Category: 74879-18-8

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.74879-18-8,(S)-(+)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.

74879-18-8, (S)-(+)-3-methyl-1-(2-nitrophenyl)-piperazine: To a solution of 2-bromonitrobenzene (0.600 g, 3.00 mmoi) in 1,4-dioxane (15 mL) was added (S)-(+)-2-methylpiperazine (0.500 g, 0.500 mmol) and powdered K2C03 (15.0 mmol, 1.50 g) and the resulting suspension was heated at reflux for 10 h. After the suspension was cooled, it was filtered through a sintered glass funnel and the solvent was removed in vacuo. The resulting residue was purified by column chromatography (1/1 hexane/EtOAc followed by 4/1 EtOAc/MeOH), giving (S)-(+)-3-methyl-1-(2-nitrophenyl)-piperazine as an orange oil (0.53 g, 80%).

As the paragraph descriping shows that 74879-18-8 is playing an increasingly important role.

Reference：
Patent; Borowsky, Beth; Blackburn, Thomas P.; Ogozalek, Kristine; US2003/82623; (2003); 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.74879-18-8,(S)-(+)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.

74879-18-8, (S)-(+)-3-methyl-1-(2-nitrophenyl)-piperazine: To a solution of 2-bromonitrobenzene (0.600 g, 3.00 mmoi) in 1,4-dioxane (15 mL) was added (S)-(+)-2-methylpiperazine (0.500 g, 0.500 mmol) and powdered K2C03 (15.0 mmol, 1.50 g) and the resulting suspension was heated at reflux for 10 h. After the suspension was cooled, it was filtered through a sintered glass funnel and the solvent was removed in vacuo. The resulting residue was purified by column chromatography (1/1 hexane/EtOAc followed by 4/1 EtOAc/MeOH), giving (S)-(+)-3-methyl-1-(2-nitrophenyl)-piperazine as an orange oil (0.53 g, 80%).

As the paragraph descriping shows that 74879-18-8 is playing an increasingly important role.

Reference：
Patent; Borowsky, Beth; Blackburn, Thomas P.; Ogozalek, Kristine; US2003/82623; (2003); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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, Triethylamine (3.7 mL, 27 mmol, 5.0 eq) is added to a solution of 6-chloronicotinic acid ethyl ester (1.0 g, 5.4 mmol, leq), (Patent; NOVARTIS AG; WO2008/110611; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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, Triethylamine (3.7 mL, 27 mmol, 5.0 eq) is added to a solution of 6-chloronicotinic acid ethyl ester (1.0 g, 5.4 mmol, leq), (Patent; NOVARTIS AG; WO2008/110611; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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, In a sealed tube, 7-fluoro-2-(2-methylimidazo [1 ,2-b]pyridazin-6-yl)-4H-pyrido [1,2- a]pyrimidin-4-one (Intermediate 1; 50 mg, 0.169 mmol), and (S)-2-methylpiperazine (68 mg,0.677 mmol, 4.0 eq.) were stuffed in DMSO (2 mL) at 110C overnight. The solvent was removed under high vacuum. The residue was taken up in CH2C12 and washed with an aqueous saturated solution of NaHCO3. The organic layer was separated and dried over Na2504 and concentrated in vacuo. The crude was purified by column chromatography (5i02, CH2C12/MeOH=95/5 to 90/10) to afford the title product (40 mg, 63%) as a light yellow solid.

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

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; ALSENZ, Jochem; GRASSMANN, Olaf; KUEHL, Peter; METZGER, Friedrich; MCCARTHY, Kathleen Dorothy; MORAWSKI VIANNA, Eduardo Paulo; WOODHOUSE, Marvin Lloyd; (130 pag.)WO2017/80967; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

74879-18-8,74879-18-8, (S)-(+)-2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2.23 Example 23 (Prepared according to Scheme 4); (S)-4-(3-Chloropyridin-2-yl)-2-methyl-N-(4-(trimethylsilyl)phenyl)piperazine-l-carboxamide; A solution of 2,3-dichloropyridine (3mmol), (5)-(+)-2-methylpiperazine (3mmol) and TEA (9mmol) in DMSO (20 ml) was heated to 100 C for 18 hrs. The reaction mixture was diluted with MeOH (20 ml) and put onto an SCX cartridge. The cartridge was washed with MeOH before eluting the product off with 2M ammonia in MeOH. The appropriate fractions were collected and concentrated under reduced pressure. The resulting residue was purified by flash chromatography (60-80 % ethyl acetate in petroleum ether on KPNH cartridge) yielding (S)-l-(3-chloropyridine-2-yl)-3-methylpiperazine (2.1mmol).MS: ES+ 212.10. 1H NMR (400 MHz, DMSO-d6) delta 8.14 – 8.28 (m, IH), 7.67 – 7.87 (m, IH), 6.84 – 7.08 (m, IH), 3.49 – 3.62 (m, 2H), 2.87 – 2.96 (m, IH), 2.77 – 2.87 (m, 2H), 2.62 – 2.77 (m, IH), 2.51 (s, IH), 2.34 – 2.44 (m, IH), 0.92 – 1.10 (m, 3H)A solution of (,S>;-l-(3-chloropyridine-2-yl)-3-methylpiperazine (0.53mmol) and Intermediate 1 (0.53mmol) in ethanol (2 ml) was heated in the microwave to 100 0C for 30 min. The reaction mixture was concentrated under educed pressure and the resulting residue was purified by flash chromatography (20-40 % ethyl acetate in petroleum ether) yielding the title compound (0.32 mmol).MS ES- 401.20. 1H NMR (400 MHz, DMSO-d6) delta 8.32 (s, IH), 8.00 – 8.07 (m, IH), 7.57 – 7.66 (m, IH), 7.22 – 7.30 (m, 2H), 7.1 1 – 7.20 (m, 2H), 6.78 – 6.88 (m, IH), 4.26 (br. s., IH), 3.77 (br. s., IH), 3.41 – 3.52 (m, 2H), 2.98 – 3.08 (m, IH), 2.55 – 2.77 (m, 2H), 1.04 – 1.13 (m, 3H), 0.00 (s, 9H)

As the paragraph descriping shows that 74879-18-8 is playing an increasingly important role.

Reference：
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; AYSCOUGH, Andrew Paul; SHOWELL, Graham Andrew; TEALL, Martin Richard; TEMPLE, Hannah Elizabeth; AHMED, Saleh; WO2010/92342; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

74879-18-8,74879-18-8, (S)-(+)-2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2.23 Example 23 (Prepared according to Scheme 4); (S)-4-(3-Chloropyridin-2-yl)-2-methyl-N-(4-(trimethylsilyl)phenyl)piperazine-l-carboxamide; A solution of 2,3-dichloropyridine (3mmol), (5)-(+)-2-methylpiperazine (3mmol) and TEA (9mmol) in DMSO (20 ml) was heated to 100 C for 18 hrs. The reaction mixture was diluted with MeOH (20 ml) and put onto an SCX cartridge. The cartridge was washed with MeOH before eluting the product off with 2M ammonia in MeOH. The appropriate fractions were collected and concentrated under reduced pressure. The resulting residue was purified by flash chromatography (60-80 % ethyl acetate in petroleum ether on KPNH cartridge) yielding (S)-l-(3-chloropyridine-2-yl)-3-methylpiperazine (2.1mmol).MS: ES+ 212.10. 1H NMR (400 MHz, DMSO-d6) delta 8.14 – 8.28 (m, IH), 7.67 – 7.87 (m, IH), 6.84 – 7.08 (m, IH), 3.49 – 3.62 (m, 2H), 2.87 – 2.96 (m, IH), 2.77 – 2.87 (m, 2H), 2.62 – 2.77 (m, IH), 2.51 (s, IH), 2.34 – 2.44 (m, IH), 0.92 – 1.10 (m, 3H)A solution of (,S>;-l-(3-chloropyridine-2-yl)-3-methylpiperazine (0.53mmol) and Intermediate 1 (0.53mmol) in ethanol (2 ml) was heated in the microwave to 100 0C for 30 min. The reaction mixture was concentrated under educed pressure and the resulting residue was purified by flash chromatography (20-40 % ethyl acetate in petroleum ether) yielding the title compound (0.32 mmol).MS ES- 401.20. 1H NMR (400 MHz, DMSO-d6) delta 8.32 (s, IH), 8.00 – 8.07 (m, IH), 7.57 – 7.66 (m, IH), 7.22 – 7.30 (m, 2H), 7.1 1 – 7.20 (m, 2H), 6.78 – 6.88 (m, IH), 4.26 (br. s., IH), 3.77 (br. s., IH), 3.41 – 3.52 (m, 2H), 2.98 – 3.08 (m, IH), 2.55 – 2.77 (m, 2H), 1.04 – 1.13 (m, 3H), 0.00 (s, 9H)

As the paragraph descriping shows that 74879-18-8 is playing an increasingly important role.

Reference：
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; AYSCOUGH, Andrew Paul; SHOWELL, Graham Andrew; TEALL, Martin Richard; TEMPLE, Hannah Elizabeth; AHMED, Saleh; WO2010/92342; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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, (S)+-2-methylpiperazine (10 g) was dissolved in acetonitrile (140 ml) and cooled to 5-100C whereupon triethylamine (35 ml) was added, followed by drop wise addition of a solution of trityl chloride 27.9 (g) in DCM (80 ml). The reaction was stirred for 1 h at room temperature. The resulting slurry was cooled to approximately 00C then filtered. The filtrate was evaporated in vacuo and the residue was purified by chromatography (silica, 1-4% MeOH/ DCM as eluent) to give the sub-title compound (29 g).

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

Reference：
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/56752; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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 8 2-(2,8-dimethylimidazo[l,2-b]pyridazin-6-yl)-7-[(3S)-3-methylpiperazin-l-yl]pyrido[l,2 a]pyrimidin-4-one In a sealed tube, 2-(2,8-dimethylimidazo[l,2-b]pyridazin-6-yl)-7-fluoro-pyrido[l,2- a]pyrimidin-4-one (Intermediate 2; 33 mg, 0.107 mmol), and (S)-2-methylpiperazine (43 mg, 0.427 mmol, 4.0 eq.) were stirred in DMSO (2 mL) at 120C overnight. The solvent was removed under high vacuum. The residue was taken up in CH2CI2 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 (S1O2, CH2Cl2/MeOH=95/5 to 90/10) to afford the title product (18 mg, 43%) as a light yellow solid. MS m/z 390.3 [M+H+].

The synthetic route of 74879-18-8 has been constantly updated, and we look forward to future research findings.

Reference：
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;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

74879-18-8,74879-18-8, (S)-(+)-2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of compound 1 (1 Og, 100mmol, 1 eq) in EtOH (200ml) was added DIPEA (43.58ml_, 250mmol, 2.5eq) and B0C2O (21.8ml_, l OOmmol, 1 eq) at RT, then the reaction was continued for 16h. TLC analysis indicated formation of a less polar spot. The reaction mixture was concentrated to crude compound, which is diluted with water and extracted with EtOAc (3x100ml_). The combined organic layer was dried over Na2S04 then concentrated to give compound 2 (18g, 90%) as a colorless oil.

The synthetic route of 74879-18-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ISAAC, Methvin; CHAU, Anh My; MAMAI, Ahmed; WATSON, Iain; PODA, Gennady; SUBRAMANIAN, Pandiaraju; WILSON, Brian; UEHLING, David; PRAKESCH, Michael; JOSEPH, Babu; MORIN, Justin-Alexander; (441 pag.)WO2019/153080; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics