Some tips on (S)-tert-Butyl 2-methylpiperazine-1-carboxylate

169447-70-5, The synthetic route of 169447-70-5 has been constantly updated, and we look forward to future research findings.

169447-70-5, (S)-tert-Butyl 2-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(a) Step 1 The 7-(bromomethyl)-6-methoxybenzofuran-3(2H)-one (0.514 g, 2.00 mmol) described in [WO2011/136319] and potassium carbonate (0.276 g, 2.00 mmol) were added to 8 mL of methylene chloride and stirred at room temperature. Two milliliters of a methylene chloride solution of tert-butyl (S)-2-methylpiperazine-1-carboxylate (0.401 g, 2.00 mmol) was added dropwise, and stirring was continued for 24 hours at room temperature. The reaction solution was filtered, and the residue obtained by concentrating the filtrate was purified by silica gel chromatography (ethyl acetate/hexane) to obtain tert-butyl (S)-4-[(6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]-2-methylpiperazine-1-carboxylate (0.531 g, 70%). 1H NMR (300 MHz, CDCl3) delta 1.12 (d, J=6.6 Hz, 3H), 1.36 (s, 9H), 1.98 (dt, J=0.6, 11.7 Hz, 1H), 2.17 (dd, J=4.2, 10.8 Hz, 1H), 2.57 (d, J=10.8 Hz, 1H), 2.72 (d, J=10.8 Hz, 1H), 2.97 (dt, J=3.9, 12.3 Hz, 1H), 3.60 (d, J=2.4 Hz, 2H), 3.69 (d, J=12.3 Hz, 1H), 3.85 (s, 3H), 4.09-4.14 (m, 1H), 4.55 (s, 2H), 6.62 (d, J=8.7 Hz, 1H), 7.54 (d, J=8.7 Hz, 1H).

169447-70-5, The synthetic route of 169447-70-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THE UNIVERSITY OF TOKYO; NAGANO, Tetsuo; NAKANO, Hirofumi; HASEGAWA, Tsukasa; SAITO, Nae; KOJIMA, Hirotatsu; OKABE, Takayoshi; MUKAIDA, Naofumi; (42 pag.)US2017/145005; (2017); A1;,
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Downstream synthetic route of 611225-86-6

611225-86-6 4-(4-Ethylpiperazin-1-ylmethyl)phenylamine 1084996, apiperazines compound, is more and more widely used in various fields.

611225-86-6,611225-86-6, 4-(4-Ethylpiperazin-1-ylmethyl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3.Synthesis of 4-[(4-ethylpiperazinyl)methyl]benzeneisothiocyanate To 4-[(4-ethylpiperazinyl)methyl]phenylamine in acetone at 0 C. was added sodium bicarbonate (2 eq) and thiophosgene (2 eq).The mixture was brought to ambient temperature and concentrated and partitioned between ethyl acetate and water.The organic layer was dried with sodium bicarbonate and sodium sulfate and concentrated to yield 4-[(4-ethylpiperazinyl)methyl]benzeneisothiocyanate. MS: MH+=261.

611225-86-6 4-(4-Ethylpiperazin-1-ylmethyl)phenylamine 1084996, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Amiri, Payman; Fantl, Wendy; Levine, Barry Haskell; Poon, Daniel J.; Ramurthy, Savithri; Renhowe, Paul A.; Subramanian, Sharadha; Sung, Leonard; US2004/122237; (2004); A1;,
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Analyzing the synthesis route of 1-(4-Trifluoromethylphenyl)piperazine

30459-17-7, The synthetic route of 30459-17-7 has been constantly updated, and we look forward to future research findings.

30459-17-7, 1-(4-Trifluoromethylphenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of the compound from example 11 (100 mg, 0.33 mmol) and 1-(4- trifluoromethylphenyl)piperazine (85 mg, 0.37 mmol) in DMF (0.5 mL) was added solid K2C03 (82 mg, 0.59 mmol). The resulting suspension was stirred at 90 C for 48 hours. Water (5 mL) and DCM (5 mL) were added and the phases were separated. Theaqueous phase was then extracted with further DCM (2 x 5 mL). The organics were dried over anh. Na2SO4, filtered and evaporated in vacuo to give a yellowish solid (161 mg). Column chromatography (Hexane/Ethyl acetate mixture) gave the title compound as a white solid (52 mg, 31.9% yield). The analytical sample was obtained by washing with cooled pentane (38 mg), m. p. 157-158 C. JR (ATR) v: 667, 711, 721, 744, 770,806, 824, 909, 951, 971, 984, 139, 1070, 1106, 1157, 1199, 1230, 1330, 1354, 1390,1429, 1493, 1522, 1594, 1615, 2847, 2919 cm1. Accurate mass: Calculated for [C28H29F2N4O+H]: 475.2294. Found: 475.2366.

30459-17-7, The synthetic route of 30459-17-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CIDQO 2012, S.L.; UNIVERSITAT DE BARCELONA; VAZQUEZ CRUZ, Santiago; LEIVA MARTINEZ, Rosana; VALVERDE MURILLO, Elena; (60 pag.)WO2017/182464; (2017); A1;,
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Brief introduction of 1-Methylpiperazin-2-one

As the paragraph descriping shows that 59702-07-7 is playing an increasingly important role.

59702-07-7, 1-Methylpiperazin-2-one is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of l-methyl-4-[2-(4-{l-[3-(trifluoromethyl)[l,2,4]triazolo[4,3- b]pyridazin-6-yl]piperidin-4-yl}phenoxy)ethyl]piperazin-2-one; DIPEA (15.27 mL, 87.69 mmol) was added to 2-(4-{l-[3-(trifluoromethyl)[l,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidin-4-yl}phenoxy)ethyl methanesulfonate (14.19 g, 29.23 mmol) and l-methylpiperazin-2-one (CAS 59702-07-7, 3.67 g, 32.15 mmol) in DMA (70 mL). The resulting solution was stirred at 1100C for 1 hour. The reaction mixture was cooled to room temperature, absorbed onto silica, evaporated to dryness and then purified by flash silica chromatography, elution gradient 0 to 3percent MeOH in DCM. Pure fractions were evaporated and the resulting gum was scratched with ether until solid. The solid was stirred in ether (100 mL) for 4 hours then collected by filtration and dried to give l-methyl-4-[2-(4-{l-[3-(trifluoromethyl)[l,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidin-4- yl}phenoxy)ethyl]piperazin-2-one (10.08 g, 68.5percent) as a solid.IH NMR (399.9 MHz, CDC13) delta 1.76 (2H, m), 2.00 (2H, m), 2.75 – 2.87 (5H, m), 2.95(3H, s), 3.11 (2H, m), 3.28 (2H, s), 3.34 (2H, t), 4.09 (2H, t), 4.37 (2H, m), 6.86 (2H, d),7.11 – 7.14 (3H, m), 7.92 (IH, d); m/z = 504 [M+H]+., 59702-07-7

As the paragraph descriping shows that 59702-07-7 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BRADBURY, Robert, Hugh; CARR, Gregory, Richard; RABOW, Alfred, Arthur; RAO KORUPOJU, Srinivasa; TUMMA, Harikrishna; WO2010/92371; (2010); A1;,
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Simple exploration of 278788-66-2

278788-66-2 (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820286, 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.278788-66-2,(R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Preparation of (R)-tert-b ty 3-(hydroxymethyl)-4-methylpiperazine-l-carboxylateTo a solution of (R)-tert-b ty 3-(hydroxymethyl)piperazine-l-carboxylate (115 mg, 0.53 mmol) in acetonitrile (1.4 mL) and water (0.3 mL) was added Formalin (0.11 mL, 1.6 mmol) followed by sodium triacetoxyborohydride (225 mg, 1.1 mmol). The reaction mixture was stirred for 20 minutes at ambient temperature. The reaction mixture was then basified via the addition of saturated aqueous sodium carbonate solution (1 mL), diluted with methylene chloride (50 mL) and methanol (5 mL), and washed with saturated aqueous sodium bicarbonate solution (2 X 15 mL). The organic layer was separated, dried over sodium sulfate, and concentrated in vacuo to afford a white crystalline solid, which was used in the next step without any further purification (120 mg, 98%)., 278788-66-2

278788-66-2 (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820286, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; DYKE, Hazel Joan; GAZZARD, Lewis J.; WILLIAMS, Karen; WO2011/73263; (2011); A1;,
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Analyzing the synthesis route of 4-(4-Methylpiperazin-1-ylmethyl)phenylamine

70261-82-4, As the paragraph descriping shows that 70261-82-4 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.70261-82-4,4-(4-Methylpiperazin-1-ylmethyl)phenylamine,as a common compound, the synthetic route is as follows.

[0192] A suspension of intermediate 33 (0.10 g, 0.28 mmol), 4-(4-methyl-piperazin-l- ylmethyl)-phenylamine (65 mg, 0.32 mmol), Pd2(dba)3 (20 mg, 0.022 mmol), Xantphos (25 mg, 0.043 mmol) and cesium carbonate (0.18 g, 0.55 mmol) in dioxane/DMF (3/1, 4 mL) was sealed in a microwave reaction tube and irradiated with microwave at 170 C for 15 min. After cooling to room temperature, the cap was removed and the resulting mixture filtered and the filtered solid washed with DCM. The filtrate was concentrated and the residue purified by HPLC. The fractions were combined and poured into saturated NaHCO3 solution (30 mL). The combined aqueous layers were extracted with EtOAc (2 x 30 mL) and the combined organic layers washed with brine, dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated and the residue dissolved in minimum amount of EtOAc and hexanes added until solid precipitated. After filtration, the title compound was obtained as a white solid (53 mg, 36%).[0193] 1H NMR (500 MHz, DMSO-d6): delta 1.12 (s, 9H), 2.13 (s, 3H), 2.15 (s, 3H), 2.20- 2.45 (m, 4H), 3.25-3.40 (m, 6H), 7.08 (d, J= 8.6 Hz, 2H), 7.45-7.52 (m, 2H), 7.56 (s, IH), 7.57 (d, J= 8.6 Hz, 2H), 7.94 (s, IH), 8.09 (s, IH), 8.13-8.16 (m, IH), 8.58 (s, IH), 8.94 (s, IH). MS (ES+): m/z 524 (M+H)+.

70261-82-4, As the paragraph descriping shows that 70261-82-4 is playing an increasingly important role.

Reference£º
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
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Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 303-26-4

303-26-4, As the paragraph descriping shows that 303-26-4 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.303-26-4,1-((4-Chlorophenyl)(phenyl)methyl)piperazine,as a common compound, the synthetic route is as follows.

Example 1 10 gr. (0.035 mole) of 1-[(4-chlorophenyl)phenylmethyl]piperazine, 8.8 gr. (0.0525 mole) of ethyl 2-chloroethoxyacetate and 50 ml. of triethylamine were introduced into a pressure vessel. The mixture was stirred at 135 C. for 10 hours. It was cooled to 20 C. and filtered. The filtrate was evaporated and then distilled at 10 mbar pressure in order to remove the excess of the unreacted ethyl 2-chloroethoxyacetate. The oily residue obtained is sufficiently pure for the preparation of cetrizine by hydrolysis. The residue was purified over a silica gel chromatographic column. 13 gr. of ethyl [2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]acetate is obtained as dark red oil (89.4% yield).

303-26-4, As the paragraph descriping shows that 303-26-4 is playing an increasingly important role.

Reference£º
Patent; Chemiagis, Ltd.; US6100400; (2000); A;,
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Piperazines – an overview | ScienceDirect Topics

Brief introduction of 1-Methylpiperazine

The synthetic route of 109-01-3 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.109-01-3,1-Methylpiperazine,as a common compound, the synthetic route is as follows.

STARTING MATERIAL SYNTHETIC EXAMPLE 8 5-amino-2-(4-methylpiperazin-1-yl)benzonitrile By the reaction and treatment in the same manner as in Starting Material Synthetic Example 4 using 2-chloro-5-nitrobenzonitrile (15 g) and methylpiperazine (9.8 g), the title compound (11.1 g) was obtained. melting point: 45-46¡ã C., 109-01-3

The synthetic route of 109-01-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Ushio, Hiroyuki; Naito, Youichiro; Sugiyama, Naoki; Kawaguchi, Takafumi; Ohtsuki, Makio; Chiba, Kenji; US2003/203909; (2003); A1;,
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Downstream synthetic route of 118753-66-5

As the paragraph descriping shows that 118753-66-5 is playing an increasingly important role.

118753-66-5, tert-Butyl 4-aminopiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 6-chloro-2-naphthoic acid (0.100 g, 0.48 mmol, 1.0 equiv) in DMF (05 mL) was added HATU (0.368 g, 0.97 mmol, 2.0 equiv) at RT and stirred for 10 minutes. Then tert-butyl 4-aminopiperazine- 1 -carboxylale (0.097 g, 0.48 mmol, 1.0 equiv) was added followed by the addition of DIPEA (0.2 mL, 1.45 mmol, 3.0 equiv). The resulting reaction mixture was allowed to stir at RT for overnight. Product formation was confirmed by LCMS. the reaction mixture was diluted with water (50 mL) and extracted with EtOAc (50 mL c 2). The combined organic layer was washed with water (30mL), brine solution (30 mL >< 2), dried over anhydrous sodium sulfate and concentrated under reduced pressure, to obtain tert-butyl 4~(6- chloro-2-naphtliamido)piperazine-l -carboxylale (0.160 g, 85 % Yield) as an off-white solid. LCMS 390.2 [M+H]+: NMR (400MHz, DMSO-de) d 9.69 (s, 1 H), 8.39 (s, 1 H), 8.18 - 8.03 (m, 2 H), 7.97 (t, ./= 9.0 Hz, 1 H), 7.90 (d, ./= 8.8 Hz, 1 H), 7.60 (d, J 7.0 Hz, 2 H), 3 44 (br. s., 3 H), 2.94 - 2.84 (m, 4 H), 1 .53 - 1.32 (m, 9 H)., 118753-66-5

As the paragraph descriping shows that 118753-66-5 is playing an increasingly important role.

Reference£º
Patent; PRAXIS BIOTECH LLC; DELGADO OYARZO, Luz Marina; URETA DIAZ, Gonzalo Andres; PUJALA, Brahmam; PANPATIL, Dayanand; BERNALES, Sebastian; CHAKRAVARTY, Sarvajit; (0 pag.)WO2019/236710; (2019); A1;,
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Downstream synthetic route of 4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride

As the paragraph descriping shows that 55112-42-0 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.55112-42-0,4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride,as a common compound, the synthetic route is as follows.

Example-4; Preparation of o-CS-chloropyridin-Z-ylJ-S^-methylpiperazin-l-ylJ-carbonyloxy -7- oxo-5,6-dihydropy rrolo- [3,4-b] -pyrazine (Zopiclone).Mixture of 400 ml dichloromethane, 100 ml dimethyl formamide, 6-(5-chloropyridin-2- yl)-5-hydroxy-7-oxo-5,6-dihydropyrrolo-[3,4-b]-pyrazine (10Og) and N-methyl piperazine carbomoyl chloride hydrochloride (106.Ig) was cooled to 10-15 C. Calcium oxide (42.66g) and dimethyl amino pyridine (2.5g) were added to the mixture. Reaction mixture was warmed to 25-30 C and stirred till completion of reaction. After completion of reaction, mixture was filtered and washed with 400 ml dichloromethane. The dichloromethane layer was concentrated at atmospheric pressure till dryness. 400 ml of methanol was added to residual solid and stirred for 60 min at 25-30 C. Slurry was cooled to 0-5 C and stirred for 60 min at same temperature. Solid was filtered, washed with chilled methanol 2X25 ml and dried at 50-60 C to obtain 126 g of racemic Zopiclone, 55112-42-0

As the paragraph descriping shows that 55112-42-0 is playing an increasingly important role.

Reference£º
Patent; MATRIX LABORATORIES LTD; WO2008/126105; (2008); A2;,
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Piperazines – an overview | ScienceDirect Topics