Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.314741-40-7,(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step A: tert-butyl(3S)-3-(hydroxymethyl)-4-[2-hydroxy-2-(4-methyl- 1-oxo- 1 ,3-dihydro-2- benzofuran-5-yl)ethyllpiperazine- 1 -carboxylate: 4-Methyl-5-oxiran-2-yl-2-benzofuran- 1 (3Ff)-one (3.00 g, 15.8 mmol) and (S)-4-N-BOC-2-hydroxymethylpiperazine (5.12 g. 23.7 mmol) were suspended in ethanol (10 mL) in a 20 mL microwave tube. The reaction mixture was degas sed and heated in a microwave apparatus for 30 mm at 150C. The reaction mixture was evaporated to dryness, then chromatographed through a 330g Redi-sep column and eluted with a solvent system of 1:1 EtOAc/ hexane to 100% EtOAc to yield the title compound. LC-MS : M+1= 407., 314741-40-7

As the paragraph descriping shows that 314741-40-7 is playing an increasingly important role.

Reference：
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; DEJESUS, Reynalda, Keh; FRIE, Jessica, L.; PIO, Barbara; TANG, Haifeng; WALSH, Shawn, P.; WO2014/99633; (2014); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

630125-91-6, 4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,630125-91-6

In a 25 mL round-bottom flask was dissolved 3-[[1-(benzenesulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]oxy]-8-methyl-5,6,7,8-tetrahydroquinoline-6-carbonyl chloride (140 mg, 0.29 mmol) in dichloromethane (7 mL), added pyridine (34 mg, 0.44 mmol), 4-[(4-ethylpiperazin-1-yl)methyl]-3-(trifluoromethyl)aniline (117 mg, 0.41 mmol) and stirred for 1 hour at 50C. The mixture was concentrated and the residue was purified on a silica gel column eluting with dichloromethane/methanol (95:5). Pure fractions were combined and concentrated to yield the title compound (160 mg, 75%) as a solid.

630125-91-6 4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline 59134564, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; LYCERA CORPORATION; AICHER, Thomas Daniel; SKALITZKY, Donald J.; TOOGOOD, Peter L.; VANHUIS, Chad A.; (416 pag.)WO2019/200120; (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.5294-61-1,N-(2,6-Dimethylphenyl)-2-(piperazin-1-yl)acetamide,as a common compound, the synthetic route is as follows.

5294-61-1, A mixture OF N- (2, 6-dimethylphenyl) -2-piperazinylacetamide (4) (100 mg, 0.4 mmol), 4- CHLORO-1-PHENYLBUTAN-1-ONE (12) (100 mg, 0.55 mmol), and triethylamine (0.4 mL) in ethanol (3 mL) was heated at reflux for 16 hours. Ethanol was removed under reduced pressure and the residue was purified by preparative TLC using 10% methanol in dichloromethane as mobile phase to afford N (2, 6-dimethylphenyl)-2- [4- (4-oxo-4-phenylbutyl) piperazin-1-yl] acetamide, a compound of formula (16).

As the paragraph descriping shows that 5294-61-1 is playing an increasingly important role.

Reference：
Patent; CV THERAPEUTICS, INC.; WO2004/63180; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

[0144] Step 6a: (S)-tert-Butyl 4-acryloyl-2-methylpiperazine-1-carboxylate . Acryloyl chloride (1.3 mL, 16.5 mmol) was added to a solution of (S)-1-Boc-2-methyl-piperazine (3.00 g, 15.0 mmol, Boc Sciences, Shirley, NY) in THF (30 mL) at-10 C, and the resulting mixture was stirred at-10 C for 5 min. Triethylamine (6.3 mL, 44.9 mmol) was then slowly added, and the resulting mixture was stirred at-10 C for 15 min, then allowed to warm to rt. The reaction mixture was partitioned between EtOAc and saturated aqueous NaHCO3. The aqueous layer was extracted with EtOAc, and the organic layers were then combined, dried over MgSO4, filtered, and concentrated in vacuo. The crude product was purified by silica gel chromatography (eluent: 0-100% EtOAc/heptane) to provide (S)-tert-butyl 4-acryloyl-2- methylpiperazine-1-carboxylate: 1H NMR (400 MHz, DMSO-d6) d 6.72- 6.85 (m, 1H) 6.10 – 6.18 (m, 1H) 5.68- 5.76 (m, 1H) 4.08- 4.32 (m, 2H) 3.68- 4.03 (m, 2H) 2.86- 3.14 (m, 2H) 2.66- 2.80 (m, 1H) 1.38- 1.43 (s, 9H) 0.96- 1.04 (m, 3H). m/z (ESI, +ve ion): 277.3 (M+Na)+.

169447-70-5, As the paragraph descriping shows that 169447-70-5 is playing an increasingly important role.

Reference：
Patent; AMGEN INC.; ALLEN, John Gordon; ALLEN, Jennifer Rebecca; MINATTI, Ana Elena; XUE, Qiufen; WURZ, Ryan Paul; TEGLEY, Christopher M.; PICKRELL, Alexander J.; NGUYEN, Thomas T.; MA, Vu Van; LOPEZ, Patricia; LIU, Longbin; KOPECKY, David John; FROHN, Michael J.; CHEN, Ning; CHEN, Jian Jeffrey; SIEGMUND, Aaron C.; AMEGADZIE, Albert; TAMAYO, Nuria A.; BOOKER, Shon; GOODMAN, Clifford; WALTON, Mary; NISHIMURA, Nobuko; SHIN, Youngsook; LOW, Jonathan D.; CEE, Victor J.; REED, Anthony B.; WANG, Hui-Ling; LANMAN, Brian Alan; (738 pag.)WO2019/213516; (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.889958-14-9,1-Boc-2-oxopiperazine,as a common compound, the synthetic route is as follows.

EXAMPLE 23 t-Butyl 3-oxo-2-phenylthio-1-piperazinecarboxylate (23) To a solution of dry diisopropylamine (0.31 ml, 2.2 mmole) and dry THF (2 ml) at 0 C. under argon is added dropwise, a hexane solution of n-butyllithium (0.90 ml, 2.2 mmole). After 1/2 hour of stirring a solution of 2 (0.200 g, 1.00 mmole) in 5 ml of dry THF is added dropwise and stirring continued for 3 hours. A solution of diphenyldisulfide (0.240 g, 1.10 mmole) in dry THF was added dropwise and the mixture is stirred for 1 hour at 0 C. before being allowed to warm to room temperature. Stirring is continued overnight and the reaction is quenched into ether/water and the aqueous phase extracted twice with ether. The ethereal extracts are washed with brine and dried over Na2 SO4, and the solvent is evaporated. The resulting yellow oil was chromatographed with 50% ethylacetate/chloroform and triturated with ether to afford 0.180 g (59%) of colorless solid 23. M.p. 138- 140 C. Alternatively, the phenyl ester of benzenesulfonothioic acid may be employed in place of diphenyldisulfide to prepare 23., 889958-14-9

The synthetic route of 889958-14-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Richardson-Merrell Inc.; US4341698; (1982); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

314741-40-7, (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

60% Sodium hydride (0.7 g, 17.51 mmol) was added portionwise to te/t-butyl (5)-3- (hydroxymethyl)piperazine-l-carboxylate (1.89 g, 8.76 mmol) and 7-bromo-6-chloro-5- fluoroquinazolin-4-ol (2.03 g, 7.3 mmol) in THF (50 ml) cooled to 0C. The resulting mixture was stirred at 0C for 5 minutes, allowed to warm to room temperature then heated to 65C and stirred for 2 hours. A further 60% sodi um hydride (0.07 g, 1.75 mmol) was added to ieri-butyl (S)-3- (hydroxymethyl)piperazine-l-carboxylate (0.19 g, 0.88 mmol) in THF (2 ml) at room temperature. This was stirred for 10 minutes then this solution was added to the reaction mixture then stirred for a further 1 hour at 65C and allowed to cool to room temperature with stirring overnight. The reaction mixture was diluted with EtOAc (200 ml), and water (20 ml). The aqueous phase was taken to pH5 with acetic acid, then taken to pH 8 with NaHCC>3 and the two phases separated. The aqueous phase was extracted with EtOAc (100 ml). The organic phases were combined, dried and reduced. The residue was purified by flash silica chromatography, elution gradient 0 to 20% MeOH in DCM. Pure fractions were evaporated to dryness to afford te/t-butyl (5)-3-(((7-bromo-6-chloro-4- hydroxyquinazolin-5-yl)oxy)methyl)piperazine-l-carboxylate (2.64 g, 76%) as a white foam. IH NM (500 M Hz, DMSO, 27C) 1.39 (9H, s), 2.52 – 2.84 (3H, m), 2.88 (IH, dt), 2.96 (IH, dd), 3.74 (IH, d), 3.93 (2H, d), 4.05 (2H, d), 7.84 (IH, s), 8.09 (IH, s). m/z: ES+ [M+H]+ 473, 314741-40-7

314741-40-7 (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820294, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ASTRAZENECA AB; KETTLE, Jason, Grant; BAGAL, Sharanjeet, Kaur; BOYD, Scott; EATHERTON, Andrew, John; FILLERY, Shaun, Michael; ROBB, Graeme, Richard; RAUBO, Piotr, Antoni; (144 pag.)WO2018/206539; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

655225-01-7, tert-Butyl 4-(2-bromoethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

655225-01-7, Example 1163 N-(imidazo[1,2-a]pyridin-7-ylmethyl)-5-[1-({4-methyl-1-[2-(piperazin-1-yl)ethyl]piperidin-4-yl}methyl)-1H-pyrazol-4-yl]thiophene-2-carboxamide (5912) A solution of N-(imidazo[1,2-a]pyridin-7-ylmethyl)-5-{1-[(4-methylpiperidin-4-yl)methyl]-1H-pyrazol-4-yl}thiophene-2-carboxamide (0.100 g, 0.197 mmol) in N,N-dimethylformamide (2 ml) was added tert-butyl 4-(2-bromoethyl)piperazine-1-carboxylate (0.058 g, 0.197 mmol) followed by N,N-diisopropylethylamine (0.138 ml, 0.788 mmol) and the reaction was stirred overnight. The reaction mixture was purified directly using normal phase chromatography and the resulting material was treated with HCl in dioxane (4M) for 2 hours then concentrated to give the title compound as a hydrochloride salt. 1H NMR (500 MHz, DMSO-d6) delta 14.64 (s, 1H), 10.40 (s, 1H), 9.72 (s, 1H), 9.54 (t, J=6.0 Hz, 1H), 8.89 (d, J=6.9 Hz, 1H), 8.34 (d, J=1.8 Hz, 1H), 8.22 (s, 1H), 8.16 (d, J=2.1 Hz, 1H), 7.91 (d, J=3.9 Hz, 1H), 7.87 (s, 1H), 7.83 (s, 1H), 7.50 (dd, J=7.0, 1.4 Hz, 1H), 7.28 (d, J=3.8 Hz, 1H), 4.64 (d, J=5.8 Hz, 2H), 4.23-3.54 (m, 10H), 3.35 (d, J=38.3 Hz, 8H), 1.72 (d, J=77.7 Hz, 4H), 0.98 (s, 3H); MS (ESI(+)) m/e 547 (M+H)+.

655225-01-7 tert-Butyl 4-(2-bromoethyl)piperazine-1-carboxylate 15946441, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; AbbVie Inc.; Clark, Richard F.; Sorensen, Bryan; Osuma, Augustine T.; Frey, Robin; Longenecker, Kenton; Doherty, George; Curtin, Michael L.; Michaelides, Michael R.; Sweis, Ramzi F.; Pliushchev, Marina A.; Judd, Andy; Hansen, Todd M.; Heyman, Howard R.; US9187472; (2015); B2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

314741-40-7, (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

fe/f-Butyl (S)-3-(hydroxymethyl)piperazine-1 – carboxylate (6.4 mg, 0.0295 mmol) was added to a stirred solution of Acid 4 (15.0 mg, 0.0295 mmol), HATU (13.5 mg, 0.0354 mmol) and DIPEA (0.016 ml_, 0.0885 mmol) in DCM (5.0 mL) at RT. After 22 h, further fe/f-butyl (S)-3-(hydroxymethyl)piperazine-1 -carboxylate (2.1 mg, 0.00983 mmol) was added. After a further 4 h, saturated sodium bicarbonate (aq) solution and further DCM were added and the resulting biphasic mixture was separated, extracted (x 2), the combined organic phase was dried (phase separator), the solvents were removed in vacuo, and the remaining residue was purified by flash chromatography using an 1 1 g KP-NH column (0- 100%, EtOAc in cyclohexane) to give the title compound (12.8 mg, 61 %) as a white solid. LCMS (Method A): RT = 1.64 min, m/z = 707 [M+H]+.

314741-40-7, The synthetic route of 314741-40-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ALMAC DISCOVERY LIMITED; HEWITT, Peter; MCFARLAND, Mary Melissa; ROUNTREE, James Samuel Shane; BURKAMP, Frank; BELL, Christina; PROCTOR, Lauren; HELM, Matthew Duncan; O’DOWD, Colin; HARRISON, Timothy; (280 pag.)WO2018/20242; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

163765-44-4, (R)-1-Boc-3-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-Bromo-2-chloropyrimidine (7.50 g, 38.77 mmol), (3R)-1-Boc-3-methylpiperazine (8.15 g, 40.71 mmol) and potassium carbonate (6.08 mL, 100.81 mmol) were suspended in butyronitrile (90 mL) and heated to 120 C. for 15 hours and cooled to RT. The solvent was removed in vacuo and the residue taken up in ethyl acetate (500 mL), washed with water (70 mL) and brine (70 mL), dried (sodium sulphate), filtered and evaporated to leave the crude product. The crude product was purified by flash silica chromatography elution gradient 0 to 20% EtOAc in DCM. Pure fractions were evaporated to dryness to afford (R)-tert-butyl 4-(5-bromopyrimidin-2-yl)-3-methylpiperazine-1-carboxylate (13.69 g, 99%) as a pale yellow gum which crystallised on standing. 1H NMR (400 MHz, DMSO) 1.05 (d, 3H), 1.4 (s, 9H), 2.9 (m, 1H), 3.1 (m, 2H), 3.8 (d, 1H), 3.95 (m, 1H), 4.3 (d, 1H), 4.7 (m, 1H), 8.45 (s, 2H). m/z (ES+) (M+H)+=358; HPLC tR=3.55 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; AstraZeneca AB; US2011/65706; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

848482-93-9, (S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,848482-93-9

To a sealed tube was added fert-butyl N-[(lS)-l -(3-bromophenyl)but-3-en-l -yl] carbamate, prepared as described in intermediate 2, (S)-benzyl (l-(3-bromophenyl)but-3-en- l-yl)carbamate (0.8 g, 2.221 mmol), (S)-4-(fer/-butoxycarbonyl)piperazine-2-carboxylic acid (0.562 g, 2.443 mmol), K2CO3 (0.921 g, 6.66 mmol) and DMSO (2.22 ml). The reaction was purged with Ar and then Cul (0.021 g, 0.111 mmol) was added. The reaction was sealed and stirred at 110 C overnight. The reaction was partitioned between water (40 ml) and EtOAc (50 ml). The organic layer was separated, washed with saturated aqueous NH4CI (40 ml), water (40 ml), and brine (40 ml). The layers were separated and the organic layer was dried over MgS04, filtered and concentrated to give crude (S)-l-(3-((S)-l- (((benzyloxy)carbonyl)amino)but-3-en-l-yl)phenyl)-4-(teri-butoxycarbonyl)piperazine-2- carboxylic acid as a greenish gum. Then to this crude material was added EtOAc (5 mL), but-3-en-l -amine (112 mg, 1.57 mmol), and pyridine (0.254 mL, 3.14 mmol) followed by addition of 2,4,6-tripropyl-l,3,5,2,4,6-trioxatriphosphorinane-2,4,6-trioxide (1 g, 1.570 mmol). The reaction was stirred at rt overnight. The reaction was diluted with EtOAc (30 ml) and the reaction was washed with saturated aqueous NaHC03 (20 ml), water (30 ml) and brine (30 ml). The organic layer was separated, dried over MgS04, filtered and concentrated. The residue was purified using ISCO system (0-100% EtO Ac/Hex gradient) to give (S)-tert- butyl 4-(3-((S)-l-(((benzyloxy)carbonyl)amino)but-3-en-l-yl)phenyl)-3-(but-3-en-l- ylcarbamoyl)piperazine-l-carboxylate (180 mg, 0.320 mmol, 20.4 % yield) as a white solid. (ESI) m/z: 563.4 (M+H)+. NMR (400MHz, CDCh) delta 7.36 (br. s., 4H), 7.27 – 7.23 (m, 1H), 6.85 (d, J=7.7 Hz, 1H), 6.73 (d, J=6.2 Hz, 2H), 6.65 (br. s., 1H), 5.78 – 5.54 (m, 2H), 5.21 – 5.06 (m, 5H), 5.03 – 4.92 (m, 2H), 4.76 (br. s., 1H), 4.23 – 4.10 (m, 1H), 3.99 (br. s., 1H), 3.78 – 3.64 (m, 2H), 3.55 (ddd, J=13.0, 9.7, 3.6 Hz, 1H), 3.49 – 3.42 (m, 1H), 3.41 – 3.23 (m, 3H), 2.62 – 2.44 (m, 2H), 2.24 – 2.09 (m, 2H), 1.52 – 1.48 (m, 9H).

As the paragraph descriping shows that 848482-93-9 is playing an increasingly important role.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHU, Yeheng; DILGER, Andrew K.; EWING, William R.; ORWAT, Michael J.; PINTO, Donald J.P.; (156 pag.)WO2017/19821; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics