Sep 2021 News Some tips on 1-Boc-3-Carbamoylpiperazine

112257-24-6 1-Boc-3-Carbamoylpiperazine 11042527, apiperazines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.112257-24-6,1-Boc-3-Carbamoylpiperazine,as a common compound, the synthetic route is as follows.,112257-24-6

A mixture of (S) -5- (1- ( (tert-butoxycarbonyl)amino) ethyl) -2- (3- (cyclopropylmethoxy) -4- (difluoromethoxy) phenyl)oxazole-4-carboxylic acid (300 mg, 0.64 mmol) , tert-butyl3-carbamoylpiperazine-1-carboxylate (153 mg, 0.64 mmol) , EDCI (250 mg, 1.3mmol) and HOAT (174 mg, 1.3 mmol) in DCM (25 mL) was stirred at 0 , and DIPEA(0.33 mL, 1.93 mmol) was added dropwise. After the addition, the mixture wasstirred at rt for 5 h and washed with water (10 mL × 3) . The organic layer wasdried over anhydrous Na2SO4 and concentrated. The residuewas purified by silica gel chromatography eluted with Petroleum ether/EtOAc(v/v) 2/3 to give the title compound as a white solid (220 mg, 50) . 1H NMR (400 MHz, CDCl3): delta ppm 7.52-7.61 (m, 2H) , 7.26 (d, J 8.3 Hz, 1H) , 6.72 (t, JF-H 75.0 Hz, 1H) , 5.42-5.49 (m, 1H) , 5.15-5.23 (m, 1H) , 4.01 (d, J 6.9 Hz,2H) , 3.71-3.79 (m, 1H) , 3.17-3.24 (m, 2H) , 1.59-1.64 (m, 3H) , 1.51 (s, 9H), 1.42 (m, 9H) , 1.30-1.35 (m, 1H) , 0.69-0.73 (m, 2H) , 0.42-0.45 (m, 2H) and MS-ESI: m/z 680.30 [M+H] +.

112257-24-6 1-Boc-3-Carbamoylpiperazine 11042527, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; LIU, Bing; YU, Tianzhu; ZHANG, Xiangyu; ZHANG, Shiguo; ZHANG, Jiancun; CHENG, Changchung; (426 pag.)WO2016/34134; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Sep 2021 News Some tips on 1-Boc-3-Carbamoylpiperazine

112257-24-6 1-Boc-3-Carbamoylpiperazine 11042527, apiperazines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.112257-24-6,1-Boc-3-Carbamoylpiperazine,as a common compound, the synthetic route is as follows.,112257-24-6

A mixture of (S) -5- (1- ( (tert-butoxycarbonyl)amino) ethyl) -2- (3- (cyclopropylmethoxy) -4- (difluoromethoxy) phenyl)oxazole-4-carboxylic acid (300 mg, 0.64 mmol) , tert-butyl3-carbamoylpiperazine-1-carboxylate (153 mg, 0.64 mmol) , EDCI (250 mg, 1.3mmol) and HOAT (174 mg, 1.3 mmol) in DCM (25 mL) was stirred at 0 , and DIPEA(0.33 mL, 1.93 mmol) was added dropwise. After the addition, the mixture wasstirred at rt for 5 h and washed with water (10 mL × 3) . The organic layer wasdried over anhydrous Na2SO4 and concentrated. The residuewas purified by silica gel chromatography eluted with Petroleum ether/EtOAc(v/v) 2/3 to give the title compound as a white solid (220 mg, 50) . 1H NMR (400 MHz, CDCl3): delta ppm 7.52-7.61 (m, 2H) , 7.26 (d, J 8.3 Hz, 1H) , 6.72 (t, JF-H 75.0 Hz, 1H) , 5.42-5.49 (m, 1H) , 5.15-5.23 (m, 1H) , 4.01 (d, J 6.9 Hz,2H) , 3.71-3.79 (m, 1H) , 3.17-3.24 (m, 2H) , 1.59-1.64 (m, 3H) , 1.51 (s, 9H), 1.42 (m, 9H) , 1.30-1.35 (m, 1H) , 0.69-0.73 (m, 2H) , 0.42-0.45 (m, 2H) and MS-ESI: m/z 680.30 [M+H] +.

112257-24-6 1-Boc-3-Carbamoylpiperazine 11042527, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; LIU, Bing; YU, Tianzhu; ZHANG, Xiangyu; ZHANG, Shiguo; ZHANG, Jiancun; CHENG, Changchung; (426 pag.)WO2016/34134; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about 1-Boc-3-Carbamoylpiperazine

112257-24-6, As the paragraph descriping shows that 112257-24-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.112257-24-6,1-Boc-3-Carbamoylpiperazine,as a common compound, the synthetic route is as follows.

tert-Butyl 4-(1-benzhydrylazetidin-3-yl)-3-carbamoylpiperazine-1-carboxylate A mixture of 1-benzhydrylazetidin-3-yl methanesulfonate (2.69 g, 8.5 mmol), K2CO3 (1.76 g, 12.8 mmol), tert-butyl 3-carbamoylpiperazine-1-carboxylate (1.95 g, 8.5 mmol) in CH3CN (40 mL) was stirred at reflux for 16 h. The mixture was partitioned between ethyl acetate and water. The organic layer was washed with water and brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (dichloromethane/methanol=50:1) to afford the desired product. (2.08 g, 54% yield).

112257-24-6, As the paragraph descriping shows that 112257-24-6 is playing an increasingly important role.

Reference:
Patent; Ren, Pingda; Liu, Yi; Li, Liansheng; Feng, Jun; Wu, Tao; US2014/288045; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 112257-24-6

As the paragraph descriping shows that 112257-24-6 is playing an increasingly important role.

112257-24-6, 1-Boc-3-Carbamoylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The compound (S) -5- (1 – ((tert-butoxycarbonyl) amino) ethyl) -2- (3- (cyclopropylmethoxy) -4-(difluoromethoxy) phenyl ) -oxazole-4-carboxylic Acid (300mg, 0.64mmol), the compound 3-carbamoylpiperazine-1-carboxylate (153mg, 0.64mmol), 1- ethyl-3- (3-dimethylaminopropyl Aminopropyl)carbodiimide hydrochloride (250mg, 1.3mmol) and N- hydroxy-7-aza-benzotriazole (174mg, 1.3mmol) wasdissolved in methylene Methane (25mL), and the conditions under 0 C, to this solution was added dropwiseN, N- diisopropylethylamine (0.33mL, 1.93mmol), stirred at room temperature 5 H, add water (10mL ¡Á 3),dried over anhydrous Na 2 SO 4 organic phase was dried, the solvent was removed concentrate was subjected tocolumn chromatography (eluent: Petroleumether / EtOAc (v / v) = 2/3), to give 220mg white solid, yield: 50%., 112257-24-6

As the paragraph descriping shows that 112257-24-6 is playing an increasingly important role.

Reference£º
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd; Zhang, Ying jun; Liu, Bing; Yu, Tian Zhu; Zhang, Xiang Yu; (348 pag.)CN105399698; (2016); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 1-Boc-3-Carbamoylpiperazine

The synthetic route of 112257-24-6 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.112257-24-6,1-Boc-3-Carbamoylpiperazine,as a common compound, the synthetic route is as follows.,112257-24-6

A mixture of (S) -2- (3- (benzyloxy) -4- (difluoromethoxy) phenyl) -5- (1- ( (tert-butoxy carbonyl) amino) ethyl) oxazole-4-carboxylic acid (300 mg, 0.595 mmol) , EDCI (170 mg, 0.892 mmol) and HOAT (125 mg, 0.892 mmol) in DCM (20 mL) was stirred at rt for 30 min, and tert-butyl 3-carbamoylpiperazine-1-carboxylate (164 mg, 0.714 mmol) was added, and then DIPEA (0.31 mL, 1.78 mmol) was added dropwise at 0 . After the addition, the mixture was stirred at rt for 10 h and washed with water (25 mL ¡Á 3) . The organic layer was dried over anhydrous Na2SO4 and concentrated. The residue was purified by silica gel chromatography eluted with Petroleum ether/EtOAc (v/v) 1/1 to give the title compound as a white solid (330 mg, 77) .MS-ESI: m/z 716.30 [M+H] +.

The synthetic route of 112257-24-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; LIU, Bing; YU, Tianzhu; ZHANG, Xiangyu; ZHANG, Shiguo; ZHANG, Jiancun; CHENG, Changchung; (426 pag.)WO2016/34134; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 112257-24-6

112257-24-6, 112257-24-6 1-Boc-3-Carbamoylpiperazine 11042527, apiperazines compound, is more and more widely used in various fields.

112257-24-6, 1-Boc-3-Carbamoylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

tert-Butyl 4-acryloyl-3-carbamoylpiperazine-1-carboxylate To a solution of tert-butyl 3-carbamoylpiperazine-1-carboxylate (300 mg, 1.31 mmol) and Et3N (396 mg, 3.93 mmol) in DCM (5 mL) at 0 C., acryloyl chloride (130 mg, 1.44 mmol) in DCM (1 mL) was added and the resulting mixture was stirred at room temperature for 1.5 h. The mixture was partitioned between DCM and saturated NaHCO3 aqueous solution. The organic layer was washed with saturated NaHCO3 and brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (DCM/MeOH=30:1) to afford the desired product (200 mg, 53.9% yield) as an off-white solid.

112257-24-6, 112257-24-6 1-Boc-3-Carbamoylpiperazine 11042527, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Ren, Pingda; Liu, Yi; Li, Liansheng; Feng, Jun; Wu, Tao; US2014/288045; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 112257-24-6

The synthetic route of 112257-24-6 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.112257-24-6,1-Boc-3-Carbamoylpiperazine,as a common compound, the synthetic route is as follows.

Step 1 4-(t-butoxycarbonyl)-1-methylpiperazine-2-carboxamide A solution of 6.00 g of 4-(t-butoxycarbonyl)piperazine-2-carboxamide and 3.28 g of a 37% aqueous formaldehyde solution in 60 ml of methanol was ice-cooled, and 16.66 g of sodium triacetoxyborohydride was added, followed by stirring at room temperature for 24 hours after removing an ice bath. The reaction solution was again ice-cooled, 3.28 g of a 37% aqueous formaldehyde solution and 16.66 g of sodium triacetoxyborohydride were added thereto. After stirring at room temperature for 16 hours, the reaction solution was diluted with ice water, alkalified with an aqueous saturated sodium hydrogen carbonate solution, followed by extraction with ethyl acetate three times. The organic layers were combined and dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography to obtain 5.42 g of the objective compound as colorless crystals. Melting point: 137-138C, 112257-24-6

The synthetic route of 112257-24-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Nippon Shinyaku Co., Ltd.; EP1702917; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 112257-24-6

The synthetic route of 112257-24-6 has been constantly updated, and we look forward to future research findings.

112257-24-6, 1-Boc-3-Carbamoylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 1 -benzhydrylazetidin-3 -yl methanesulfonate (2.69 g, 8.5mmol), K2C03 (1.76 g, 12.8 mmol), tert-butyl 3-carbamoylpiperazine-1-carboxylate (1.95 g, 8.5 mmol) in CH3CN (40 mL)was stirred atreflux for 16 h. The mixture was partitioned between ethyl acetate and water. The organic layer was washed with water and brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (dichloromethane/methanol = 50:1) to afford the desired product. (2.08 g, 54% yield).

The synthetic route of 112257-24-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ARAXES PHARMA LLC; JANES, Matthew, Robert; PATRICELLI, Matthew, Peter; LI, Liansheng; REN, Pingda; LIU, Yi; (397 pag.)WO2016/44772; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics