Category: 571188-59-5

Electric Literature of 571188-59-5, Adding some certain compound to certain chemical reactions, such as: 571188-59-5, name is tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate,molecular formula is C14H22N4O2, 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 571188-59-5.

600 mg of Compound 5 was dissolved in 3 mL of toluene solution. 2 mL of a 1 mol/L solution of LiHMDS in tetrahydrofuran was added at 0 to 10 C and stirred for 1 h. At 0 to 10 C, 292 mg of a toluene solution of Compound 2 was added, and the reaction was slowly returned to room temperature for 5 hours.After the end of the reaction was monitored by HPLC, the reaction was quenched with 6 mL of saturated ammonium chloride. The organic phase was separated and dried over anhydrous sodium sulfate. An off-white solid with a yield of 54%.

According to the analysis of related databases, 571188-59-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Suzhou Pengxu Pharmaceutical Technology Co., Ltd.; Li Pixu; Wang Peng; Wei Qiang; (7 pag.)CN109553621; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 571188-59-5, name is tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 571188-59-5

5)Synthesis of Compound 18: 490mg 4-(6-amino-pyridin-3-yl)piperazine-1-carboxylic acid tert-butyl ester was added to 15ml of anhydroustoluene. The system was cooled to 0 C. 1.05eq LiHMDS was added dropwise. Aftercompletion of the dropwise addition, reaction was continued for 30min at roomtemperature. After the completion of the reaction, the system was cooled to 0 C. A solution of 5ml toluene containing 300mg ofCompound 17 was added dropwise. After the completion of the dropwise addition,the reaction was warmed to room temperature and reacted for 40min. After thecompletion of the reaction, the system was cooled to 0 C, and saturated NH4Clsolution was added to quench the reaction. After liquid separation, the organicphase was concentrated. Ethyl acetate was added and the system was filtered togive 470mg yellow solid as Compound 18.

With the rapid development of chemical substances, we look forward to future research findings about 571188-59-5.

Reference:
Patent; Tetranov Biopharm, LLC; Wu, Yusheng; Niu, Chengshan; Zou, Dapeng; Zhang, Sen; Guo, Ruiyun; Li, Jingya; (24 pag.)CN104447739; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.571188-59-5, name is tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate, molecular formula is C14H22N4O2, molecular weight is 278.35, as common compound, the synthetic route is as follows.Application In Synthesis of tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate

To the three-necked flask added tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate (30.62 g, 110 mmol), 2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide (29.28 g, 100 mmol), sodium tert-butoxide (14.42 g, 150 mmol) and dimethylacetamide (293 mL), stirred evenly, cooled to 0 ~ 5 C vacuum switching nitrogen protection, BrettPhos Pd G3 (418 mg, 0.5 mmol) was added, and after the addition was completed, the temperature was raised to 105 to 110 C for 6 to 8 hours. After end of the reaction was cooled to room temperature, a saturated aqueous ammonium chloride solution (293 mL) was added to quench the reaction. The aqueous phase was extracted 3 times with ethyl acetate (146 mL). The organic phase was washed once with saturated brine (146 mL). dry over sodium sulfate, filter through celite, concentrate and add ethanol and petroleum ether. slurry, filter to separate the solid, drying in vacuo to give the compound tert-butyl 4-(6-((7-cyclopentyl-6-(dimethylaminoformyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazine-1-carboxylate (41.17 g, 77%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,571188-59-5, tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Hangzhou Kechao Biological Technology Co., Ltd.; Yu Wei; Zhang Yiping; (21 pag.)CN108586356; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 571188-59-5, Adding some certain compound to certain chemical reactions, such as: 571188-59-5, name is tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate,molecular formula is C14H22N4O2, 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 571188-59-5.

To a solution of compound (11) (200.00 mg, 660.65 mumol, 1.00 eq) in dioxane (10.00 mL), compound (4) (220.67 mg, 792.79 mumol, 1.20 eq), Pd2(dba)3 (60.50 mg, 66.07 mumol, 0.10 eq) and Xantphos (76.45 mg, 132.13 mumol, 0.20 eq) and cesium carbonate (430.51 mg, 1.32 mmol, 2.00 eq) were added. The solution was heated to 110 C. under the protection of nitrogen gas and stirred for 16 hours. LCMS showed that the reaction was complete. The solution was cooled to 25 C., filtered and concentrated to obtain a crude product. The crude product was purified by preparative TLC (ethyl acetate:petroleum ether=1: 2) to obtain compound (12) (320.00 mg, 587.57 mumol, yield: 88.94%). LCMS (ESI) m/z: 545.3 (M+1).

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. 571188-59-5, tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHIA TAI TIANQING PHARMACEUTICAL GROUP CO., LTD.; Ding, Charles Z.; Chen, Shuhui; Hu, Lihong; Xu, Zhaobing; Liu, Yingchun; Ren, Bingjie; Li, Weidong; Li, Zongbin; Zhao, Rui; Zhang, Xiquan; (21 pag.)US2019/194168; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 571188-59-5, 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 571188-59-5 as follows.

General procedure: To a solution of alcohol (1.1 mmol) in a mixture of solvents EtOAc: DMSO (4 ml: 2 ml), was added T3P (2.5 mmol, 50% solution in ethyl acetate) at 0 C, and the resulting mixture was stirred at room temperature for 1-2 h under nitrogen atmosphere. The reaction was monitored by TLC, amine (1.0 mmol) and thioglycolic acid (1.0 mmol) were added once and stirred further for 1-3 h at room temperature. After completion of the reaction, the mixture was diluted with water (20 ml) and neutralized by adding 10% NaHCO3 solution. The product was extracted with ethyl acetate (10 ml 2) and the combined organic layers were washed with water followed by brine solution. The organic phase was dried over anhydrous Na2SO4. The solvent was removed under reduced pressure to afford a crude product which was purified by column chromatography using hexane: ethyl acetate mixture (8:2) as an eluent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,571188-59-5, its application will become more common.

Reference:
Article; Sharath Kumar, Kothanahally S.; Swaroop, Toreshettahally R.; Harsha, Kachigere B.; Narasimhamurthy, Kereyagalahally H.; Rangappa, Kanchugarakoppal S.; Tetrahedron Letters; vol. 53; 42; (2012); p. 5619 – 5623;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 571188-59-5, tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate, 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, Application In Synthesis of tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate, blongs to pyridine-derivatives compound. Application In Synthesis of tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate

4-(6-Amino-pyridin-3-yl)-piperazine-1 -carboxylic acid fe/t-butyl ester (2.50 g, 8.98 mmol) in DCM (30 mL) and 4M HCI in 1 ,4-dioxane (1 1.2 mL, 44.9 mmol) is stirred for 16 h at rt. The reaction mixture is filtered and washed with ether to give the title compound. (0452) Yield: 2.23 g (99%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,571188-59-5, tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HYDRA BIOSCIENCES, INC.; BOUYSSOU, Thierry; GOTTSCHLING, Dirk; HEINE, Niklas; SMITH KEENAN, Lana Louise; LOWE, Michael D.; RAZAVI, Hossein; SARKO, Christopher Ronald; SURPRENANT, Simon; TAKAHASHI, Hidenori; TURNER, Michael Robert; WU, Xinyuan; (182 pag.)WO2019/81637; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 571188-59-5, name is tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. 571188-59-5

900 mg of Compound 5 was dissolved in 10 mL of toluene solution. Add 4 mL of 1 mol/L LiHMDS at 0~10 CA solution of tetrahydrofuran was stirred for 1 h. Add 450 mg of compound 1 in toluene at 0~10 C and slowly return to room temperature.2.5h. After the end of the HPLC monitoring reaction, the reaction was quenched with 9 mL of saturated ammonium chloride, and the organic phase was separated, using anhydrous sulfuric acid.The sodium was dried, and the filtrate was collected by filtration.86%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,571188-59-5, tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Suzhou Pengxu Pharmaceutical Technology Co., Ltd.; Li Pixu; Wang Peng; Wei Qiang; (7 pag.)CN109553621; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

571188-59-5, 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 571188-59-5 as follows.

To a 500 ml round bottom flask was added 16.8 g of compound 7 (50 mmol).18.4 g of compound 8 (60 mmol) was dissolved in 350 ml of toluene and refluxed. After the reaction was completed,The solvent was evaporated under reduced pressure and the residue was dissolved in methanol (300 ml).Adding dilute hydrochloric acid to room temperature reaction,After the reaction is completed, it is alkalized to pH>10 with dilute aqueous ammonia, extracted with ethyl acetate, and washed with saturated brine.Dried over anhydrous sodium sulfate and concentrated to give a white solid compound.The target product after recrystallization (1) 14 g, 65%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,571188-59-5, its application will become more common.

Reference:
Patent; Southwest University for Nationalities; Song Lei; (9 pag.)CN108623599; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

571188-59-5, Adding a certain compound to certain chemical reactions, such as: 571188-59-5, tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate, 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, 571188-59-5, blongs to pyridine-derivatives compound.

In a 250 ml round bottom flask,Was added 2-chloro-7-cyclopentyl–N, N- dimethyl–7H- pyrrolo [2,3-d] pyrimidine-6-carboxamide and 14.6g (50mmol),Tert-Butyl 4- (6-aminopyridin-3-yl) piperazine-1-carboxylate15.3 g (55 mmol),0.67 g (3 mmol) of Pd (OAc) 2,BINAP 1.2 g (2 mmol),Cs2CO3 65.1g (200mmol) and 130ml 1,4-dioxane, warmed to 90 C, the reaction was stirred for 8 hours,The reaction was monitored, concentrated under reduced pressure and flash column chromatographyA solution of 4- (6- (7- (dimethylcarbamoyl) -7H-pyrrolo [2,3-d] pyrimidin- 2-ylaminopyridin-3-yl) – carboxylic acid tert-butyl ester.The above obtained solution of 4- (6- (7- (dimethylcarbamoyl) -7H-pyrrolo [2,3-d] pyrimidin- 2-ylaminopyridin-3-yl) – carboxylic acid tert-butyl esterDissolved in 100ml of toluene,Add 30ml 6mol / L hydrochloric acid, and stirred at room temperature for 2 hoursThe reaction was monitored completely, adjusted to pH 8 with sodium hydroxide, extracted with methylene chloride, washed with brine and driedThe organic phase was dried over sodium sulfate, concentrated under reduced pressure,N-hexane to obtain Ribociclib 18.2g, the yield was 83.7%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,571188-59-5, its application will become more common.

Reference:
Patent; Tsingtao Chenda Biological Technology Co., Ltd.; Chen Linghao; (8 pag.)CN106928236; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 571188-59-5, name is tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate, molecular formula is C14H22N4O2, The 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. 571188-59-5

Toluene (432.0 mL) and 4-(6-amino-pyridine-3-yl)-piperazine-l -carboxylic acid tert-butyl ester (34.3g, 0.123 moles) were charged into 2L 4N RB flask under nitrogen atmosphere at 30¡À5C and stirred for 5-10 min to get brown colored suspension. Reaction mass was cooled to 0¡À5C. Lithium hexamethyldisilazane 1M solution in THF (259.0 mL, 0.258 moles) was added dropwise to the reaction mass through addition funnel by maintaining the reaction mass temperature at 0 ¡À5C. And stirred the reaction mass for 10-15 min at 0 ¡À 5Cto get clear brown colored solution. Add the solution of 2-chloro-7-cyclopentyl-N,N-dimethyl-pyrrolo[2,3-d]pyrimidine- 6-carboxamide (36.0g, 0.123 moles) in 324.0 mL of toluene dropwise to the reaction mass through addition funnel at 0 ¡À5C. Reaction mass temperature was raised to 25- 35C and stirred for lh for reaction completion. (0107) After completion of reaction (by TLC), solvent was distilled off on rotavapor under vacuum at 55-60C to get the brown colored solid. DM water (360.0 mL) and aq. sodium bicarbonate solution (36.0g of sodium bicarbonate was dissolved in 720.0 mL of DM water) were added to the above solid and stirred for 10-15 min. Then methylene chloride (720 mL) was charged to the above solution and stirred for 5-l0min. Layers were separated. Organic layer washed with DM water (720 mL) and layers Separated. Solvent was distilled off from organic layer completely under vacuum at 45-50C on rotavapor to obtain brown colored solid. The solid was leached with methanol (180 mL) at 30 ¡À 5C to afford title compound as pale brown colour solid. Weight of the product: 57.0g (86.6% by theory). Purity by HPLC > 98.0%. (0108) H1 NMR (DMSO-d6): d 9.412 (S, 1 H), 8.167-8.190 (d, 2 H), 8.02-8.03 (d, 1 H), 7.449-7.479 (dd, 1 H), 6.603 (S, 1 H), 4.690-4.778 (m, 1 H), 3.472-3.484 (d, 4 H), 3.062-3.073 (d, 10H), 2.413-2.465 (m, 12 H), 1.92-1.991 (m, 4 H), 1.427-1.65 (m, 10H); Mass m/z (M+l): 535.25

The chemical industry reduces the impact on the environment during synthesis 571188-59-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NATCO PHARMA LIMITED; ARUNKUMAR, Thiriveedhi; SWAPNA, Kondaveeti; SATHISH, Thumati; NARESH, Ghanta; JANAKI RAMA RAO, Ravi; DURGA PRASAD, Konakanchi; PULLA REDDY, Muddasani; VENKAIAH CHOWDARY, Nannapaneni; (36 pag.)WO2019/142206; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem