Month: July 2021

109384-27-2, 1-Methylpiperazin-2-one hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 325 : 4-(4-methoxy-3-(6-(trifluoromethyl)- lH-indazol-4-yl)benzoyl)- 1 – methylpiperazin-2-one [0942] To a vial containing l-methylpiperazin-2-one HC1 (0.172 g, 1.142 mmol) in dioxane (5 mL) was added trimethylaluminum (0.571 mL, 1.142 mmol) in toluene dropwise at room temperature. After stirring for 15 minutes at room temperature, methyl 4-methoxy-3-(6- (trifluoromethyl)-lH-indazol-4-yl)benzoate (0.1 g, 0.285 mmol) was added. The mixture was heated at 110C for 1 hour in a microwave reactor and was subsequently transferred to a round bottom flask. The reaction mixture was quenched with concentrated HC1 and concentrated. The crude residue was purified by preparative HPLC, eluting with 35% acetonitrile (containing 0.035% TFA) in H20 (containing 0.05% TFA) over a period of 5 minutes. The product-containing fractions were combined and the volatiles removed in vacuo to give a TFA salt of the title compound as light brown semisolid (0.024 g, 19%). 1H NMR (400 MHz, DMSO-<) delta ppm 2.86 (s, 3 H), 3.37 (t, J=5.43 Hz, 2 H), 3.70-3.86 (m, 5 H), 4.12 (s, 2 H), 7.29 (d, J=8.59 Hz, 1 H), 7.37 (d, J=1.01 Hz, 1 H), 7.52 (d, J=2.02 Hz, 1 H), 7.61 (dd, J=8.59, 2.27 Hz, 1 H), 7.94 (s, 1 H), 7.99 (d, J=0.76 Hz, 1 H); ESI-MS m/z [M+H]+ calc'd for C2iHi9F3N403, 433.1; found 433.22., 109384-27-2

109384-27-2 1-Methylpiperazin-2-one hydrochloride 17060766, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CHERUVALLATH, Zacharia; ERICKSON, Philip; FENG, Jun; KOMANDLA, Mallareddy; LAWSON, John David; MCBRIDE, Christopher; MIURA, Joanne; MURPHY, Sean; TANG, Mingnam; TON-NU, Huong-Thu; WO2013/130855; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

694499-26-8, 4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,694499-26-8

To a stirred solution of X (0.120 g, 0.33 mmol), V (0.090 g, 0.33 mmol) added HATU (0.255 g,0.67 mmol) and DIPEA (0.2 mL, 1.08 mmol) in DMF (2 mL). Reaction was allowed to stir at RT for 24 h.After completion of reaction, reaction mixture was diluted with water and extracted with ethyl acetate (15mL x 3). Brine washing was given to the organic layer and dried over anhydrous Na2SO4. Organic layerwas concentrated under vacuum to obtain crude which was purified by using reverse phase HPLC to obtain5 (0.021 g, 10%).LCMS: 613 [M+1]+1HNMR (400 MHz, DMSO) delta10.4 (s, 1H), 10.6 (s, 1H), 8.3 (s, 1H), 8.2 (d, 2H), 8.1 (d, 1H), 7.9 (t, 3H),7.8 (d, 1H), 7.7 (d, 1H), 7.6 (m, 3H), 7.2 (t, 1H), 3.6 (s, 2H), 2.3 (m, 8H), 2.1 (s, 3H).

The synthetic route of 694499-26-8 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Ramachandran, Sreekanth A.; Jadhavar, Pradeep S.; Miglani, Sandeep K.; Singh, Manvendra P.; Kalane, Deepak P.; Agarwal, Anil K.; Sathe, Balaji D.; Mukherjee, Kakoli; Gupta, Ashu; Haldar, Srijan; Raja, Mohd; Singh, Siddhartha; Pham, Son M.; Chakravarty, Sarvajit; Quinn, Kevin; Belmar, Sebastian; Alfaro, Ivan E.; Higgs, Christopher; Bernales, Sebastian; Herrera, Francisco J.; Rai, Roopa; Bioorganic and Medicinal Chemistry Letters; vol. 27; 10; (2017); p. 2153 – 2160;,
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

