Category: 3814-30-0

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. 3814-30-0, name is (Bromomethyl)cyclopentane, A new synthetic method of this compound is introduced below., Safety of (Bromomethyl)cyclopentane

To a solution of 3-cyclopropylimidazo[1 ,5-a]pyrazin-8(7H)-one (300 mg, 1.71 (0680) mmol) in anhydrous DMF (5 mL) was added K2C03 (355 mg, 2.57 (0681) mmol) and (bromomethyl)cyclopentane (335 mg, 2.05 mmol). The reaction was stirred at 65C for 16 hours. The mixture was filtered and the filtrate was purified by preparative LC- MS to yield 7-(cyclopentylmethyl)-3-cyclopropylimidazo[1 ,5-a]pyrazin-8(7H)-one 210 mg (47%). (0682) 1H NMR (DMSO-de, 400 MHz): delta 7.53 (s, 1 H), 7.51 (d, J = 6.0 Hz, 1 H), 6.90 (d, J = 6.0 Hz, 1 H), 3.69 (d, J = 7.6 Hz, 2H), 2.29-2.24 (m, 2H), 1.58-1.45 (m, 6H), 1.22-1.19 (m, 2H), 1.00- 0.89 (m, 4H). (0683) LC-MS: {m/z) 258.2 (MH+) tR (minutes, method 3) = 2.24 minutes

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; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; LANGGARD, Morten; JESSING, Mikkel; VITAL, Paulo, Jorge, Vieira; JUHL, Karsten; (159 pag.)WO2018/78042; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 3814-30-0, name is (Bromomethyl)cyclopentane, belongs to bromides-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 3814-30-0, Computed Properties of C6H11Br

To a solution of 3-(tetrahydro-2H-pyran-4-yI)imidazo[1 ,5-a]pyrazin-8(7H)-one (400 mg, 1 .82 mmol) in anhydrous DMF (5 mL) was added K2003 (503 mg, 3.64mmol) and (bromomethyl)cyclopentane (445 mg, 2.73 mmol). The reaction mixture was stirred at 6000 for 16 hours. The mixture was filtered and the filtrate was purified bypreparative LC-MS to afford 7-(cyclopentylmethyl)-3-(tetrahydro-2H-pyran-4-yl)i midazo[1 ,5- a]pyrazin-8(7H)-one 290 mg (53%).1H NMR (DMSO-d6, 400 Mhz): 7.62 (s, 1H), 7.49 (d, J= 6.0 Hz, 1H), 6.90 (d, J= 6.0 Hz,1H), 3.91-3.88 (m, 2H), 3.69 (d, J= 7.6Hz, 2H), 3.48-3.43 (m, 2H), 3.42-3.31 (m, 1H), 2.27-2.24 (m, 1H), 1.78-1.73 (m, 4H), 1.58-1.44 (m, 6H), 1.21-1.20 (m, 2H).LC-MS: (mlz) 302.2 (MH) tR (minutes, method 3) = 2.29 minutes

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, (Bromomethyl)cyclopentane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; LANGGARD, Morten; JESSING, Mikkel; VITAL, Paulo, Jorge, Vieira; JUHL, Karsten; (159 pag.)WO2016/174188; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 3814-30-0, name is (Bromomethyl)cyclopentane, molecular formula is C6H11Br, 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. Recommanded Product: (Bromomethyl)cyclopentane

Step 3: To a suspension of 6-(3-methylbenzyl)-3-(tetrahydro-2H-pyran-4-yl)- [1 ,2,4]triazolo[4,3-a]pyrazin-8(7H)-one (150 mg, 462.42 micromol) in anhydrous DMF (5 mL) was added (bromomethyl)cyclopentane (90 mg, 554.90 micromol) and K2CO3 (96 mg, 693.63 micromol). The mixture was heated at 60C for 12 h. LCMS showed 35% of desired product. The mixture was concentrated and the residue was dissolved in DCM (20 mL) and H2O (20 mL). The aqueous layer was extracted with DCM (20 mL). The combined organics were washed with H2O (20 mL), dried over Na2SO4, filtered, concentrated and purified by preparative HPLC to give 7- (cyclopentylmethyl)-6-(3-methylbenzyl)-3-(tetrahydro-2H-pyran-4-yl)- [1 ,2,4]triazolo[4,3-a]pyrazin-8(7H)-one (25.60 mg, 13.62% yield) . 1H NMR (CDCI3 400MHz): 5 7.28-7.24 (m, 1 H), 7.15 (d, J=7.6 Hz, 1 H), 6.96-6.94 (m, 2H), 6.68 (s, 1 H), 4.13-4.09 (m, 2H), 3.92-3.88 (m, 4H), 3.59-3.53 (m, 2H), 3.14-3.13 (m, 1 H), 2.35 (s, 3H), 2.17-2.10 (m, 3H), 1 .95-1 .90 (m, 2H), 1 .71 -1 .67 (m, 4H), 1 .55-1 .54 (m, 2H), 1 .31 -1 .30 (m, 2H). LC-MS: fR = 3.10 min (METHOD 3), m/z = 407.2 [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 3814-30-0, its application will become more common.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; JESSING, Mikkel; (126 pag.)WO2016/55618; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 3814-30-0, A common heterocyclic compound, 3814-30-0, name is (Bromomethyl)cyclopentane, molecular formula is C6H11Br, 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.

1. A solution of (bromomethyl)cyclopentane (1.8 g, 11.0 mmol) in THF (11 mL) was added dropwise to a suspension of Mg (528 mg, 22.0 mmol) and I2 (55.8 mg, 0.22 mmol) in THF (3 mL) at 75oC. The mixture was stirred at 75oC for 1 hr. A mixture of (cyclopentylmethyl)magnesium bromide (11.1 mL, 11.1 mmol, 1M in THF) was slowly added to a solution of S-500-6-1_1 (800 mg, 2.23 mmol) in THF (30 mL) at 15oC. After addition, the mixture was stirred at 15oC for 1 hr. The mixture was quenched with sat. NH4Cl (40 mL) and extracted with EtOAc (3 x 20 mL). The combined organic phase was washed with brine (2 x 30 mL), dried over Na2SO4, filtered and concentrated and purified by combi-flash (0-15% of EtOAc in PE) to give 100 (350 mg, 35%) as a solid. 1H NMR (400 MHz, CDCl3) delta 5.32-5.26 (m, 1H), 3.77-3.69 (m, 1H), 2.41-2.31 (m, 1H), 2.09- 1.89 (m, 4H), 1.88-1.69 (m, 4H), 1.68-1.55 (m, 6H), 1.54-1.27 (m, 12H), 1.26-1.15 (m, 2H), 1.14-1.05 (m, 4H), 1.04-0.99 (m, 5H), 0.98-0.88 (m, 4H), 0.87-0.81 (m, 3H), 0.69 (s, 3H). LCMS Rt = 5.661 min in 7.0 min chromatography, 30-90AB_E, purity 100%, MS ESI calcd. for C30H47 [M+H-2H2O]+ 407, found 407.

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; SAGE THERAPEUTICS, INC.; SALITURO, Francesco, G.; ROBICHAUD, Albert, J.; MARTINEZ BOTELLA, Gabriel; HARRISON, Boyd, L.; GRIFFIN, Andrew; LA, Daniel; (299 pag.)WO2018/75698; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 3814-30-0, name is (Bromomethyl)cyclopentane, 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 C6H11Br

General procedure: General Procedure: In a 10 mL Schlenk tube were placed CoBr2 (0.3 M in THF, 0.10 mL, 0.030mmol), 1,3-diisopropylbenzimidazolium bromide (L2, 8.5 mg, 0.030 mmol), 2-alkenylpyridine(0.30 mmol), alkyl chloride (0.45 mmol), N,N,N,?N?-tetramethylethylenediamine (90 muL, 0.60mmol) and THF (0.28 mL). To the mixture was added a THF solution of tBuCH2MgBr (0.96 M,0.63 mL, 0.60 mmol) dropwise at 0 C. The resulting mixture was stirred at room temperature for12 h, and then quenched by the addition water (1.0 mL). The organic layer was separated, and the aqueous layer was extracted with ethyl acetate (3 x 3 mL). The combined organic layer was dried over Na2SO4 and concentrated under reduced pressure. The crude product was purified by silicagel chromatography to afford the alkylation product.

The synthetic route of (Bromomethyl)cyclopentane has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yamakawa, Takeshi; Seto, Yuan Wah; Yoshikai, Naohiko; Synlett; vol. 26; 3; (2015); p. 340 – 344;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 3814-30-0, name is (Bromomethyl)cyclopentane, 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. Recommanded Product: (Bromomethyl)cyclopentane

Example 8A 2-(Trimethylsilyl)ethyl (1RS,2RS,5SR)-2-[4-(cyclopentylmethoxy)benzoyl]-5-[(4-oxo-1,2,3-benzotriazin-3(4H)-yl)methyl]cyclopentanecarboxylate (racemate) To a solution of 80 mg (0.16 mmol) of the compound from Example 4A in 1.8 ml of acetonitrile were added 45 mg (0.32 mmol) of potassium carbonate and 32 mg (0.19 mmol) of (bromomethyl)cyclopentane, and the mixture was stirred under reflux overnight. Thereafter, a further 32 mg (0.19 mmol) of (bromomethyl)cyclopentane were added, and the mixture was stirred under reflux once again for 4 h. After cooling to RT, the mixture was diluted with water and extracted twice with dichloromethane. The combined organic phases were dried over magnesium sulphate and concentrated. The residue was purified by means of preparative HPLC (Method 7). 33 mg (36% of theory, 100% purity) of the title compound were obtained. LC/MS (Method 1, ESIpos): Rt=1.61 min, m/z=576 [M+H]+.

The synthetic route of (Bromomethyl)cyclopentane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; BECK, Hartmut; LI, Volkhart Min-Jian; CANCHO GRANDE, Yolanda; TIMMERMANN, Andreas; BROHM, Dirk; JOeRISSEN, Hannah; BOGNER, Pamela; GERISCH, Michael; LANG, Dieter; (91 pag.)US2017/22171; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 3814-30-0, 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 3814-30-0 as follows.

[0190] 3-Cvclopentyl-2-oxo-propionic acid ethyl ester; Bromomethyl-cyclopentane (4 9 g, 30 mmol) was dissolved in anhydrous THF (30 mL), Mg (800 mg, 33 mmol) and small amount of I2 solid were added to the solution The mixture was heated to reflux until the brown color disappeared, and stirring was continued for 30 min The mixture was cooled to room temperature and used to the next step directlyDiethyl oxalate (3 54 mL, 26 mmol) was dissolved in I5O mL of dry toluene, and cooled to -78 0C under N2 atmosphere The G?gnard reagent made above was added slowly into the solution via syringe over a period of 15 mm The reaction mixture was stirred at -78 C for 1 h, quenched with aq NH4CI solution The two layers were separated by separately funnel, and the organic layer was extracted with EtOAc The combined organic layers washed with brme and dried over Na2SO4 The solid was removed by filter paper and the filtrate was concentrated by rotary evaporator (temperature of water bath was less then 20 0C) The crude residue was then purified by flash chromatography on silica gel to give the desired product, 3-Cyclopentyl-2- oxo-propiomc acid ethyl ester (3 5 g, 51 %) 1H NMR (400MHz, CDCl3) delta 4 33 (q, 2H, J= 7 2 Hz), 2 87 (d, 2H, J = 7 2 Hz), 2 30 (m, IH), 1 88 (m, 2H), 1 65 (m, 2H), 1 S8 (m, 2H), 1 40 (t, 3H, J= 7 2 Hz), 1 I5 (m, 2H)

According to the analysis of related databases, 3814-30-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ANADYS PHARMACEUTICALS, INC.; WO2008/82725; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 3814-30-0, 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. 3814-30-0, name is (Bromomethyl)cyclopentane, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 7-(tetrahydro-2H-pyran-4-yl)imidazo[5,1-f][1,2,4]triazin-4(3H)-one (200 mg, 0.908 mmol), (bromomethyl)cyclopentane (178 mg, 1.1 mmol) and K2CO3 (188 mg, 1.4 mmol) in DMF (5 mL) was stirred at 70 C. for 16 hrs. The reaction mixture was filtered. The residue was purified with preparative HPLC to give 3-(cyclopentylmethyl)-7-(tetrahydro-2H-pyran-4-yl)imidazo[5,1-f][1,2,4]triazin-4(3H)-one 35 mg (13%). 1H NMR (CD3OD, 400 MHz): delta 8.02 (s, 1H), 7.76 (s, 1H), 4.08-4.05 (m, 2H), 3.89 (d, J=7.6 Hz, 2H), 3.65-3.55 (m, 3H), 2.41-2.33 (m, 1H), 2.09-1.91 (m, 4H), 1.82-1.70 (m, 6H), 1.34-1.33 (m, 2H). LC-MS: (m/z) 303.1 (MH+) tR (minutes, method 4)=2.39 minutes

The chemical industry reduces the impact on the environment during synthesis (Bromomethyl)cyclopentane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; H. Lundbeck A/S; Kehler, Jan; Rasmussen, Lars Kyhn; Langgard, Morten; Jessing, Mikkel; Vital, Paulo Jorge Vieira; Juhl, Karsten; (30 pag.)US2016/311831; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 3814-30-0, name is (Bromomethyl)cyclopentane, belongs to bromides-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 3814-30-0, Quality Control of (Bromomethyl)cyclopentane

To a solution of 20.6 g (0.1 mol) of 4-(3,5-difluorophenyl)phenol in 200 mL of N,N-dimethylformamide in a 500 mL of three-necked flask, 4.8 g (0.12 mol) of 60% sodium hydride was added portionwise under nitrogen with stirring at 30 C., and then 16.3 g (0.1 mol) of cyclopentyl methyl bromide was added dropwise. After the reaction was stuffed for 20 hours, it was poured into 500 mL of water, and was extracted with hot petroleum ether (200 mL¡Á2). The combined organic phases was washed with water to neutral, and the solvent was then distilled off under reduced pressure. 15 g of 4-a as white crystals was obtained by recrystallization from ethanol. GC purity: 98.9%.

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, (Bromomethyl)cyclopentane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shijiazhuang Chengzhi Yonghua Display Materials Co.,Ltd.,; Yun, Kuol Liang; Liang, Jian; Wang, Kwei; Hua, RuiMao; Wen, Kang; Jang, Fang Miao; Meng, Jin Song; (30 pag.)KR101530834; (2015); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 3814-30-0, The chemical industry reduces the impact on the environment during synthesis 3814-30-0, name is (Bromomethyl)cyclopentane, I believe this compound will play a more active role in future production and life.

General procedure: To a stirred solution of ethyl 2-(4-aminophenoxy)-2-methylpropanoate 12 (1 equiv) and anhydrous potassium carbonate(0.5 equiv) in dry DMF was slowly added the corresponding alkyl bromides (1 equiv), and then heated to 80 C until the reaction completed. The mixture was added ethyl acetate and washed with water and brine successively, dried, filtered and concentrated under reduced pressure. The residue was purified by column chromatography.

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, (Bromomethyl)cyclopentane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Li, Yongqiang; Tian, Kang; Qin, Aifang; Zhang, Lijian; Huo, Lianchao; Lei, Lei; Shen, Zhufang; Song, Hongrui; Feng, Zhiqiang; European Journal of Medicinal Chemistry; vol. 76; (2014); p. 182 – 192;,
Bromide – Wikipedia,
bromide – Wiktionary