Category: 2941-29-9

Application 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.

Intermediate 3d: benzyl N-[4-[(2-cyanocyclopenten-1 -yI)-(cyanomethyl)amino]-2- methoxy-phenyl]carbamate[00203] p-Toluenesulfonic acid monohydrate (1 .48g, 7.7gmmol) was added to a stirred solution of 2-oxocyclopentanecarbon itrile (9.35g, 85.71 mmol), benzyl N-[4-(cyanomethylamino)-2-methoxy- phenyl]carbamate (24.26g, 77.g2mmol) and toluene (600mL) at room temperature. The reactionwas then heated at reflux under Dean-Stark conditions for 4 hours. It was then cooled to room temperature and solvent removed until about lOOmL remained. Sat. aq. NaHCO3 (500mL) was then added and the resultant mixture was extracted with EtOAc (2 x 400mL). The combined organic extracts were washed with brine (500mL) and dried over Na2504. Solvent was removed in vacuo to give benzyl N-[4-[(2-cyanocyclopenten-1 -yl)-(cyanomethyl)amino]-2-methoxy-phenyl]carbamate(31 .36g, 77.92mmol, 100percent yield) as a brown solid which was used directly in the next step without further purification.MS Method 2: RT: 2.61, mlz 403.3 [M+H], 401.3 [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; 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

Related Products 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.

Example 91 2-Ethyl-2,4,5,6-tetrahydrocyclopenta[c]pyrazol-3-amine (CF91) 2-Oxocyclopentanecarbonitrile (1.5 g, 14 mmol), sodium acetate (3.4 g, 42 mmol), and ethyl hydrazine-oxalate (4.2 g, 28 mmol) were mixed in ethanol, and the mixture was heated at reflux for overnight. The reaction mixture was cooled to room temperature and ethanol was removed on a rotary evaporator. Water was added and the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, and concentrated on a rotary evaporator. The remaining residue was purified by flash column chromatography to yield CF91 in 1.03 g. 1H NMR (300 MHz, CDCl3): 3.92 (q, J=7.23 Hz, 2H), 3.40-3.20 (m, 2H, NH), 2.62 (t, J=7.19 Hz, 2H), 2.54-2.44 (m, 2H), 2.40-2.28 (m, 2H), 1.38 (t, J=7.24 Hz, 3H). ESI-MS calculated for C8H14N3 [M+H]+=152.12; Observed: 152.33

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.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; Wang, Shaomeng; Zhao, Yujun; Zhou, Bing; Aguilar, Angelo; Liu, Liu; Bai, Longchuan; McEachern, Donna; Sun, Duxin; Wen, Bo; Luo, Ruijuan; Zhao, Ting; Chinnaiyan, Arul; Asangani, Irfan A.; Stuckey, Jeanne; Meagher, Jennifer Lynn; Ran, Xu; US2015/246923; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

2941-29-9, name is Cyclopentanone-2-carbonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 2941-29-9

To a solution of intermediate 15-e ( 1.8 g, 6.01 mmol) in toluene (30.0 ml), was added 2-oxocyclopentanecarbonitrile (984 mg, 9.02 mmol) and 4- methylbenzenesulfonic acid hydrate ( 114 mg, 0.60 mmol) . The reaction was refluxed for 3 hours using a dean-stark and then cooled to room temperature. Saturated aqueous NaHC03 and ethyl acetate were added, the organic layer was separated, washed with brine, dried over MgS04, filtered and concentrated under reduced pressure. Purification by silica gel chromatography provided intermediate 15-f as beige solid . MS (m/z) M + H= 391.5

Statistics shows that 2941-29-9 is playing an increasingly important role. we look forward to future research findings about Cyclopentanone-2-carbonitrile.

Reference:
Patent; PHARMASCIENCE INC.; LAURENT, Alain; ROSE, Yannick; MORRIS, Stephen; JAQUITH, James; WO2012/135937; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts