Heterocyclic Building Blocks-piperazine

216144-45-5, 4-(4-Methylpiperazin-1-yl)benzylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 6b (1 eq.) in isopropanol the amine 11 (2.5eq.) and DIPEA (4eq.) wereadded. The reaction mixture was refluxed for 2h. After that time, isopropanolwas evaporated under reduced pressure. The resulting residue was dissolved withEtOAc, washed with water and finally with an aqueous solution of ammoniumchloride. The organic phase was evaporated under reduced pressure. The residuewas purified by flash chromatography on silica gel (CH2Cl2:MeOH98:2) to give the desired compound 10bin 76% yield. 1H NMR (400 MHz, CDCl3): delta(ppm) 2.28 (s,3H); 2.51 (t, J=8, 4H); 3.14 (t, J=8, 4H); 4.63-4.71 (m, 3H); 4.82-4.88 (m,1H); 5.44 (t, J=8, 1H); 6.84 (d, J=8, 2H); 7.18-7.30 (m, 6H); 7.74 (s, 1H);8.28 (s, 1H). 13C NMR (200 MHz, CDCl3): delta(ppm) 46.66;48.79; 54.94; 58.60; 116.21; 128.80; 128.92; 132.84; 134.86; 150-34; 155.47.MS: m/z 497 [M+H]+. Anal. Calcd. for C25H27Cl2N7:C, 60.48; H, 5.48; N, 19.75; found: C, 60.28; H, 5.17; N, 19.25.

216144-45-5, 216144-45-5 4-(4-Methylpiperazin-1-yl)benzylamine 2776493, apiperazines compound, is more and more widely used in various fields.

Reference£º
Article; Radi, Marco; Bernardo, Vincenzo; Vignaroli, Giulia; Brai, Annalaura; Biava, Mariangela; Schenone, Silvia; Botta, Maurizio; Tetrahedron Letters; vol. 54; 38; (2013); p. 5204 – 5206;,
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262368-30-9, N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Method 1A suspension of methyl-3-[methoxy(phenyl)methylene]-2-oxoindoline-6- carboxylate (10,0 g; 0,032 mol) and N-(4-aminophenyl)-N-methyl-2-(4- methylpiperazin-1-yl)acetamide (8,6 g; 0,032 mol) in a mixture of methanol (72 ml) and N,N-dimethylformamide (18 ml) is heated to reflux. After 7 h of refluxing the suspension is cooled down to 0 C and stirring is maintained for additional 2 h. The solid is filtered, washed with methanol (40 ml) and dried to afford 15,4 g (88,1 %) of the “anilino” compound as yellow crystals. 1H-NMR (500 MHz, DMSO-de) delta: 11 ,00 (s, 1 H, 23-H); 12,23 (s, 19-H); 7,61 (t; J = 7,1 Hz, 1 H, 33-H); 7,57 (t, J = 7,5 Hz, 2 H, 32-H + 34-H); 7,50 (d, J = 7,7 Hz, 2 H, 31 -H + 35-H); 7,43 (d, J = 1 ,6 Hz, 1 H, 29-H); 7,20 (dd, J = 8,3; 1 ,6 Hz, 1 H, 27-H); 7,13 (d, J = 8,3 Hz, 2 H, 14-H + 18-H); 6,89 (d, 8,3 Hz, 2 H, 15-H + 17-H); 5,84 (d, J = 8,3 Hz, 1 H, 26-H); 3,77 (s, 3 H, 40-H3); 3,06 (m, 3 H, 12-H3); 2,70 (m, 2 H, 8-H2); 2,19 (m, 8 H, 2-H2, 3-H2, 5-H2, 6-H2); 2,11 (s, 3 H, 7-H3). 13C-NMR (126 MHz, DMSO-d6) delta: 54,5 (C-2 + C-6); 52,2 (C-3 + C-5); 45,6 (C-7); 59,1 (C- 8); 168,5 (C-9); 36,6 (C-12); 140,1 (C-13); 127,6 (C-14 + C-18); 123,8 (C-17 + C-15); 137,0 (C-16); 158,3 (C-20); 97,5 (C-21 ); 170,1 (C-22); 136,2 (C-24); 128,9 (C-25); 117,2 (C-26); 121 ,4 (C-27); 124,0(C-28); 109,4 (C-29); 131 ,9 (C- 30); 128,4 (C-31 + C-35); 129,4 (C-32 + C-34); 130,4 (C-33); 166,3 (C-37); 51 ,7 (C-40). MS (m/z): 540 (M + H)+. Anal, calcd. for C3iH33N5O4: C, 69.00; H, 6.16; N, 12.98. Found: C, 68.05; H, 6.21 ; N, 12.81., 262368-30-9

As the paragraph descriping shows that 262368-30-9 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2009/71524; (2009); A2;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.181955-79-3,1,4-Di-Boc-piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

181955-79-3, Step 2-Formation of methyl 1,4-di-tert-butoxycarbonyl piperazine-2-(R)-carboxylate. 1,4-Di-tert-butoxycarbonylpiperazine-2-(R)-carboxylic acid (70 g, 212 mmol) was dissolved in acetonitrile (1.3 L). Cs2CO3 (110 g, 340 mmol) was added and the mixture stirred for 30 minutes at room temperature before the addition of methyl iodide (28 ml, 450 mmol). The reaction mixture was stirred at room temperature overnight, solids were filtered and the filtrate concentrated in vacuo. The resulting oil was dissolved in EtOAc and any insoluble material filtered. The filtrate was concentrated in vacuo to give methyl 1,4-di-tert-butoxycarbonylpiperazine-2-(R)-carboxylate (69 g, 95%). LC/MS Calcd for [M+H]+ 345.2. found 145.1 (-Boc X 2). Step 3-Formation of methyl piperazine-2-(R)-carboxylate dihydrochloride.

181955-79-3 1,4-Di-Boc-piperazine-2-carboxylic acid 11255979, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; SYMPHONY EVOLUTION, INC.; US2011/82114; (2011); A1;,
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75336-86-6, (R)-2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

75336-86-6, In a sealed tube, 7-fluoro-2-(2-methylimidazo[l,2-b]pyridazin-6-yl)-4H-pyrido[l,2- a]pyrimidin-4-one (Intermediate 1; 50 mg, 0.169 mmol), and (R)-2-methylpiperazine (68 mg, 0.677 mmol, 4.0 eq.) were stirred in DMSO (2 mL) at 110C overnight. The solvent was removed under high vacuum. The residue was taken up in CH2CI2and washed with an aqueous saturated solution of NaHC03. The organic layer was separated and dried over Na2S04and concentrated in vacuo. The crude was purified by column chromatography (S1O2,CH2Cl2/MeOH=95/5 to 90/10) to afford the title product (48 mg, 75%) as a light yellow solid. MS m/z 376.3 [M+H+].

As the paragraph descriping shows that 75336-86-6 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; MCCARTHY, Kathleen Dorothy; METZGER, Friedrich; RATNI, Hasane; (76 pag.)WO2017/81111; (2017); A1;,
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31166-44-6, 1-Cbz-Piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of benzyl piperazine- l-carboxylate (400 mg, 1.818 mmol), l-bromo-2-(2- (2-methoxyethoxy)ethoxy)ethane (620 mg, 2.727 mmol) and K2CO3 (501 mg, 3.636 mmol) in ACN (20 mL) was stirred at 70 C overnight under a N2 atmosphere. The mixture was cooled to rt, then concentrated in vacuo, and water (10 mL) was added to the residue and the mixture was extracted with EtOAc (15 mL x 3), the combined organic phases were washed with brine (50 mL). The organic layer was dried over anhydrous Na2S04 and then concentrated in vacuo. The residue was purified by column chromatography on silica gel (PE:EtOAc = 10: 1 ~ 6: 1) to give a colorless oil (500 mg, 82%)., 31166-44-6

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

Reference£º
Patent; CAMP4 THERAPEUTICS CORPORATION; BUMCROT, David, A.; SEHGAL, Alfica; HERTZOG, Donald L.; (172 pag.)WO2019/195789; (2019); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.34770-60-0,4-Methylpiperazin-2-one,as a common compound, the synthetic route is as follows.

Intermediate 5A. l -(Isoquinolin-5-yl)-4-methylpiperazin-2-one: To 5- bromoisoquinoline (1.66 g, 7.96 mmol) and 4-methylpiperazin-2-one (1, 8.76 mmol) was added DMSO (7 mL), 1, 10-phenanthroline (0.144 g, 0.796 mmol), potassium carbonate (3.30 g, 23.89 mmol) and the mixture was degassed with Ar for 30 min., copper(I)iodide (1.213 g, 6.37 mmol) was added and the reaction was heated in oil bath at 130 C overnight. The reaction was cooled to room temperature and quenched with NuEta4OmicronEta (10 mL) and water (20 mL) and diluted with EtOAc. The aqueous layer was extracted EtOAc (2 x 50 mL) and then, nBuOH (lx 30 mL). Combined organic layers were washed with – I l l – brine and dried (MgS04). Purification by silica gel chromatography afforded 1.5g (78%) yellow solid. MS (ESI) m/z: 242.0 (M+H)+.

34770-60-0, 34770-60-0 4-Methylpiperazin-2-one 13704283, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; PINTO, Donald J.P.; CLARK, Charles G.; SMITH, II, Leon M.; ORWAT, Michael J.; JEON, Yoon; CORTE, James R.; WO2014/160668; (2014); A1;,
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262368-30-9, N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step-2: To a solution of (E)-methyl 1-acetyl-3-(ethoxy(phenyl)methylene)-2-oxo-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine-6-carboxylate (40 mg, 0.109 mmol) in DMF (0.2 mL) was added N-(4-aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide (28 mg, 0.109 mmol) at room temperature, and the reaction mixture was stirred at 110 C. for 2 h. The reaction mixture was cooled to RT, piperidine (0.2 mL) was added and stirred for 10 minutes at room temperature. The solvent was evaporated and the resulting residue was purified by silica gel column chromatography using 5% CH3OH in dichloromethane as eluent to afford (Z)-methyl 3-(((4-(N-methyl-2-(4-methylpiperazin-1-yl)acetamido)phenyl)amino)(phenyl)methylene)-2-oxo-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine-6-carboxylate as yellow solid. MS (ES+): m/z 541.3 (MH+)., 262368-30-9

262368-30-9 N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide 21927707, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; ANGION BIOMEDICA CORP.; PANICKER, Bijoy; MISHRA, Rama K.; LIM, Dong Sung; OEHLEN, Lambertus J.W.M.; JUNG, Dawoon; US2015/306078; (2015); A1;,
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5317-33-9, 3-(4-Methylpiperazin-1-yl)propan-1-ol is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The mixture of mollugin (0.35 mmol), alcohol (3.52 mmol), and catalytic p-TsOH (0.035 mmol) in2 mL microwave vial was placed in the cavity of microwave reactor, and then stirred for 3 h at 160 C.The produced brown mixture was dried under vacuum and subjected to purification (20 g silica gelcartridge, dichloromethane-MeOH) to give the title product., 5317-33-9

5317-33-9 3-(4-Methylpiperazin-1-yl)propan-1-ol 79208, apiperazines compound, is more and more widely used in various fields.

Reference£º
Article; Hong, Ki Bum; Kim, Darong; Kim, Bo-Kyung; Woo, Seo Yeon; Lee, Ji Hoon; Han, Seung-Hee; Bae, Gyu-Un; Kang, Soosung; Molecules; vol. 23; 8; (2018);,
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74879-18-8, (S)-(+)-2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,74879-18-8

Example 33 9-methyl-2-(2-methylimidazo[l,2-b]pyridazin-6-yl)-7-[(3S)-3-methylpiperazin-l- yl]pyrido[l,2-a]pyrimidin-4-one In a sealed tube, 7-fluoro-9-methyl-2-(2-methylimidazo[l,2-b]pyridazin-6-yl)pyrido[l,2- a]pyrimidin-4-one (Intermediate 3; 250 mg, 0.808 mmol), and (S)-2-methylpiperazine (405 mg, 4.04 mmol, 5.0 eq.) were stirred in DMSO (6 mL) and heated at 130C overnight. The solvent was removed under high vacuum. The residue was taken up in CH2C12 and washed with an aqueous saturated solution of NaHC03. The organic layer was separated and dried over Na2S04 and concentrated in vacuo. The crude was purified by column chromatography (Si02, CH2Cl2/MeOH=95/5 to 85/15) to afford the title product (135 mg, 43%) as a light yellow solid. MS m/z 390.3 [M+H+].

74879-18-8 (S)-(+)-2-Methylpiperazine 2734219, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; PTC THERAPEUTICS INC.; RATNI, Hasane; GREEN, Luke; NARYSHKIN, Nikolai A.; WEETALL, Marla L.; (80 pag.)WO2015/173181; (2015); A1;,
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373608-48-1, tert-Butyl 4-(3-aminopropyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A stock solution was prepared containing 2-benzyl-6-(methylcarbamoyl)isonicotinic acid (162 mg) plus HATU (228 mg) dissolved together in DMF (3 mL). DIPEA (330 mu) was added and the vials capped and shaken to aid dissolution. An aliquot of this reaction mixture (0.5 mL, 0.1 mmol) was added to a set of preweighed amines with the structures shown above (0.12 mmol) in matrix vials (1.2 mL). The vials were capped and shaken to disperse the contents and stood at rt for 18 h. The samples were injected (0.6 mL) as is and purified by MDAP (High pH). The solvent was dried under a stream of N2 to give the required product. (1230) BOC deprotection of example 11: the Boc-protected intermediate was redissolved in 4 N HCI/l,4-dioxane (0.5 mL) and DCM (0.5 mL) was added. The vial was capped and stood at rt for 1 h. The solvent was removed to dryness to afford Example 11 as its HCI salt.

373608-48-1, As the paragraph descriping shows that 373608-48-1 is playing an increasingly important role.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; LEVERNIER, Etienne; PRESTON, Alexander G; SEAL, Jonathan Thomas; WALL, Ian David; WATSON, Robert J; WOOLVEN, James Michael; (225 pag.)WO2017/174621; (2017); A1;,
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