Category: 100114-57-6

Electric Literature of 100114-57-6, 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. 100114-57-6, name is 3-Cyclopropyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Potassium carbonate (7.67 g, 55.56 mmol) was added to 3-cyclopropyl-1 H-pyrazole (2.0 g, 18.52 mmol) in dry DMF (20 ml_) at 25C and the mixture was stirred for 20 minutes. Ethyl bromoacetate (2.06 ml_, 18.52 mmol) was added then the mixture was stirred for 2 days at room temperature. The reaction mixture was neutralized with aqueous 1 M HCI, extracted with ether (40 ml_) and the organic extract was washed with brine (30 ml_), dried over sodium sulfate then evaporated in vacuo. The residue was purified by silica gel column chromatography eluting with hexane:EtOAc 88:12 to afford the title compound as a yellow oil (42%, 1 .50 g). 1H NMR (400 MHz, DMSO-d6): delta ppm 0.59 (d, 2H), 0.83 (d, 2H), 1 .19 (t, 3H), 1 .83 (m, 1 H), 4.13 (q, 2H), 4.91 (s, 2H), 5.94 (d, 1 H), 7.54 (d, 1 H)

The synthetic route of 3-Cyclopropyl-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; ANDREWS, Mark, David; BAGAL, Sharanjeet, Kaur; BROWN, David, Graham; GIBSON, Karl, Richard; OMOTO, Kiyoyuki; RYCKMANS, Thomas; SABNIS, Yogesh; SKERRATT, Sarah, Elizabeth; STUPPLE, Paul, Anthony; WO2014/53967; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 100114-57-6, name is 3-Cyclopropyl-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. Computed Properties of C6H8N2

To a solution of 6-chloronicotinonitrile (100 mg, 0.74 mmol) in DMF (2 mL), was added 3-cyclopropyl-1H-pyrazole (80 mg, 0.74 mmol), and Cs2CO3 (470 mg, 1.48 mmol). The mixture was stirred at 90C for 5 hours. To the mixture was added water and extracted with ethyl acetate. The organic layer was dried with anhydrous Na2SO4, and concentrated under vacuo to give 120 mg of 6-(3-cyclopropyl-1H-pyrazol-1-yl)nicotinonitrile as a light yellow solid. The structure was confirmed by LC-MS.

The synthetic route of 3-Cyclopropyl-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BLUEPRINT MEDICINES CORPORATION; FLEMING, Paul, E.; (62 pag.)WO2016/127074; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 100114-57-6, name is 3-Cyclopropyl-1H-pyrazole, 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 100114-57-6, SDS of cas: 100114-57-6

The procedure is similar to Step 1[N55y6629j in Example- 839. 0.5 g of 6-chloro-N-(4, 4-difluorocyclohexyl)-4-methylpyridin-2-amine gave 6-(3 -cyclopropyl- 1 H-pyrazol- 1 -yl)-N-(4, 4-difluorocyclohexyl)-4-methylpyridin-2-amine as a white solid (0.11 g, 19%). MS (M+1)+=333.1; 1H-NMR (400 MHz, DMSO-d6): 8.36 (s, 1H), 6.77 (s, 1H), 6.62 (d, J= 7.20 Hz, 1H), 6.18 (d, J= 5.20 Hz, 2H), 3.96 (s, 1H), 2.20 (s, 3H), 2.10-1.90 (m, 7H), 1.60-1.45 (m, 2H), 0.92-0.85 (m, 2H), 0.77-0.71 (m, 2H).

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

Reference:
Patent; CADENT THERAPEUTICS, INC.; ERIKSEN, Birgitte, Langer; GUSTAFSSON, Magnus; HOUGAARD, Charlotte; JACOBSEN, Thomas, Amos; JEFSON, Martin, R.; KLEIN, Jessica; LARSEN, Janus, Schreiber; LOWE, John, A., III; MCCALL, John, M.; STROØBAeK, Dorte; VON SCHOUBYE, Nadia, Lyb°l; KEANEY, Gregg, F.; (752 pag.)WO2017/210545; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 100114-57-6, 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. 100114-57-6, name is 3-Cyclopropyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Potassium carbonate (7.67 g, 55.56 mmol) was added to 3-cyclopropyl-1 H-pyrazole (2.0 g, 18.52 mmol) in dry DMF (20 ml_) at 25C and the mixture was stirred for 20 minutes. Ethyl bromoacetate (2.06 ml_, 18.52 mmol) was added then the mixture was stirred for 2 days at room temperature. The reaction mixture was neutralized with aqueous 1 M HCI, extracted with ether (40 ml_) and the organic extract was washed with brine (30 ml_), dried over sodium sulfate then evaporated in vacuo. The residue was purified by silica gel column chromatography eluting with hexane:EtOAc 88:12 to afford the title compound as a yellow oil (42%, 1 .50 g). 1H NMR (400 MHz, DMSO-d6): delta ppm 0.59 (d, 2H), 0.83 (d, 2H), 1 .19 (t, 3H), 1 .83 (m, 1 H), 4.13 (q, 2H), 4.91 (s, 2H), 5.94 (d, 1 H), 7.54 (d, 1 H)

The synthetic route of 3-Cyclopropyl-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; ANDREWS, Mark, David; BAGAL, Sharanjeet, Kaur; BROWN, David, Graham; GIBSON, Karl, Richard; OMOTO, Kiyoyuki; RYCKMANS, Thomas; SABNIS, Yogesh; SKERRATT, Sarah, Elizabeth; STUPPLE, Paul, Anthony; WO2014/53967; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 100114-57-6,Some common heterocyclic compound, 100114-57-6, name is 3-Cyclopropyl-1H-pyrazole, molecular formula is C6H8N2, 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 cooling (0 C) solution of 3-cyclopropyl-lH-pyrazole (1.5 g, 13.89mmol) in concentrated H2S04 (20 mL, 98%) was added concentrated HNO3 (20 mL, 65%) over 2 min. The reaction mixture was stirred over 1 hr at this temperature. It was then diluted with ice-water and extracted with EA (30 mL X 4). The organic phase was combined and washed with saturated sodium bicarbonate (50 mL). It was dried over Na2S04 and concentrated in vacuo to give a crude product (1.5 g, 70%). This crude product was pure enough to be delivered or used to the next step reaction. MS: [M+H]+ 154. 1H MR (500 MHz, CDC13) delta 0.97 (m, 2H), 1.22(m, 2H), 2.66 (m, 1H), 8.20(s, 1H), 8.38 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Cyclopropyl-1H-pyrazole, its application will become more common.

Synthetic Route of 100114-57-6,Some common heterocyclic compound, 100114-57-6, name is 3-Cyclopropyl-1H-pyrazole, molecular formula is C6H8N2, 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.

[00759] Intermediate 81a: benzyl 2-(3-cyclopropylpyrazol-1-yI)acetate[00760] A suspension of 3-cyclopropyl-1 H-pyrazole (100mg, 0.g2mmol) and potassium carbonate (383mg, 2.77mmol) in MeCN (3mL) was left to stir at room temperature for 30 minutes before the addition of benzyl bromoacetate (0.21 mL, 1 .3gmmol) and sodium iodide (139mg, 0.g2mmol). The resulting mixture was heated to 60 C and left to stir overnight. The reaction was quenched by theaddition of water (2OmL) and extracted with EtOAc (3 x 2OmL). The combined organic layers were dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by column chromatography using an eluent of 0-20% EtOAc in heptane to give benzyl 2-(3-cyclopropylpyrazol- 1-yl)acetate (204mg, 0.8Ommol, 86% yield) as a colourless oil.1H NMR (CDCI3,400MHZ) O/ppm: 7.42-7.32 (6H, m), 5.98 (1H, d, J= 2.3Hz), 5.21 (2H, 5), 4.89 (2H,5), 1.64 (1H, tt, J= 8.3Hz, 5.0Hz), 0.97-0.88 (2H, m), 0.77-0.72 (2H, m). MS Method 2: RT: 1.88 mi mlz 257.0 [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 3-Cyclopropyl-1H-pyrazole, its application will become more common.

Reference:
Patent; REDX PHARMA PLC; ARMER, Richard; BELFIELD, Andrew; BINGHAM, Matilda; JOHNSON, Alice; MARGATHE, Jean-Francois; AVERY, Craig; HUGHES, Shaun; MORRISON, Angus; (278 pag.)WO2016/51193; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 100114-57-6, 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. 100114-57-6, name is 3-Cyclopropyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 2-chloro-N-(2 ,4-d imethoxybenzyl)-5-n itrobenzenesulfonamide (700 mg,1.81 mmol) in acetonitrile (14 mL) were added 3-cyclopropyl-1H-pyrazole (240 p1,2.71 mmol, CAS-RN 100114-57-6) and powdered potassium carbonate (750 mg,5.43 mmol) and the mixture was irradiated for lh at 120C in the microwave. 5-Cyclopropyl-1H-pyrazole (240 p1, 2.71 mmol) was added, and microwave irradiation wascontinued for 2h at 140C. The reaction mixture was filtered and concentrated in vacuo,and the residue was extracted with dichloromethane and water. The aqueous phase was washed three times with dichloromethane. Then the combined organic phases were washed with brine and dried using a Whatman filter. Concentration under reduced pressure led to the title compound that was purified by flash chromatography (187 mg, 21% yield, 95% purity).LC-MS (Method B): Rt = 1.34 mm, MS (ESIpos): mlz = 459 [M+H]1HNMR (400MHz, DMSO-d6) oe [ppm]: 0.76 (m, 2H), 1.00 (m, 2H), 2.03 (m, 1H), 3.40 (s,3H), 3.60 (s, 3H), 4.17 (s, 2H), 6.11 (d, 1H), 6.28 (dd, 1H), 6.42 (d, 1H), 7.09 (d, 1H), 7.78 (d, 1H), 8.18 (d, 1H), 8.21 (d, 1H), 8.37 (t, 1H), 8.39 (dd, 1H).

The synthetic route of 3-Cyclopropyl-1H-pyrazole has been constantly updated, and we look forward to future research findings.

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 100114-57-6 as follows. SDS of cas: 100114-57-6

EXAMPLE 5 [4-(3-Cyclopropyl-pyrazol-1-yl)-2-trifluoromethy-phenyl]-(5H,11H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-methanone In the manner of Example 2, employing (4-fluoro-2-trifluoromethyl-phenyl)-(5H,11H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-methanone (1.42 g), 60% sodium hydride in oil (0.20 g), 3-cyclopropylpyrazole (0.43 g) and dimethylformamide (50 ml), the product (1.22 g) was obtained as a crystalline solid, m.p. 163-164 C.

According to the analysis of related databases, 100114-57-6, the application of this compound in the production field has become more and more popular.

Adding a certain compound to certain chemical reactions, such as: 100114-57-6, name is 3-Cyclopropyl-1H-pyrazole, 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 100114-57-6, category: pyrazoles-derivatives

In a 50 mL round-bottomed flask was added 3-cyclopropyl-1H-pyrazole (2.0 g, 18 mmol), K2C03 (5.1 g, 37 mmol) and 5-bromo-2-fluorobenzonitrile (3.7 g, 18 mmol) in DMF (15 mL) to give a yellow suspension.Then reaction mixture was stirred at rt for overnight under nitrogen atmosphere. The excess DMF was distilled from the mixture at reduced pressure, and the residue was diluted with water (50 mL). The aq layer wasextracted with EtOAc (3 x 50 mL). The combined organic layers were washed with brine (1 x 25 mL). The organic solution was dried over Na2SO4, filtered and concentrated at reduced pressure to give crude product. The crude material was added to a silica gel column and was eluted with 2%-i 0% of ethyl acetate-petether to afford a white color solid (3.7 g, i2 mmol). ?H NMR (400 MHz, CD3OD) oe ppm 8.05 (d, J= 2 Hz, iH), 7.84 (d, J=2 Hz, iH), 7.76 (dd, J= 2, 8.8 Hz, iH), 7.70 (d, J= 8.8 Hz, iH), 6.22 (d, J 2 Hz, iH),2.00 (m, iH), i.00 (m, 2H), 0.86 (m, 2H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.