Category: 2941-29-9

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. 2941-29-9, name is Cyclopentanone-2-carbonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C6H7NO

1006801 Step B: Preparation of 2-(1-methyl-1H-pyrazol-4-yl)-2,4,5,6-tetrahydrocyclopenta- [clpyrazol-3-amine: To a solution of di-tert-butyl 1 -(i-methyl- 1H- pyrazol-4-yl)hydrazine- 1 ,2-dicarboxylate (103 mg, 0.330 mmol) in EtOH (1.65 mL, 0.330 mmol) was added concentrated HC1 (137 iL, 1.65 mmol). The mixture was stirred at ambient temperature for 5 minutes, then cooled in an ice bath followed by addition of 2- oxocyclopentanecarbonitrile (36.0 mg, 0.330 mmol). After stirring for 5 minutes, the reaction mixture was warmed to ambient temperature overnight. The reaction mixture was concentrated and partitioned in water and DCM. After phase-separation, the aqueous layer was basified (pH 10) and then extracted with DCM (3 x 10 mL). The combined organic extracts were dried with MgSO4, filtered and concentrated in vacuo. The crude material was purified by reverse-phase column chromatography, eluting with 0-100percent acetonitrile/water to afford the product as a yellow solid (4.5 mg, 6.7percent yield). MS (apci) mlz = 204.1 (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; ARRAY BIOPHARMA INC.; BLAKE, James F.; BRANDHUBER, Barbara J.; HAAS, Julia; NEWHOUSE, Brad; THOMAS, Allen A.; WINSKI, Shannon L.; WO2014/78331; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 2941-29-9, name is Cyclopentanone-2-carbonitrile, A new synthetic method of this compound is introduced below., SDS of cas: 2941-29-9

ntermediate 7f: Benzyl N-[4-[(2-cyanocyclopenten-1 -yI)-(cyanomethyl)amino]-2- fluoro-phenyl]carbamate[00242] A mixture of benzyl N-[4-(cyanomethylamino)-2-fluoro-phenyl]carbamate (4.43g, 14.7gmmol), 2-oxocyclopentanecarbonitrile (1 .62g, 14.81 mmol) and p-toluenesulfonic acidmonohydrate (0.25g, 1 .47mmol) in toluene (25mL) was heated to 150 °C with under Dean Stark conditions for 3 hours. Additional 2-oxocyclopentanecarbonitrile (1.65g, 15.l6mmol) was added and the reaction was stirred for 2 hours left at 150 °C under Dean-Stark conditions. The reaction was then cooled to room temperature and concentrated in vacuo to afford a brown oil. The brown oil was partitioned between sat. aq. NaHCO3 (5OmL) and EtOAc (5OmL). The aqueous layer was thenextracted with EtOAc (2 x 5OmL), washed with brine (3 x 5OmL), dried over Na2504, filtered and concentrated in vacuo to afford benzyl N-[4-[(2-cyanocyclopenten-1 -yl)-(cyanomethyl)amino]-2- fluoro-phenyl]carbamate as a brown oil (8.34g, 13.46mmol, 91percent yield).1H NMR (DMSO-d6, 400MHz) O/ppm: 9.64 (1H, 5), 7.77 (1H, t, J = 8.8Hz), 7.13-7.45 (7H, m), 5.17 (2H, 5), 4.84 (2H, 5), 2.59-2.63 (2H, m), 2.50-2.55 (2H, m), 1.83-1.91 (2H, m).MS Method 2: RT: 1.79 mi mlz 391.3 [M+H]

The synthetic route of 2941-29-9 has been constantly updated, and we look forward to future research findings.

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;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 2941-29-9, A common heterocyclic compound, 2941-29-9, name is Cyclopentanone-2-carbonitrile, molecular formula is C6H7NO, 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.

[00688] Intermediate 74e: benzyl N-{4-[(2-cyanocyclopent-1 -en-I -yI)(cyanomethyl)am ino]-2- (trifluoromethoxy)phenyl}carbamate[00689] p-Toluenesulfonic acid monohydrate (0.08g, 0.43mmol) was added to a solution of benzylN-[4-(cyanomethylamino)-2-(trifluoromethoxy)phenyl]carbamate (1 .57g, 4.3mmol) and IntermediateI (0.52g, 4.73mmol) in toluene (4OmL). The resulting solution was heated to reflux for 5 hours under Dean-Stark conditions, the mixture was then cooled to room temperature and allowed to stand overnight. The solution was transferred to a separating funnel, washed with sat. aq. NaHCO3 solution (5OmL) and the aqueous washed with EtOAc (3 x 5OmL). The organic layers werecombined, washed with brine (5OmL), dried over Na2504 and the solvent removed in vacuo to give benzyl N-{4-[(2-cyanocyclopent-1 -en-i -yl)(cyanomethyl)amino]-2- (trifluoromethoxy)phenyl}carbamate as a brown oil (2.02g, 4.3mmol, 100percent yield) which was used as is in the next step without further purification.MS Method 2: RT: 1.90 mi m/z = 457.2 [M+H]

The synthetic route of 2941-29-9 has been constantly updated, and we look forward to future research findings.

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;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 2941-29-9,Some common heterocyclic compound, 2941-29-9, name is Cyclopentanone-2-carbonitrile, molecular formula is C6H7NO, 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.

[00482] Step B: Preparation of 2-(l -methyl- lH-pyrazol-4-ylV2.4.5.6- tetrahydrocyclopenta- [c]pyrazol-3-amine : To a solution of di-tert-butyl 1 -(1 -methyl- 1H- pyrazol-4-yl)hydrazine-l,2-dicarboxylate (103 mg, 0.330 mmol) in EtOH (1.65 mL, 0.330 mmol) was added concentrated HCl (137 mu, 1.65 mmol). The mixture was stirred at ambient temperature for 5 minutes, then cooled in an ice bath followed by addition of 2- oxocyclopentanecarbonitnle (36.0 mg, 0.330 mmol). After stirring for 5 minutes, the reaction mixture was warmed to ambient temperature overnight. The reaction mixture was concentrated and partitioned in water and DCM. After phase-separation, the aqueous layer was basified (pH 10) and then extracted with DCM (3 x 10 mL). The combined organic extracts were dried with MgS04, filtered and concentrated in vacuo. The crude material was purified by reverse-phase column chromatography, eluting with 0-100percent acetonitrile/water to afford the product as a yellow solid (4.5 mg, 6.7percent yield). MS (apci) m/z = 204.1 (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 Cyclopentanone-2-carbonitrile, its application will become more common.

Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; BRANDHUBER, Barbara J.; CONDROSKI, Kevin Ronald; HUANG, Lily; KERCHER, Timothy; WINSKI, Shannon L.; WO2014/78408; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 2941-29-9, These common heterocyclic compound, 2941-29-9, name is Cyclopentanone-2-carbonitrile, 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 2-cyanocyclopentanone (20.0 g, 183 mmol, prepared as described in Fleming et al, J. Org. Chem. 2007, 72, 1431-1436 in the Supporting Information), water (24.7 ml), and sodium cyanide (14.8 g, 302 mmol) was cooled with an ice bath to a temperature of 5 °C to 10 °C. A mixture of sulfuric acid (29.3 ml, 550 mmol) and water (24.7 ml), said mixture having a temperature of 10 °C, was added drop wise within 0.5 h while stirring. The ice bath was then removed, and the mixture was stirred for 2.5 h at room temperature. Water (50 ml) was added, and the mixture was extracted with ethyl acetate (3 x 100 ml). The combined extracts were dried with magnesium sulfate, and pyridine (51 ml, 631 mmol) was added. The solution was cooled with an ice bath to a temperature of 5 °C to 10 °C, and acetyl chloride (40.0 ml, 561 mmol) was added drop wise. The resulting mixture was stirred at 0 °C for 2 h, and then at room temperature overnight. After filtration and concentration under reduced pressure, toluene (100 ml) and ethyldiisopropylamine (94 ml, 553 mmol) were added to the residue, and the mixture was stirred at 100 °C for 6 h, and at room temperature overnight. The mixture was poured into a mixture of aqueous, concentrated hydrochloric acid (68 ml) and water (70 ml), phases were separated, the aqueous phase was extracted with ethyl acetate (3 x 150 ml), the combined extracts were washed with brine, dried with magnesium sulfate, and concentrated under reduced pressure to yield 22.5 g of a dark oil. Distillation (2 mbar) yielded 8.6 g (40percent) of compound of formula (II) (bp 66-71 °C). 1H NMR (CDCls, 400 MHz) compound of formula (II): delta 2.17 (quint, J = 7 Hz, 2H), 2.83 (t, J = 7 Hz, 4H).

The synthetic route of 2941-29-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LONZA LTD; ZARAGOZA DOERWALD, Florencio; WO2013/102634; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 2941-29-9, A common heterocyclic compound, 2941-29-9, name is Cyclopentanone-2-carbonitrile, molecular formula is C6H7NO, 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.

100554] Step A: Preparation of 2-(2-(pyridin-2-yl)hydrazono)cyclopentane-carbonitrile:A solution of 2-hydrazinylpyridine (0.200 g, 1.83 mmol) and 2-oxocyclopentanecarbonitrile (0.200 g, 1.83 mmol) in MeOH (9.16 mL) was treated with concentrated HC1 (0.764 mL, 9.16 mmol) and refluxed for 16 hours. The reaction mixture was concentrated in vacuo, and then partitioned in water and DCM. After phase-separation, the aqueous layer was washed with DCM, basified (saturated NaHCO3, pH 10), and extracted with DCM. The combined organic layers were dried with MgSO4, filtered and concentrated. The crude material was purified by silica column chromatography, eluting with 100percent EtOAc to afford the product (0.289 g, 78.6percent yield). MS (apci) mlz 201.2 (M+H).

The synthetic route of 2941-29-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; ANDREWS, Steven Wade; BLAKE, James F.; BRANDHUBER, Barbara J.; KERCHER, Timothy; WINSKI, Shannon L.; WO2014/78325; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 2941-29-9, name is Cyclopentanone-2-carbonitrile, belongs to nitriles-buliding-blocks 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 2941-29-9, Product Details of 2941-29-9

Cyclopentanone-2-carbonitrile (4.00 g, 36.65 mmol), methylhydrazine (2.12 mL, 40.32mmol) and TEA (7.07 mL, 50.89 mmol) in toluene (26.76 mL) were heated to 120 °C for16 hours. The reaction was cooled down to room temperature and the solvent wasevaporated. The residue was taken up into Et20, filtered and dried under vacuo. The filtrate was evaporated and the crude residue was purified via silica gel chromatography(Stationary phase: Irregular SiOH 20-45 jim, 450 g, mobile phase gradient: from 44percentHeptane, 6percent MeOH (+ 10percent NH4OH), 50percent EtOAc to 42percent Heptane, 8percent MeOH (+ 10percentNH4OH), 50percent EtOAc). The pure fractions were collected and evaporated to give 205 mg of intermediate 18b (4percent yield) and 545 mg of intermediate 19b (11percent yield).

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.

Reference of 2941-29-9, 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. 2941-29-9, name is Cyclopentanone-2-carbonitrile, This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 181 2-(pyridazin-4-yl)-2,4,5,6-tetrahydrocyclopenta[c]pyrazol-3 -amine1007771 A suspension of 4-hydrazinylpyridazine hydrobromide (0.368 g, 1.93 nimol) in absolute EtOH (5 mL) was treated with 2-oxocyclopentanecarbonitrile (0.191 g, 1.75 mmol) and the mixture was heated at reflux for 22 hours. The mixture was cooled to ambient temperature and was concentrated to an orange solid. The solid was suspended in 1 M NaOH and stirred for 10 minutes. The solid was collected, washed thoroughly with H20 and Et20 and dried in vacuum to furnish title compound as a tan powder (.323 g, 92percent). MS (apci) mz = 202.1 (M+H).

The chemical industry reduces the impact on the environment during synthesis Cyclopentanone-2-carbonitrile. I believe this compound will play a more active role in future production and life.

Application of 2941-29-9,Some common heterocyclic compound, 2941-29-9, name is Cyclopentanone-2-carbonitrile, molecular formula is C6H7NO, 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.

Intermediate PI 03 2-(pyridin-2-yl)-2,4,5.6-tetrahydrocvclopenta[c1pyrazol-3-amine [00485] Step A: Preparation of 2-(2-(pyridin-2-yl)hvdrazono)cyclopentane- carbonitrile: A solution of 2-hydrazinylpyridine (0.200 g, 1.83 mmol) and 2- oxocyclopentanecarbonitrile (0.200 g, 1.83 mmol) in MeOH (9.16 mL) was treated with concentrated HCl (0.764 mL, 9.16 mmol) and refluxed for 16 hours. The reaction mixture was concentrated in vacuo, and then partitioned in water and DCM. After phase-separation, the aqueous layer was washed with DCM, basified (saturated NaHC03, pH 10), and extracted with DCM. The combined organic layers were dried with MgS04, filtered and concentrated. The crude material was purified by silica column chromatography, eluting with 100percent EtOAc to afford the product (0.289 g, 78.6percent yield). MS (apci) m/z = 201.2 (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 Cyclopentanone-2-carbonitrile, its application will become more common.

Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; BRANDHUBER, Barbara J.; CONDROSKI, Kevin Ronald; HUANG, Lily; KERCHER, Timothy; WINSKI, Shannon L.; WO2014/78408; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 2941-29-9, name is Cyclopentanone-2-carbonitrile, belongs to nitriles-buliding-blocks 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 2941-29-9, Computed Properties of C6H7NO

Preparation of 2-( 1 -methyl- lH-pyrazol-4-yl)-2,4,5 ,6-tetrahydrocyclopenta-[clpyrazol-3 -amine: To a solution of di-tert-butyl 1-(1 -methyl- lH-pyrazol-4-yl)hydrazine- 1,2- dicarboxylate (103 mg, 0.330 mmol) in EtOH (1.65 mL, 0.330 mmol) was added concentrated HC1 (137 mu, 1.65 mmol). The mixture was stirred at ambient temperature for 5 minutes, then cooled in an ice bath followed by addition of 2-oxocyclopentanecarbonitrile (36.0 mg, 0.330 mmol). After stirring for 5 minutes, the reaction mixture was warmed to ambient temperature overnight. The reaction mixture was concentrated and partitioned in water and DCM. After phase-separation, the aqueous layer was basified (pH 10) and then extracted with DCM (3 x 10 mL). The combined organic extracts were dried with MgS04, filtered and concentrated in vacuo. The crude material was purified by reverse-phase column chromatography, eluting with 0-100percent acetonitrile/water to afford the product as a yellow solid (4.5 mg, 6.7percent yield). MS (apci) m/z = 204.1 (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, Cyclopentanone-2-carbonitrile, other downstream synthetic routes, hurry up and to see.