Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.122833-04-9,2-Methoxy-4-(4-methylpiperazin-1-yl)aniline,as a common compound, the synthetic route is as follows.

To a solution of compound 8 (1.33 g, 4.66 mmol) and compound11 (1.03 g, 4.66 mmol) in anhydrous 1-butanol (20 mL), trifluoroacetic acid (0.36 mL, 4.66 mmol) was added. The reaction mixturewas heated to 100 C and stirred for 18 h. Subsequently, it wascooled to room temperature and saturated aqueous sodium bicarbonatesolution was added drop wise until basic pH was obtained.The volatiles were removed in vacuo and the obtained thick slurrywas dissolved in DCM (50 mL). The organic layer was washed withwater (20 mL), brine (20 mL), dried over anhydrous sodium sulfate,filtered and concentrated in vacuo. The crude was purified by flashsilica gel chromatography using DCM/MeOH (96:4, v/v) as eluentto afford 1.42 g of the desired product 12 (3.02 mmol, 65%) as white solid., 122833-04-9

122833-04-9 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline 20136253, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Basu, Debjit; Richters, Andre; Rauh, Daniel; Bioorganic and Medicinal Chemistry; vol. 23; 12; (2015); p. 2767 – 2780;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.259808-67-8,1-Boc-3,3-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

[Referential Example 281] 4-(tert-Butoxycarbonyl)-1-[(6-chloronaphthalen-2-yl)sulfonyl]-2,2-dimethylpiperazine To a solution of 1-(tert-butoxycarbonyl)-3,3-dimethylpiperazine (125 mg) in methylene chloride (3.0 ml) were added triethylamine (90 ml) and 6-chloronaphthalene-2-sulfonyl chloride (167 mg). The resulting mixture was stirred at room temperature for 84 hours. The reaction mixture was diluted with methylene chloride and added with a saturated aqueous solution of sodium chloride to form two layers. The organic layer obtained by separation was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crudely purified product was purified by chromatography on a silica gel column (hexane: ethyl acetate = 8:1), whereby the title compound (155 mg) was obtained as a colorless solid. 1H-NMR (CDCl3) delta: 1.31(6H,s), 1.44(9H,s), 3.22(2H,br s), 3.49-3.62(2H,br), 3.57-3.62(2H,br), 7.56(1H,dd,J=8.8,2.0Hz), 7.79(1H,d,J=8.8Hz), 7.86(1H,s), 7.87-7.92(3H,m), 8.36(1H,s).

259808-67-8, 259808-67-8 1-Boc-3,3-Dimethylpiperazine 22710387, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1104754; (2001); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

393781-71-0, 1-Boc-2-Ethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 16A tert-butyl (2R)-2-ethyl-4-[(6-{[5-(trifluoromethyl)pyridin-2-yl]oxy}quinolin-2-yl)carbonyl]piperazine-1-carboxylate. The product from Example 1D (200 mg, 0.59 mmol) was subjected to the conditions described in Example 11, substituting (R)-tert-butyl 2-ethylpiperazine-1-carboxylate for 4-(piperidin-4-yl)morpholine to give the titled compound (238 mg, 67.5%)., 393781-71-0

The synthetic route of 393781-71-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; AbbVie Inc.; Bogdan, Andrew; Cowart, Marlon D.; DeGoey, David A.; Jinkerson, Tammie K.; Koenig, John R.; Kort, Michael E.; Liu, Bo; Matulenko, Mark A.; Nelson, Derek W.; Patel, Meena V.; Peltier, Hillary; Scanio, Marc J.; Wakefield, Brian D.; US2015/218102; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

1214196-85-6, 1-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a precooled (0 C) solution of 1-Boc-piperazine-2-carboxylic acid (500. mg, 2.17 mmol) in 1,4-dioxane (11 mL) under N2 atmosphere was added 1 M aq. NaOH until pH 11 achieved. To the resulting mixture was then added dropwise benzyl chloroformate (0.31 mL, 2.17 mmol) followed by additional 1 M aq. NaOH to maintain pH 11. The resulting mixture was allowed to warm to room temperature and stirred for 3 h, then cooled to 0 C before addition of benzyl chloroformate (0.31 mL, 2.17 mmol) and 1 M aq. NaOH to maintain pH 11. The resulting mixture was allowed to warm to room temperature and stirred for 28 h, then cooled to 0 C and acidified slowly with 1 M aq. HCl to pH 2. The aqueous layer was diluted with EtOAc and the layers were separated then the aqueous phase was extracted with EtOAc (3x). The combined organic layers were washed with brine, dried over Na2SO4, and concentrated in vacuo to afford the product, which was carried forward.

1214196-85-6, 1214196-85-6 1-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid 22507584, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA; VAL-CHUM, LIMITED PARTNERSHIP; GRENIER, Melissa Carey; SMITH, Amos B., III; FINZI, Andres; DING, Shilei; CHAPLEAU, Jean-Philippe; (240 pag.)WO2020/28482; (2020); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.169448-87-7,(R)-tert-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

(E)-3-[4-(2-Ethyl-5,7-dimethyl-pyrazolo[1,5-a]pyrimidin-3-ylmethyl)-phenyl]-propenal (7) (100 mg, 0.313 mmol), (R)-tert-butyl 2-(hydroxymethyl)piperazine-1-carboxylate (67.7 mg, 0.313 mmol), NaBH(OAc)3 (103 mg, 0.485 mmol) and DIPEA (0.063 ml, 0.363 mmol) were dissolved in 2 ml of dichlorethane and stirred for 4 h at rt. Then the mixture was diluted with EtOAc, washed with NaCl-solution and dried over Na2 SO4. Evaporation gave a yellow oil. The crude product was purified by chromatography (silica gel, ethyl acetate/methanol) to yield a white foam.

169448-87-7, As the paragraph descriping shows that 169448-87-7 is playing an increasingly important role.

Reference：
Patent; NOVARTIS AG; MILTZ, Wolfgang; OBERHAUSER, Berndt; VAUPEL, Andrea; VELCICKY, Juraj; WEIGAND, Klaus; LELETI, Rajender Reddy; LIU, Yugang; DU, Zhengming; US2012/252778; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.78818-15-2,Benzyl 3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.,78818-15-2

Step A 1-Carbobenzoxy-4-(2-hydroxyethyl)piperazine-3-one To a solution of 1-carbobenzoxypiperazin-3-one (234 mg, 1.0 mmol) in dimethylformamide (10 ml) under nitrogen was added in one portion, 50% sodium hydride (48 mg, 1 mmol). After stirring at 20-25 for 30 minutes until all of the sodium hydride had reacted, a solution of 2-(2-bromoethoxy)-tetrahydropyran (209 mg, 1 mmol) in dimethylformamide (2 ml) was added and the reaction mixture stirred at 20-25 for 20 hours. Solvent was removed at 40-45 and 0.1 mm and the residue chromatographed over silica gel. Elution with 2% isopropanol -98% methylene chloride gave the pure protected alcohol as an oil. The tetrahydropyranyl blocking group was removed by heating a solution of the protected alcohol (200 mg, 0.55 mmol) in a mixture of acetic acid (8 ml), tetrahydrofuran (4 ml) and water (2 ml) at 50 for 4 hours. After removing solvents under reduced pressure, the residue was partitioned between saturated sodium bicarbonate solution and ethyl acetate. The ethyl acetate extract was dried over anhydrous sodium sulfate, filtered and concentrated. Chromatography of the residue over silica gel and elution with 5% methanol-95% chloroform gave pure 1-carbobenzoxy-4-(2-hydroxyethyl)piperazine-3-one.

As the paragraph descriping shows that 78818-15-2 is playing an increasingly important role.

Reference：
Patent; Merck & Co., Inc.; US4619927; (1986); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.163765-44-4,(R)-1-Boc-3-Methylpiperazine,as a common compound, the synthetic route is as follows.

Preparation 11 (R)-4-(5-Carboxy-pyridin-2-yl)-3-methyl-piperazine-1-carboxylic acid tert-butyl ester A mixture of 6-fluoronicotinic acid (150 g, 1.063 mol) and (R)-3-methyl-piperazine-1-carboxylic acid tert-butyl ester (234.2 g, 1.169 mol) in tetrahydrofuran (1.75 L) was cooled to -40 C. and then 2 M isopropylmagnesium chloride in tetrahydrofuran (1.196 L, 2.39 mol) was added slowly maintaining the temperature less than -20 C. The reaction mixture was slowly warmed to RT, stirred at RT for 4 h and then 1N HCl (1.75 L) and water (1.175 L) were added. The reaction mixture was extracted with ethyl acetate (4 L). The organic phase was evaporated to provide crude solid (534 g). To the crude solid was added acetone (2 L) and water (200 mL). The resulting reaction mixture was heated to 50 C. and then water (2.8 L) was added slowly. Seed crystals from a previous run at smaller scale were added after ?1 L of water. The reaction mixture was cooled to 20 C. over 3 h, stirred at 20 C. overnight and filtered. The solid was washed with 2:3 acetone:water (2*500 mL) and dried under vacuum to provide the title compound (329 g, 96% yield) as an off-white solid. HPLC Method A: Retention time 9.73 min., 163765-44-4

The synthetic route of 163765-44-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; LONG, Daniel D.; MCKINNELL, Robert Murray; JIANG, Lan; LOO, Mandy; LEPACK, Kassandra; VAN ORDEN, Lori Jean; OGAWA, Gavin; HUANG, Xiaojun; ZHANG, Weijiang; US2013/115194; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.70261-82-4,4-(4-Methylpiperazin-1-ylmethyl)phenylamine,as a common compound, the synthetic route is as follows.

To a degassed solution of N-(4-(2-chloro-4-(2-methoxyethoxy)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl)-2,5-difluorobenzene sulfonamide (140 mg, 0.224 mmol in l,4-dioxane) was added 4-((4-methylpiperazin-l- yl)methyl)aniline (51 mg, 0.246 mmol), palladium(II) acetate (1 mg, 0.004 mmol), SPhos (3 mg, 0.008 mmol) and cesium carbonate (146 mg, 0.448 mmol). The mixture was heated under microwave irradiation at 150W for 20 min. The organic solvent was removed under vacuum and the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, and filtered. The filtrate was evaporated under reduced pressure. The product was purified by silica gel column chromatography using dichloro methane and methanol gradient eluents to give 2,5-difluoro- N-(4-(4-(2-methoxyethoxy)-2-((4-((4-methylpiperazin-l-yl)methyl)phenyl)amino)-7-((2- (trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl)benzenesulfonamide in 41% yield as a pale yellow solid. NMR (500 MHz, CDCh): d 7.63 (d, J = 8.5 Hz, 2H), 7.61 (d, J = 8.3 Hz, 2H), 7.53-7.57 (m, 1H), 7.25 (d, J = 8.3 Hz, 2H), 7.14-7.21 (m, 2H), 7.11 (d, J = 8.5 Hz, 2H), 6.96 (s, 2H), 5.51 (s, 2H), 4.55 (t, J = 4.6 Hz, 2H), 3.69 (t, J = 4.6 Hz, 2H), 3.56 (t, J = 8.3 Hz, 2H), 3.47 (s, 2H), 3.37(s, 3H), 2.48 (br, 8H), 2.29 (s, 3H), 0.92 (t, J = 8.3 Hz, 2H), -0.09 (s, 9H); Mass (ESI) m/z 794.58, 397.79 [M+H+], 70261-82-4

The synthetic route of 70261-82-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; DEVELOPMENT CENTER FOR BIOTECHNOLOGY; DCB-USA LLC; YEN, Shih-Chieh; LIAO, Chu-Bin; WANG, Hui-Chen; CHEN, Po-Ting; PAN, Yu-Chih; LI, Tsung-Hui; CHEN, Bo-Rong; CHIOU, Shian-Yi; (64 pag.)WO2019/133629; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55121-99-8,(4-Aminophenyl)(4-methylpiperazin-1-yl)methanone,as a common compound, the synthetic route is as follows.

55121-99-8, Step 2.2: {4-[7-(3,5-Difluoro-4-morpholin-4-ylmethyl-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino]-phenyl}-(4-methyl-piperazin-1-yl)-methanone (2) In a sealed tube, 2-chloro-7-(3,5-difluoro-4-morpholin-4-ylmethyl-phenyl)-7H-pyrrolo[2,3-d]pyrimidine (50.0 mg, 0.130 mmol), (4-Amino-phenyl)-(4-methyl-piperazin-1-yl)-methanone (42.1 mg, 0.182 mmol), KOtBu (21.1 mg, 0.182 mmol) and SK-CC02-A (12.5 mg, 0.020 mmol, Pd catalyst 2-(Dimethylaminomethyl)-ferrocen-1-yl-palladium(II)-chlorid Dinorbornylphosphin Complex, Fluka No. 44696) are suspended in THF (2 ml) under Ar. The reaction mixture is stirred at 80 C. for 1.5 h, cooled to rt, and then filtered through a Celite plug. The filtrate is concentrated under reduce pressure. The residue is purified by reverse phase prep-HPLC (Waters) to afford the title compound (2) as a white solid. HPLC: tR=0.89 min (Method A); MS-ES: (M+H)+=548.

As the paragraph descriping shows that 55121-99-8 is playing an increasingly important role.

Reference：
Patent; NOVARTIS AG; US2009/203688; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31166-44-6,1-Cbz-Piperazine,as a common compound, the synthetic route is as follows.

General procedure: To a mixture of piperazine derivative (1.1 equiv) and benzimidazole-carboxylic acid derivative (1 equiv) in DMF (1 mL), (benzotriazol-1 -yloxy)tris(dimethylamino)phosphoniumhexafluorophosphate (BOP) (0.24 g, 0.55 mmol, 1 .3 equiv) and diisopropylethylamine(0.22 mL, 1.26 mmol, 3 equiv) were added. The reaction mixture was stirred at roomtemperature for 1 6h then NaCisat was added. The aqueous phase was extracted with ethylacetate (3x), then the combined organic phases were washed with 5percent NaHCO3 andNaCIsat, dried over MgSO4 and concentrated. The crude product was purified by columnchromatography (PE/EtOAc or CH2CI2/MeOH) to obtain the desired product, 31166-44-6

As the paragraph descriping shows that 31166-44-6 is playing an increasingly important role.

Reference：
Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITE D’ORLEANS; AGROFOGLIO, Luigi; ROY, Vincent; PLEBANEK, Elzbieta; BESSIERES, Maxime; (105 pag.)WO2018/50771; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics