Category: 852227-86-2

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. 852227-86-2, name is 5-(Chloromethyl)-1,3-dimethyl-1H-pyrazole, A new synthetic method of this compound is introduced below., Formula: C6H9ClN2

A solution of 7d (58 mg, 0.20 mmol, 1.0 equiv) in anhydrous DMF (0.8 mL) was treated with 60% sodium hydride (18 mg, 0.44 mmol, 2.2 equiv). After stirring at room temperature for 5 min, 5-(chloromethyl)-l,3-dimethyl-lH-pyrazole (63 mg, 0.42 mmol, 2.1 equiv) was introduced. Then the mixture was stirred at room temperature for 2 hours. The reaction was quenched with saturated aqueous NaHCO3. The resulting solution was extracted with ethyl acetate. The combined extracts were washed once with brine, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by prep-TLC (ethyl acetate/dichloromethane/ methanol 10/10/1, 2 runs) to afford compound 30 (50 mg, 50%) as a white solid. MS 505 (MH)+, 503 (M-H)”. Purity 99% (HPLC).

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; SEQUOIA PHARMACEUTICALS, INC.; WO2009/105776; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 852227-86-2, These common heterocyclic compound, 852227-86-2, name is 5-(Chloromethyl)-1,3-dimethyl-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.

D-15 D-16Step 4. A mixture of D-15 (210 mg, 0.78 mmol) and cesium carbonate (765 mg, 2.35 mmol) in DMF (25 mL) was heated to 60C with stirring then a solution of 5-(chloromethyl)-1 ,3-dimethyl-1 H-pyrazole (1 13 mg, 0.78 mmol) in DMF(10 mL) was added drop wise. The reaction mixture was stirred for 1 hour at 60C. The solids were removed by filtration and the solvent was removed under reduced pressure. Crude D-16 was used as such in the next step.LC-MS: Anal. Calcd. For CisHasNeOs: 376.22; found 377 [M+H]+

The synthetic route of 852227-86-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN R&D IRELAND; MC GOWAN, David; RABOISSON, Pierre Jean-Marie Bernard; EMBRECHTS, Werner; JONCKERS, Tim, Hugo, Maria; LAST, Stefaan, Julien; PIETERS, Serge, Maria, Aloysius; VLACH, Jaromir; WO2012/136834; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

852227-86-2, name is 5-(Chloromethyl)-1,3-dimethyl-1H-pyrazole, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. COA of Formula: C6H9ClN2

A mixture of N-(1 -methylcyclopropyl)-3-[(1 -metriylpyrazol-4-yl)metriyl]-2-oxo- 7H-quinoline-6-sulfonamide (60 mg, 0.16 mmol), 5-(chloromethyl)-1 ,3-dimethyl- 1H -pyrazole (23 mg, 0.16 mmol), potassium carbonate (45 mg, 0.32 mmol) and potassium iodide (27 mg, 0.16 mmol) in DMF (2 mL) was heated with agitation in the microwave at deltaOmicron ‘ for 30 minutes. The solvent was removed in vacuo and the residue purified by prep HPLC (high pH) affording the desired product (20 mg, 0.042 mmol, 26%) as a white powder.

The synthetic route of 852227-86-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; MCGONAGLE, Alison E.; JORDAN, Allan; WASZKOWYCZ, Bohdan; HUTTON, Colin; WADDELL, Ian; HITCHIN, James R.; SMITH, Kate Mary; HAMILTON, Niall M.; (497 pag.)WO2016/92326; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 852227-86-2, A common heterocyclic compound, 852227-86-2, name is 5-(Chloromethyl)-1,3-dimethyl-1H-pyrazole, molecular formula is C6H9ClN2, 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.

A mixture of 3C (1 g, 3.06 mmol), 5-(chloromethyl)- 1 ,3-dimethyl- 1 H-pyrazole (0.531 g, 3.67 mmol) and cesiumcarbonate (2.99 g, 9.19 mmol) in DMA (12 mL) was stirred at rt for 3 d. The reactionmixture was absorbed onto CELITE and chromatographed on an 80 gm ISCO silica gel cartridge, eluting with a 0-9% MeOH/CH2C12 gradient. The purest fractions wereconcentrated to afford 610 mg of product. The mixed fractions were concentrated to afford 350 mg of material that was triturated with ethyl acetate to afford 155 mg of awhite solid. This was combined with the purest fractions to afford 185A (766 mg, 1.762 mmol, 58% yield) as a yellow solid. ?H NMR (400MHz, DMSO-d6) oe 8.47 (d, J5.1 Hz, 1H), 7.42 (d, J=0.6 Hz, 1H), 7.35 – 7.26 (m, 2H), 5.46 (s, 1H), 5.20 (s, 2H), 3.50 (s, 3H),3.39 (td, J=6.7, 2.5 Hz, 2H), 2.79 (t, J=6.8 Hz, 2H), 2.00 (s, 3H). MS(ESI) m/z 436.3 (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; BRISTOL-MYERS SQUIBB COMPANY; HART, Amy C.; PITTS, William J.; MASTALERZ, Harold; GUO, Junqing; BROWN, Gregory D.; (148 pag.)WO2016/100166; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 852227-86-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 852227-86-2 name is 5-(Chloromethyl)-1,3-dimethyl-1H-pyrazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A solution of compound 9 (56 mg, 0.12 mmol, 1.0 equiv) in anhydrous DMF (0.2 mL) was treated with 60% sodium hydride (6.0 mg, 0.15 mmol, 1.2 equiv) at room temperature. After stirring at this temperature for 5 min, 5-(chloromethyl)-l,3-dimethyl- lH-pyrazole (21 mg, 0.14 mmol, 1.1 equiv) was introduced. Then the mixture was stirred at room temperature for 1 hour. The reaction was quenched with saturated aqueous NaHCO3 solution. The resultant solution was extracted with ethyl acetate. The combined organic extracts were washed once with brine, dried over Na2SO4, filtered and concentrated in vacuo. The residue was chromatographed on prep-TLC (ethyl acetate/dichloromethane/methanol 20:20:1, 2 runs) to afford compound 11 (27 mg, 39 %) as an oil. MS 561 (MH)+, 619 (MOAc)”, 597 (MCl37)”, 595 (MCl35)”and 559 (M-H)”. Purity >98% (HPLC).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-(Chloromethyl)-1,3-dimethyl-1H-pyrazole, and friends who are interested can also refer to it.

Reference:
Patent; SEQUOIA PHARMACEUTICALS, INC.; WO2009/105776; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 852227-86-2, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 852227-86-2, name is 5-(Chloromethyl)-1,3-dimethyl-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows.

10171] Step 4. A mixture ofD-15 (210 mg, 0.78 mmol) and cesium carbonate (765 mg, 2.35 mmol) in DMF (25 mL) was heated to 60 C. with stirring then a solution of 5-(chlorom- ethyl)-1,3-dimethyl-1H-pyrazole (113 mg, 0.78 mmol) in DMF (10 mL) was added drop wise. The reaction mixture was stirred for 1 hour at 60 C. The solids were removed by filtration and the solvent was removed under reduced pressure. Crude D-16 was used as such in the next step.10172] LC-MS: Anal. Calcd. For C18H28N503: 376.22; found 377 [M+H]

The chemical industry reduces the impact on the environment during synthesis 5-(Chloromethyl)-1,3-dimethyl-1H-pyrazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; McGowan, David; Raboisson, Pierr Jeane-Marie Bernar; Embrechts, Werner; Jonckers, Tim Hugo Maria; Last, Stefaan Julien; Pieters, Serge Maria Aloysius; Vlach, Jaromir; US2014/45849; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 852227-86-2,Some common heterocyclic compound, 852227-86-2, name is 5-(Chloromethyl)-1,3-dimethyl-1H-pyrazole, molecular formula is C6H9ClN2, 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 suspension of NaH (64 mg, 1.59 mmol) in THF (4 mL) at 0 0C under argon was added 5-(chloromethyl)-l,3-dimethyl-lH-pyrazole (230 mg, 1.59 mmol) and allowed to stir for 20 minutes. (6-Bromopyridin-2-yl)methanol (150 mg, 0.80 mmol) was then added and the mixture was allowed to warm to room temperature and then heated to 55C overnight. The reaction was then cooled to ambient temperature and quenched by the addition of water. The quenched reaction mixture was diluted with water (10 mL) and DCM (10 mL) and shaken. The suspensions were passed through disposable phase separators and the DCM eluent was captured and evaporated to dryness to afford the title compound which was used without further purification. Calc’d for C12H15BrN3O [M+H]+: 296, Found 296.

The synthetic route of 852227-86-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2008/156726; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 852227-86-2, name is 5-(Chloromethyl)-1,3-dimethyl-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 5-(Chloromethyl)-1,3-dimethyl-1H-pyrazole

To a solution of oxetan-3-ol (0.273 mL, 4.14 mmol) in dry DMF (5 mL) was added sodium hydride (60% in mineral oil, 265.5 mg, 5.53 mmol), and the mixture was stirred at r.t. for about 1 h. 5-(Chloromethyl)-l,3-dimethyl-lH-pyrazole (400 mg, 2.76 mmol) in DMF (5 mL) was added and the reaction mixture was stirred for 16 h at r.t. After removal of DMF under vacuum, the residue was dissolved in DCM (50 mL) and water (20 mL). The aqueous layer was extracted with DCM and the combined organic extracts were washed with brine, then dried over Na2S04 and evaporated to dryness. The crude residue was purified by column chromatography, with a gradient of 25-100%) EtOAc in heptane, to afford the title compound (349 mg, 69%). Method B HPLC-MS: MH+ mlz 183, RT 1.09 minutes (100%)

According to the analysis of related databases, 852227-86-2, the application of this compound in the production field has become more and more popular.

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. 852227-86-2, name is 5-(Chloromethyl)-1,3-dimethyl-1H-pyrazole, A new synthetic method of this compound is introduced below., Computed Properties of C6H9ClN2

To a mixture of methyl ( 6-hydroxy-4-methyl-l- benzothiophen-3-yl) acetate (150 mg) and DMF (2 mL) were added 5- (chloromethyl) -1, 3-dimethyl-lH-pyrazole (101 mg) and K2C03 (175 mg). at room temperature. The mixture was stirred at room temperature for 3 h. The mixture was poured into water at room temperature and extracted with EtOAc. The organic layer was separated, washed successively with water and brine, dried over MgS04 and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) . The product was crystallized from Et20-hexane to give the title compound (155 mg) . 1H NMR (300 MHz, CDC13) delta 2.26 (3H, s), 2.64 (3H, s) , 3.70-3.75 (3H, m) , 3.84 (3H, s) , 4.01 (2H, s) , 5.01 (2H, s), 6.10 (1H, s) , 6.76-6.81 (1H, m) , 7.10 (1H, s) , 7.23 (1H, d, J = 2.3 Hz).

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.

Synthetic Route of 852227-86-2, These common heterocyclic compound, 852227-86-2, name is 5-(Chloromethyl)-1,3-dimethyl-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.

D-15 D-16Step 4. A mixture of D-15 (210 mg, 0.78 mmol) and cesium carbonate (765 mg, 2.35 mmol) in DMF (25 mL) was heated to 60C with stirring then a solution of 5-(chloromethyl)-1 ,3-dimethyl-1 H-pyrazole (1 13 mg, 0.78 mmol) in DMF(10 mL) was added drop wise. The reaction mixture was stirred for 1 hour at 60C. The solids were removed by filtration and the solvent was removed under reduced pressure. Crude D-16 was used as such in the next step.LC-MS: Anal. Calcd. For CisHasNeOs: 376.22; found 377 [M+H]+

The synthetic route of 852227-86-2 has been constantly updated, and we look forward to future research findings.