A vial was charged with 5-amino-3,6-dichloro-l,2,4-triazine (253.3 mg, 1.535 mmol), diisopropylethylamine (2.0 mL, 1 1.48 mmol), (S)-tert-butyl 2-(3- (hydroxymethyl)piperazin-l-yl)acetate (410.9 mg, 1.731 mmol) in dioxane (2 mL). The mixture was heated at 120 C for 5 h using microwave. The mixture was concentrated to remove all of solvent. The residue was dissolved in dichloromethane, washed with aqueous sodium bicarbonate solution. The organic solution was separated. The aqueous solution was mixed with brine, extracted with dichloromethane (2 x 35 mL). The combined organic solution was dried over anhydrous sodium sulfate, concentrated to afford a residue. The residue was dissolved into small amount of dichloromethane, filtered. The solid was collected the first batch of product. The solution was purified with flash column chromatography on silica using 1-10% methanol in dichloromethane to afford another batch of product. The product was slight yellow solid (343 mg) and the yield was 65%. NMR (500 MHz, Chloroform-d) delta 5.26 (br, 2H), 4.76 (s, lH), 4.43 (d, J = 13.3 Hz, lH), 4.23 – 3.92 (s, 2H), 3.65 (m, 2H), 3.16 – 2.90 (s, 4H), 1.47 (s, 9H). MS for Ci3H21ClN603: 345.0 (MH+)., 314741-40-7

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

Reference：
Patent; NEKTAR THERAPEUTICS (INDIA) PVT. LTD.; NEKTAR THERAPEUTICS; SHARMA, PANKAJ; KHATRI, VIJAY KUMAR; GU, XUYUAN; SONG, YUAN; SHEN, MICHAEL LIXIN; SAUTHIER, JENNIFER RIGGS; ANAND, NEEL K.; KOZLOWSKI, ANTONI; ODINECS, ALEKSANDRS; RILEY, TIMOTHY A.; REN, ZHONGXU; MU. YONGQI; SHEN, XIAOMING; YUAN. XUEJUN; AURRECOECHEA, NATALIA; O’MAHONY, DONOGH JOHN ROGER; WO2015/92819; (2015); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

38216-72-7, 1-tert-Butylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of l-fluoro-4-nitro-benzene (314mg, 2.23mmol) and 4-tert-butyl- piperazine (Ig, 3.34mmol) in dioxane (15mL) is added K2CO3 (1.65mg, 11.9mmol) and the reaction is stirred at 13O0C overnight. The solvent is evaporated under vacuum and the residue is partitioned between ethyl acetate and water. The organic layer is washed with brine, dried over MgSO4, filtered and concentrated to give a crude compound. Purification by silica gel column chromatography eluting with DCM followed by 99:1 DCM:NH3 (7M in MeOH) affords the title compound (348mg, 55.4%). LCMS: Rt 3.87min (99%)., 38216-72-7

The synthetic route of 38216-72-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GALAPAGOS N.V.; WO2007/138072; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

373608-48-1, Example 94 4-{3-[4-(9-cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-3-methoxy-benzoylamino]-propyl}-piperazine-1-carboxylic acid tert-butyl ester (I-94) To a mixture of 0.105 g (0.23 mmole) of 4-(9-cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-3-methoxy-benzoic acid (I-22), 0.0988 g (0.26 mmole) of 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium-3-oxide hexafluorophosphate, 1 mL of dichloromethane, 0.2 mL of triethylamine was added followed by 0.0199 g (0.13 mmole) of 4-(3-amino-propyl)-piperazine-1-carboxylic acid tert-butyl ester. After stirring 1.5 hours, the mixture was concentrated under reduced pressure. The residue was purified by silica gel chromatography, eluding with acetonitrile-water (gradient, 5:95-0:100) to give 0.0609 g of 4-{3-[4-(9-cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-3-methoxy-benzoylamino]-propyl}-piperazine-1-carboxylic acid tert-butyl ester (I-94).

373608-48-1 tert-Butyl 4-(3-aminopropyl)piperazine-1-carboxylate 17750945, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Cai, Jianping; Chen, Shaoqing; Chu, Xin-Jie; Luk, Kin-Chun; Mischke, Steven Gregory; Sun, Hongmao; Wovkulich, Peter Michael; US2009/318408; (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.13889-98-0,1-Acetylpiperazine,as a common compound, the synthetic route is as follows.

General procedure: A reaction vessel was charged with acetic acid (2.016 mmol) and TBHP (70% inwater, 1.008 mmol) in acetonitrile (2 mL). After the addition of [Bpy]I (0.1008 mmol),benzoxazole (0.672 mmol) and secondary amines (1.344 mmol) were added. Then thereaction mixture was stirred at room temperature for 3.5 hours. After the reactionfinished, the mixture was extracted with dichloromethane (5 × 10 mL), and thecombined organic phases were dried over anhydrous Na2SO4. The solvent wasevaporated under vacuo, and the crude residue was purified by columnchromatography on silica gel. Aqueous phase was dried in a vacuum evaporator torecover the ionic liquid and directly reused in subsequent runs., 13889-98-0

As the paragraph descriping shows that 13889-98-0 is playing an increasingly important role.

Reference：
Article; Zhou, Ya; Liu, Zhiqing; Yuan, Tingting; Huang, Jianbin; Liu, Chenjiang; Molecules; vol. 22; 4; (2017);,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

75336-86-6,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.75336-86-6,(R)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.

Example 27 To a solution of Compound B (0.2 g, 0.54 mmol) in acetonitrile (5 mL) at room temperature were added diisopropylethylamine (0.4 mL, 2.3 mmol) and (R)-(-)-2-methylpiperazine (0.081 g, 0.81 mmol) and the reaction mixture was heated to 80° C. On heating, the reaction mixture became clear and after 15 min commencement of precipitation of solid was observed. Heating was continued for 3 hr and then the reaction mixture was cooled. The solid obtained was collected by filtration, washed with acetonitrile and dried under vacuum. LC/MS: (M+H)+: 435. An NMR spectrum is provided in FIG. 27.Yield: 0.13 g (55percent).

75336-86-6 (R)-2-Methylpiperazine 7330434, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Sudhakar, Anantha; US2011/105497; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

674792-05-3, (S)-1-Boc-2-Isopropylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,674792-05-3

The carboxylic acid was used directly in the next step without further purification. To a solution of the acid (340 mg, 1.5 mmol) in CH2Cl2 (15 mL), was added NEt3 (0.422 mL, 3 mmol), (2S)-N-Boc-2-Isopropyl-piperazine (350 mg, 1.5 mmol) and PyBroP (707 mg, 1.5 mmol). After stirring 18 h under nitrogen, the reaction mixture was diluted with CH2Cl2 (50 mL) and washed with a solution of HCl (0.1 M, 10 mL) and saturated NaHCO3 (10 mL). The organic layer was then dried with Na2SO4, filtered and concentrated under reduced pressure. The crude residue was purified by column chromatography (Hexane/AcOEt 1/0 to 6/4) and the desired piperazine adduct 13c was obtained as a pale yellow foam (452 mg, 1.04 mmol, 69%); HRMS: (ESI-TOF) C22H34N4O5H+ expected: 435.2602. found: 435.2598.

The synthetic route of 674792-05-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; The Scripps Research Institute; US2009/197895; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

70261-82-4,70261-82-4, 4-(4-Methylpiperazin-1-ylmethyl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2 k (0.21 g, 1 mmol) was dissolved in 10 mml of anhydrous dichloromethane,To this was added EDCI (0.38 g, 2 mmol)And DMAP (0.06 g, 0.5 mmol),Then, 12 g (0.21 g, 1 mmol) was added thereto,After 10 h, the reaction was completed, concentrated,Column chromatography gave 0.37 g of a pale yellow solid in 94% yield.

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

Reference：
Patent; Nantong University; Ling, Yong; Mou, Jiefei; Xu, Qibing; Feng, Jiao; Zhu, Peng; Liu, Ji; Wang, Tingting; Ge, Xiang; Liang, Shanshan; (26 pag.)CN106432235; (2017); A;,
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.278788-66-2,(R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of (lambda)-3-hydroxymethyl-piperazine-l-carboxylic acid tert-butyl ester (795 mg, 3.68 mmol) in DCM (20 mL) was added triethylamine (1.53 mL, 11.04 mmol). The resulting mixture was cooled to 0 C before the dropwise addition of chloroacetyl chloride (325 muL, 4.05 mmol). The mixture was warmed to RT and stirred for 5 h. The reaction mixture was partitioned between a saturated aqueous solution OfNaHCO3 and DCM. The organic layer was separated and the aqueous layer extracted with DCM. The combined organic fractions were dried (Na2SO4) and concentrated in vacuo. The resulting residue was purified by column chromatography to give the title compound as a colourless oil which was a mixture of rotamers (710 mg, 66%).1H NMR (400 MHz, CDCl3): delta 1.48 (s, 9H), 2.80-2.92 (m, IH), 2.95-3.10 (m, 2H), 3.34-3.44 (m, 1AH), 3.60-3.74 (m, 21Z2H), 3.96-4.16 (m, 31AH), 4.22-4.30 (m, V2Yi), 4.32-4.40 (m, VJS) and 4.63 (bs, V2H)., 278788-66-2

As the paragraph descriping shows that 278788-66-2 is playing an increasingly important role.

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; WO2009/53715; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics