Category: 20327-23-5

20327-23-5, 1-Cyclopropylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

11311] 1-Cyclopropylpiperazine (268, 1.76 g, 14.0 mmol) was dissolved in 15 mE DMF. To it were added 1 -fluoro-4- nitrobenzene (1.00 g, 7.0 mmol) and DIEA (1.24 mE, 7.0 mmol). The mixture was stirred at 90 C. for overnight, cooled to RT, diluted with EtOAc, washed with water x2, dried, concentrated in vacuo, subjected to silica flash colunm using 0 to 40% EtOAc in DCM to isolate 1-cyclopropyl-4- (4-nitrophenyl)piperazine (269). It was dissolved in 2:1 EtOAc/MeOR (80 mE/40 mE), and to it were added 40 IL 6N HC1 and 10% Pd/C (0.5 g). The mixture was stirred at RT for overnight under a hydrogen balloon. It was filtered through celite, concentrated in vacuo to dryness to afford 4-(4-cyclo- propylpiperazin-1 -yl)aniline hydrochloride (270, 1.30 g, 73% overall) as an off-white solid., 20327-23-5

The synthetic route of 20327-23-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JIA, Zhaozhong J.; CHEN, Wei; THOMAS, William D.; US2015/158865; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

20327-23-5, 1-Cyclopropylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

20327-23-5, General procedure: A solution of 4-fluorobenzaldehyde (0.017 mol, 1.82 mL) and an appropriate secondary aminein DMF (10 mL) was refluxed (0.017 mol) in the presence of potassium carbonate (K2CO3, 0.017 mol,2.35 g). After completion of reaction, the mixture was cooled with ice-water (10 mL) and extractedwith ethyl acetate (3 20 mL). The ethyl acetate phases were combined, and the remaining productwas collected after evaporation of the solvent. The following compounds were prepared in this way:4-(4-methylpiperazin-1-yl)benzaldehyde (1a), CAS No:27913-99-1, Yield 82%, m.p. = 55-57 C (measured),m.p. = 58-60 C (reported) [60]; 4-(4-ethylpiperazin-1-yl)benzaldehyde (1b), CAS No:197638-76-9,Yield 79%, obtained as an oil; 4-(4-isopropylpiperazin-1-yl)benzaldehyde (1c), CAS No:197638-78-1,Yield 84%, obtained as an oil and 4-(4-cylopropylpiperazin-1-yl)benzaldehyde (1d), CAS No:1292778-23-4,Yield 78%, obtained as an oil.

As the paragraph descriping shows that 20327-23-5 is playing an increasingly important role.

Reference£º
Article; Tokgoez, Gamze; Oezkay, Uemide Demir; Osmaniye, Derya; Yuecel, Nazl? Turan; Can, Oezguer Devrim; Kaplanc?kl?, Zafer As?m; Molecules; vol. 23; 11; (2018);,
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.20327-23-5,1-Cyclopropylpiperazine,as a common compound, the synthetic route is as follows.

Ethyl 4-fluorobenzoate (0.153 mL, 1.04 mmol) and 1-cyclopropylpiperazine (0.2637 g, 2.09 mmol) were taken up in DMA (2 mL) and sealed into a microwave tube. The reaction was heated to 150 C. for 90 mins in the microwave reactor and cooled to room temperature. The reaction mixture was evaporated to afford a brown gum, which solidified on standing. The crude product was purified by silica column chromatography, eluting with 10% MeOH(containing 0.1% aqueous ammonia) in DCM. Pure fractions were evaporated to dryness to afford the impure product as a yellow solid. The impure product was purified again by silica column chromatography, eluting with a gradient of 0-2.5% MeOH in DCM. Pure fractions were evaporated to dryness to afford ethyl 4-(4-cyclopropylpiperazin-1-yl)benzoate (0.096 g, 33.6%) as a beige solid. 1H NMR (399.9 MHz, CDCl3) delta 0.45-0.52 (5H, m), 1.36 (3H, t), 2.75 (4H, t), 3.29 (4H, t), 4.32 (2H, q), 6.84-6.88 (2H, m), 7.90-7.93 (2H, m) m/z (ES+) (M+H)+=275, 20327-23-5

20327-23-5 1-Cyclopropylpiperazine 4742004, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; ASTRAZENECA AB; US2008/153812; (2008); 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.20327-23-5,1-Cyclopropylpiperazine,as a common compound, the synthetic route is as follows.

22.8) 5-Chloro-thiophene-2-carboxylic acid [(S)-3-(4-cyclopropyl-piperazin-1-yl)-2-(2- methyl-3-pyridin-3-yl-benzenesulfonylamino)-3-oxo-propyl]-amide dihydrochloride: Intermediate 78 (202 mg, 0.42 mmol) was dissolved in 10 ml DCM and N-cyclopropyl piperazine (105 mg, 0.84 mmol) was added followed by DIPEA (0.29 ml, 1.68 mmol) and TBTU (202 mg, 0.63 mmol). After stirring for 1 h at RT the solution was evaporated to dryness and purified by silica gel chromatography (Elution with DCM/methanol from 0 to 10% of methanol). The solid obtained after evaporation of the solvents was dissolved in DCM, HCI 2M in Et2O (5 ml) was added and the solvents were evaporated. Yield: 163 mg, 59 %. MS (ES+): m/e = 588.

20327-23-5, The synthetic route of 20327-23-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SANOFI-AVENTIS; WO2009/103440; (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.20327-23-5,1-Cyclopropylpiperazine,as a common compound, the synthetic route is as follows.

40 mg of compound III and 56 mg of cyclopropylpiperazine, 2 drops of glacial acetic acid were added to 5 ml of anhydrous methanol, stirred, heated to 60 C, and reacted for 4 hours.Then, 50 mg of sodium cyanoborohydride (NaBH3CN) was added and reacted at room temperature for 12 hours.TLC monitoring, antiAfter completion, the solvent was evaporated, the reaction was poured into 100 mL of water, and extracted with ethyl acetate (20 mL¡Á3),The phases were washed with 5% NaHCO 3 (20 mL¡Á3), saturated brine (20 mL¡Á3), and dried over anhydrous magnesium sulfate.Filtration, removal of ethyl acetate under reduced pressure, followed by column chromatography V (dichloromethane):V (methanol) = 20:1 gave white solid compound C7 8 mg., 20327-23-5

As the paragraph descriping shows that 20327-23-5 is playing an increasingly important role.

Reference£º
Patent; Southern Medical University; Chen Jianjun; Cheng Binbin; (23 pag.)CN109503546; (2019); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

20327-23-5, 1-Cyclopropylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 6(4-Cvclopropyl-piperazin-1 -yl)-(4-morpholin-4-ylmethyl-phenyl)- methanone bis-hvdrochloride saltStep A: PreparationA 100-L glass-lined reactor was charged with toluene (45.00 kg) and stirred at ~20-25C. To the stirring toluene was added 4-(4- morpholinylmethyl)benzoic acid hydrochloride (6.50 kg, 93.5%, 24.04 mol), 1- hydroxybenzothazole monohydrate (2.32 kg, 15.13 mol), 1 – cyclopropylpiperazine (3.50 kg, 27.07 mol) and acetonitrile (9.00 kg). The resulting off-white slurry was stirred under N2 at ~20-25C for 40 minutes. N- (3-Dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (3.50 kg, 27.07 mol) was added, followed by an acetonitrile (1 .20 kg) rinse. After the addition, the reaction mixture was stirred at ~20-25C overnight. Water (32.50 kg) and aqueous saturated sodium carbonate (19.50 L) were then added to the stirring suspension. The suspension was stirred for an additional 30 minutes. The resulting biphasic solution was allowed to settle. The aqueous phase was discarded and the organic phase was washed with a 50% brine solution [water (19.50 L) / brine (19.50 L)]. To the stirred organic phase was then added anhydrous sodium sulfate (2.86 kg) and the resulting mixture was stirred at ~20-25C for 1.5 hours. The solid sodium sulfate was filtered off and the filter cake was washed with acetonitrile (15.30 kg). The filtrate was transferred to a clean 100-L glass-lined reactor and stirred at ~20-25C. Water (0.47 kg) and 5/6N HCI in 2-propanol were added to precipitate the title compound as the corresponding bis-hydrochloride salt as a solid. The solid was filtered, washed with acetonitrile (10.2 kg) and dried (60 Torr, ~40-45C) to a constant weight to yield the title compound as a white solid.Step B: PurificationIn a 50-L glass reactor, the white solid prepared as in Step A above (15.0 kg, 37.28 mol) was dissolved in 1 :1 (v/v) mixture of ethanol :water (15.0 L: 15.0 L) at ~20-25C. The resulting mixture was stirred for 45 minutes and polish filtered (to remove any foreign particles) into a clean 100-L glass-lined reactor. The filtrate was transferred to a clean reaction vessel. Upon stirring, (polish filtered) ethanol (75.0 L) was added and the title compound precipitated as a bis-HCLmono-hydrate salt. The resultant white slurry was stirred at -20- 25C overnight. The solid was filtered, washed with ethanol (7.5 L) and dried at ~20-25C under vacuum to yield the title compound as a monohydrate bis- hydrochloride salt as a white solid.Karl Fisher analysis showed 3.4-3.6% water present. Chromatographic Purity (%w/w) showed 96.6%, 20327-23-5

As the paragraph descriping shows that 20327-23-5 is playing an increasingly important role.

Reference£º
Patent; JANSSEN PHARMACEUTICA N.V.; WO2008/76685; (2008); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

20327-23-5, 1-Cyclopropylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

23.5) delta-Chloro-thiophene^-carboxylic acid [(S)-3-(4-cyclopropyl-piperazin-1-yl)-2-(2- methoxy-3-pyridin-4-yl-benzenesulfonylamino)-3-oxo-propyl]-amide hydrochloride Intermediate 82 (170 mg, 0.34 mmol) was dissolved in 10 ml DCM and N-cyclopropyl piperazine (134 mg, 0.38 mmol) was added followed by DIPEA (0.27 ml, 1.54 mmol) and TBTU (121 mg, 0.38 mmol). After 16 h stirring at RT, the solution was evaporated to dryness and purified by silica gel chromatography (Elution with DCM/methanol from 0 to 10% of methanol). The solid obtained after evaporation of the solvents was dissolved in DCM, HCI 2M in Et2O (5 ml) was added and the solvents were evaporated yielding a white powder. Yield: 112 mg, 50 % MS (ES+): m/e = 604.

20327-23-5, 20327-23-5 1-Cyclopropylpiperazine 4742004, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; SANOFI-AVENTIS; WO2009/103440; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

20327-23-5, 1-Cyclopropylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 168 N-[2-(4-Cyclopropylpiperazin-1-yl)ethyl]-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]-pyridine-3-carboxamide 118 mg of 8-[(2,6-difluorobenzyl)oxy]-2-methyl-N-(2-oxoethyl)imidazo[1,2-a]pyridine-3-carboxamide (Example 194A, 0.16 mmol, 1 equivalent) were suspended in 0.8 ml of dry dichloroethane, 23 mg 1-cyclopropylpiperazine (0.18 mmol, 1.1 equivalents) were added and the mixture was stirred at RT for 3 h. 52 mg of sodium triacetoxyborohydride (0.25 mmol, 1.5 equivalents) were then added, and the mixture was stirred at RT overnight. 1 N aqueous sodium hydroxide solution was then added, and the mixture was extracted three times with dichloromethane. The combined organic phases were washed with water and saturated aqueous sodium chloride solution, dried over sodium sulphate, filtered and concentrated. The residue was dissolved in methanol and purified by preparative HPLC (method: RP18 column, mobile phase: acetonitrile/water gradient with addition of 0.1% TFA). The product fraction was taken up in ethyl acetate and washed twice with saturated aqueous sodium bicarbonate solution. The combined organic phases were dried over sodium sulphate, filtered and concentrated. This gave 33.5 mg (43% of theory) of the title compound. LC-MS (Method 7): Rt=0.60 min MS (ESpos): m/z=470.2 (M+H)+ 1H NMR (400 MHz, DMSO-d6): delta=0.22-0.30 (m, 2H), 0.34-0.43 (m, 2H), 1.53-1.62 (m, 1H), 2.30-2.44 (m, 3H), 3.37-3.46 (m, 2H), 5.30 (s, 2H), 6.93 (t, 1H), 7.01 (d, 1H), 7.23 (t, 2H), 7.55-7.64 (m, 1H), 7.70 (t, 1H), 8.67 (d, 1H), [further signals hidden under solvent peaks].

20327-23-5, The synthetic route of 20327-23-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; VAKALOPOULOS, Alexandros; FOLLMANN, Markus; HARTUNG, Ingo; BUCHGRABER, Philipp; JAUTELAT, Rolf; HAssFELD, Jorma; LINDNER, Niels; WUNDER, Frank; STASCH, Johannes-Peter; REDLICH, Gorden; LI, Volkhart Min-Jian; BECKER, Eva-Maria; KNORR, Andreas; US2014/128372; (2014); 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.20327-23-5,1-Cyclopropylpiperazine,as a common compound, the synthetic route is as follows.

Example 10 Procedure for preparation of (R)-l-amino-N-( l-cyano-2-(4′-((4-cyclopropyl- piperazin-l-yl) methyl) biphenyl-4-yl) ethyl)cyclohexanecarboxamide (PZ1050)The preparation of PZ1050-1: To a solution of 1-cyclopropylpiperazine (2.0 g, 15.9 mmol) in EtOH (20 ml) was added 4-bromobenzaldehyde (2.9 g, 15.9 mmol) and CH3COOH (1.1 g, 19.1mmol). Then this mixture was stirred at room temperature overnight. This mixture was adjusted pH = 9 with NaHC03 and extracted with DCM. Then the organic phase was washed with IN HCI. The organic phase were combined, dried and concentrated in vacuo. The residue was purified by Pre-HPLC to give PZ1050-1 (1.1 g, 23.5%) as yellow solid., 20327-23-5

The synthetic route of 20327-23-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PROZYMEX A/S; PEDERSEN, John; LAURITZEN, Conni; WO2012/119941; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics