (2H), 6.09-6. 18 (2H), 6.87-6. 89 (1 H), 6.92-6. 95 (1 H), 7.87-7. 90 (2H)

The synthetic route of 2-(Chloromethyl)-1-methyl-1H-imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/90313; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 19225-92-4, name is 2-(Chloromethyl)-1-methyl-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 19225-92-4, Recommanded Product: 2-(Chloromethyl)-1-methyl-1H-imidazole

[1-[3-(1-Methyl-1H-imidazol-2-ylmethoxymethyl)-phenyl]-1 H-imidazole-4- carboxylic acid ethyl ester] (14a)To a suspension of NaH (308 mg, 7.7 mmol, 60% in mineral oil) in dry THF (6 ml_) under N2 atmosphere was added a solution of alcohol 7 (410 mg, 1.38 mmol) in THF (2 ml_) while stirring for 30 min at room temperature. The reaction mixture was cooled to O0C and the compound 14 (crude 200 mg, 1.53 mmol) in THF (1 ml_) was added dropwise and allowed to come to room temperature during a period of 30 min after which it was refluxed for 12 h. The mixture was quenched with ice water (5 ml_), acidified to pH 2-3 by adding aqueous HCI solution (2N). The reaction mixture was extracted with CH2CI2 (3 x 20 ml_), washed with brine, dried over Na2SO4 and concentrated. The crude mass was taken in ethanol (10 ml_), purged HCI gas for 30 min. and stirred at room temperature for 3 h. After evaporation of solvent, the crude mass was purified by column chromatography using 28% ethylacetate in hexane to furnish 14a (150 mg, 25%) as a white solid, mp-83.8-88.6C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(Chloromethyl)-1-methyl-1H-imidazole, and friends who are interested can also refer to it.

Reference:
Patent; NEUROSEARCH A/S; WO2007/42545; (2007); 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. 19225-92-4, name is 2-(Chloromethyl)-1-methyl-1H-imidazole, A new synthetic method of this compound is introduced below., category: imidazoles-derivatives

Intermediate 158 Methyl 2-((S)-6-((R)-4-(2,6-dimethyl-4-((1-methyl-1H-imidazol-2-yl)methoxy)phenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetate [0988] Methyl 2-((S)-6-((R)-7-fluoro-4-(4-hydroxy-2,6-dimethylphenyl)-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetate (Intermediate 28-29) (46.3 mg) and 2-(chloromethyl)-1-methyl-1H-imidazole (39.2 mg) were suspended in dimethylformamide (1.8 mL) and potassium carbonate (62 mg) was added. The reaction mixture was shaken for 24 h at 60 C. Another portion of 2-(chloromethyl)-1-methyl-1H-imidazole (39.2 mg) and potassium carbonate (62 mg) was added and the mixture was shaken again for 24 h at 60 C. and than directly chromatographed by HPLC on reversed phase. The product fractions are collected and lyophilized to give the title compound. Yield: 31.5 mg; LC (method 23): tR=1.54 min; Mass spectrum (ESI+): m/z=557 [M+H]+.

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; Boehringer Ingelheim International GmbH; ECKHARDT, Matthias; FRATTINI, Sara; HAMPRECHT, Dieter; HIMMELSBACH, Frank; LANGKOPF, Elke; LINGARD, Iain; PETERS, Stefan; WAGNER, Holger; US2013/252937; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 19225-92-4,Some common heterocyclic compound, 19225-92-4, name is 2-(Chloromethyl)-1-methyl-1H-imidazole, molecular formula is C5H7ClN2, 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.

A solution of tert-butyl 5-(2-(3-hydroxyphenyl)quina7.olin-4-ylamino)- l H- indazole-1-carboxylate (50mg, 0. 1 1 mmol), 2-(chloromethyl)-l -methyl- 1 H-imidazole (22 mg, 0.13 mmol), KI ( 22 mg, 0. 13 mmol), K2CO3 (76 mg, 0.55 mmol) in anhydrous DMF (1.2 niL) was heated at 50″C for 100 minutes. Added 1.2 equivalents each of 2- (chloromethyl)-l -methyl- l H-imidazole and Kl and heated for another 35 minutes. Added 2.4 equivalents each of 2-(chloromethyl)- l -methyl-l H-imidazole and Kl along with 2.0 equivalents of K2COj and heated for 1 h. The solution was diluted with CH2Cl2 and washed with aqueous saturated NaCI (2x). The organic phase was dried under Na2SO.) and concentrated /’// vacuo to afford tert-butyl 5-(2-(3-(( l -methyl- 1 H-imida7.ol-2-yl)methoxy)- phenyl)quinazolin-4-ylamino)- 1 H-indazole- 1 -carboxylate.

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

Reference:
Patent; SURFACE LOGIX, INC.; SWEETNAM, Paul; BARTOLOZZI, Alessandra; CAMPBELL, Anthony; COLE, Bridget; FOUDOULAKIS, Hope; KIRK, Brian; SESHADRI, Hemalatha; RAM, Siya; WO2010/104851; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 19225-92-4, 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 19225-92-4 as follows.

[0242] A solution of tert-butyl 5-(2-(3-hydroxyphenyl)quiiiazolin-4-ylammo)-lH- indazole-1-carboxylate (50mg, 0.11 mmol), 2-(chloromethyl)-l -methyl- lH-imidazole (22 EPO mg, 0.13 mmol), KI ( 22 mg, 0.13 mmol), K2CO3 (76 mg, 0.55 mmol) in anhydrous DMF (1.2 mL) was heated at 500C for 100 minutes. Added 1.2 equivalents each of 2- (chloromethyl)-l-methyl-lH-imidazole and KI and heated for another 35 minutes. Added 2.4 equivalents each of 2-(chloromethyl)-l-methyl-lH-imidazole and KI along with 2.0 equivalents OfK2CO3 and heated for 1 h. The solution was diluted with CH2Cl2 and washed with aqueous saturated NaCl (2x). The organic phase was dried under Na2SO4 and concentrated in vacuo to afford tert-butyl 5-(2-(3-((l-methyl-lH-imidazol-2-yl)methoxy)- phenyl)quinazolin-4-ylamino)-lH-indazole-l-carboxylate.

According to the analysis of related databases, 19225-92-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SURFACE LOGIX, INC.; BARTOLOZZI, Alessandra; SWEETNAM, Paul; WO2006/105081; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 19225-92-4,Some common heterocyclic compound, 19225-92-4, name is 2-(Chloromethyl)-1-methyl-1H-imidazole, molecular formula is C5H7ClN2, 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 stirred solution of 4-bromo-5-(piperazin-1-yl)-2,3-dihydropyridazin-3-one (80 mg, 0.31 mmol, 1 equiv.) and DIEA(119.7 mg, 0.93 mmol, 3 equiv.) in DMF(4 mL) was added 2- (chloromethyl)-1-methyl-1H-imidazole(60.5 mg, 0.46 mmol, 1.5 equiv.) in portions at rt overnight. The reaction liquid was purified by Prep-HPLC with the following conditions (Column: XBridge Prep C18 OBD Column, 5um,19*150mm ; Mobile Phase A: Water(10 mmol/L NH4HCO3), Mobile Phase B: MeCN; Flow rate: 20 mL/min; Gradient: 5% B to 28% B in 7 min; 254 nm; Rt: 6.32 min) to afford 4-bromo-5-[4-[(1-methyl-1H-imidazol-2- yl)methyl]piperazin-1-yl]-2,3-dihydropyridazin-3-one (33.3mg,30.53%) as a white solid

The synthetic route of 19225-92-4 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 19225-92-4,Some common heterocyclic compound, 19225-92-4, name is 2-(Chloromethyl)-1-methyl-1H-imidazole, molecular formula is C5H7ClN2, 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.

The starting material, 4-chloro-6-methoxy-7-[(1-methylimidazol-2-yl)methoxy]-cinnoline was obtained by adding potassium carbonate (531 mg, 3.8 mmol) followed by 2-chloromethyl-1-methylimidazole (232 mg, 1.4 mmol) to a suspension of 4-chloro-7-hydroxy-6-methoxycinnoline (270 mg, 1.28 mmol), (prepared as described for the starting material in Example 10), in DMF (6 ml). After stirring overnight at 40 C. the mixture was diluted with water and adjusted to pH7. After extraction with ethyl acetate, the organic layer was washed with water and then brine, dried (MgSO4) and the solvent evaporated. The residue was purified by flash chromatography using methylene chloride/methanol (98/2) as eluent to give 4-chloro-6-methoxy-7-[(1-methylimidazol-2-yl)methoxy]cinnoline (11 mg, 29%).

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

Reference:
Patent; Zeneca Limited; Zeneca Pharma S.A.; US6514971; (2003); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem