Category: 278788-66-2

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 the solution of tert-butyl (3R)-3-(hydroxymethyl)piperazine-l-carboxylate (1044 mg, 4.83 mmoi) in N,N-Diisopropylethylamine (2.57 mL, 14.48 mmoi) and DMF (7 niL) was added (E)- 2-cyano-4,4-dimethyl-pent-2-enoic acid (1109.1 mg, 7.24 mmoi) followed by HATU (486.6 mg, 5.79 mmoi). The mixture was stirred at rt for 1 h. The mixture was diluted with DCM and water and partitioned. The organic layer was dried with MgSOa and concentrated. The cmde mixture was purified by column chromatography to obtain tert-butyl (3R)-4-[(E)-2-cyano-4,4-dimethyl-pent-2-enoyl]-3- (hydroxymethyl)piperazine-l-carboxylate (1340 mg) as an oil., 278788-66-2

The synthetic route of 278788-66-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PRINCIPIA BIOPHARMA INC.; LOU, Yan; OWENS, Timothy, Duncan; BRAMELD, Kenneth, Albert; GOLDSTEIN, David, Michael; (230 pag.)WO2018/136401; (2018); 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.278788-66-2,(R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To asolution of 5-(bromoacetyl)-2-fluorobenzonitrile (13.1 g, 0.054 mol) in DMF (160 mL) was added tert-butyl (3R)-3-(hydroxymethyl)piperazine-1-carboxylate (13.1 g, 0.065 mol) and K2CO3 (11.77 g, 0.075mol), and the mixturewas stirred at RTfor 3 h. The mixture was washed with water, and extracted with EtOAc. The organic layer waswashed with brine, dried over Na2SO4 and concentrated in vacuum to give the title compound which was used forthe next step without further purification.

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

Reference£º
Patent; Merck Sharp & Dohme Corp.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; (128 pag.)EP2744499; (2016); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

278788-66-2, (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

278788-66-2, Into a 5-mL-pressure tube was added 183mg (l.Ommol) of 2,3-difluoro-5- (trifluoromethyl)pyridine, 216mg (l.Ommol) of 1,1-dimethylethyl (3i?)-3-(hydroxymethy I)-I- piperazinecarboxylate, 0.2mL DlEA and 1.OmL DMSO. The mixture was heated at 80 C for overnight. The resulting mixture were filtered and concentrated in vacuo. The residue was purified by using a Gilson preparative HPLC system with a Waters Xterra (C-18) column 100 mm by 50 mm ID, eluting with 20% B to 99% B in 10 min, where A = H2O and B = CH3CN pumped at 150 mL/min to yield 1,1-dimethylethyl (3i?)-4-[3-fluoro-5-(trifluoromethyl)-2-pyridinyl]-3- (hydroxymethyl)- 1 -piperazinecarboxylate as a solid. MS(ESI) 380 [M+H] +.To 20mg (0.053mmol) of 1,1-dimethylethyl (3i?)-4-[3-fluoro-5-(trifluoromethyl)-2- pyridinyl]-3-(hydroxymethyl)-l -piperazinecarboxylate was added 0.5mL DMSO and 20mg of tBuOK in a 5-mL-pressure tube. The mixture was heated at 110 C for overnight. The mixture was filtered and the solution was purified by using a Gilson preparative HPLC system with a Waters Xterra (C- 18) column 100 mm by 50 mm ID, eluting with 20% B to 99% B in 10 min, where A = H2O and B = CH3CN pumped at 150 mL/min to yield 1,1-dimethylethyl (6ai?)-3-(trifluoromethyl)- 6a,7,9,10-tetrahydropyrazino[l,2-rf]pyrido[3,2-][l,4]oxazine-8(6H)-carboxylate as a solid. MS(ESI) 360 [M+H]+.To 40mg of (0.1 lmmol) of 1,1-dimethylethyl (6alphai?)-3-(trifluoromethyl)-6alpha,7,9,10- tetrahydropyrazino[l,2-cr|pyrido[3,2-][l,4]oxazme-8(6H)-carboxylate was added ImL DCM and 0.5mL 50% of TFA in DCE. The mixture was stirred at rt for 6h and concentrated in vacuo (the extra TFA was removed by adding DCE and re-concentrating) to yield crude the TFA salt of (6ocR)- 3-(trifluoromethyl)-6,6alpha,7,8,9,10-hexahydropyrazino[l,2-rf]pyrido[3,2-A][l,4]oxazine. MS(ESI) 260 [M+H]1. The above TFA salt of (6alphai?)-3-(trifluoromethyl)-6,6alpha,7,8,9,10-hexahydropyrazino[l,2- rf]pyrido[3,2-ib][l,4]oxazine were dissolved in 1.OmL DCM and 0.3mL DIEA. Then lOOmg (mmol) of (S)-(+)-Camphotau sulfonylchloride in 0.5mL DCM was slowly added at 0 C. The mixture was stirred at rt for 2h. The resulting solution was concentrated in vacuo. The residue was purified by using a Gilson preparative HPLC system with a Waters Xterra (C- 18) column 100 mm by 50 mm ID, eluting with 20% B to 99% B in 10 min, where A = H2O and B = CH3CN pumped at 150 mL/minto yield (l?,4Z?)-7,7-dimethyl-l-({[(6 alphai?)-3-(trifluoromethyl)-6 alpha,7,9,10- tetrahydropyrazino[ 1 ,2-Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/76318; (2007); A2;,
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 stirred solution of (R)-tert-butyl 3-(hydroxymethyl)piperazine-1-carboxylate (231 mg, 1.07mmol), 2-(4-(bromomethyl)phenyl)-1 ,1 ,1 ,3,3,3-hexafluoropropan-2-ol (400mg, 1.19mmol) and sodium iodide (18mg, 0.12mmol) in acetonitrile (1 OmL) was added potassium carbonate (655mg, 4.75mmol). The reaction mixture was stirred at room temperature for 3 days, before being diluted with dichloromethane (1 OmL), filtered through cotton wool and concentrated under reduced pressure. The residue was purified by flash column chromatography (eluting with dichloromethane to 10% methanol in dichloromethane) to afford the intermediate (R)-tert-butyl 4-(4-(1 ,1 ,1 ,3,3,3-hexafluoro-2- hydroxypropan-2-yl)benzyl)-3-(hydroxymethyl)piperazine-1-carboxylate (250mg, 0.53mmol). To a stirred solution of (R)-tert-butyl 4-(4-(1 ,1 ,1 ,3,3,3-hexafluoro-2- hydroxypropan-2-yl)benzyl)-3-(hydroxymethyl)piperazine-1-carboxylate (220mg, 0.466mmol) in dichloromethane (3mL), was added trifluoroacetic acid (3mL, 38.3mmol). The reaction mixture was stirred at room temperature for 5 hours before being purified directly by SCX chromatography, eluting with 2N ammonia in methanol solution to afford the title compound (165mg). MS (ESI) m/z 373.3 [M+H]+, 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; N.V. ORGANON; WO2009/138438; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

278788-66-2, (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A: tert-butyl (3R)-4- [2-(3-cyano-4-fluoro-2-methylphenyll)-2-hydroxylethyli -3-(hydroxymethyl)piperazine- 1 -carboxylate: 6-Fluoro-2-methyl-3- (2-oxiranyl) benzonitrile(prepared as described above, 4.80 g, 27.1 rnmol) and (R)-4-N-BOC-2-hydroxymethyl-piperazine (8.79g. 40.6 rnmol) were suspended in EtOH (3OmL) and heated in a microwaveapparatus at 150 C for 1 h. The reaction mixture was cooled and evaporated to dryness. Theresidue was purified by chromatography through a 330 g ISCO Redi-sep column eluting with ethyl acetate to 5% MeOH/ ethyl acetate to yield the title compound. LC-MS: M+1= 394;

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

Reference£º
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

278788-66-2, (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of Intermediate 4 (4.63 mmol) and (i?)-3-(hydroxymethyl)- piperazine- l-carboxylic acid tert-butyl ester (1 g, 4.62 mmol) in DMF (20 mL) was added DIPEA (6.94 mmol). The reaction mixture was heated at 100C for 7 h, then cooled and stirred at room temperature for 2 days. The reaction mixture was concentrated in vacuo and partitioned between EtOAc and water. The organic layers were dried over sodium sulfate and concentrated again. The resulting orange oil was purified by column chromatography on silica gel, with a gradient of 1% increasing to 20% MeOH in DCM, to yield the title compound (0.42 g, 24.8%) as a yellow gummy solid. LCMS (ES+) 367.8 (M+H)+, RT 0.8 minutes (method 3).

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

Reference£º
Patent; UCB PHARMA S.A.; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U.LEUVEN R&D; BROOKINGS, Daniel Christopher; FORD, Daniel James; FRANKLIN, Richard Jeremy; GHAWALKAR, Anant Ramrao; KULISA, Claire Louise; NEUSS, Judi Charlotte; REUBERSON, James Thomas; WO2013/68458; (2013); 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.278788-66-2,(R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

6-Fluoro-2-methyl-3-(oxiran-2-yl)benzonitrile(prepared as described aboye for I-42A and I-42B, Method 1, Steps A-C) (4.80 g, 27.1 mmol)and (R)-4-N-BOC-2-hydroxymethyl-piperazine (8.79g. 40.6 mmol) were suspended in EtOH (30mL) and heated in a microwaye apparatus at 150 C for 1 h. The reaction rnixture was cooled and eyaporated to dryness. The residue was purified by chromatography through a 330 g ISCO Redi-sep column eluting with ethyl acetate to 5% MeOH/ ethyl acetate to yield the titlecompound. LC-MS: M+1= 394;, 278788-66-2

The synthetic route of 278788-66-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; DE JESUS, Reynalda, Keh; DING, Fa-xiang; DONG, Shuzhi; FRIE, Jessica; GU, Xin; JIANG, Jinlong; SHAHRIPOUR, Aurash; PIO, Barbara; TANG, Haifeng; WALSH, Shawn; WO2014/126944; (2014); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

278788-66-2, (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-Fluoro-2-methyl-3-(2-oxiranyl) benzonitrile (prepared as described above, 4.80 g, 27.1 mmol ) and (i?)-4-N-BOC-2-hydroxymethyl- piperazine (8.79g. 40.6 mmol) were suspended in EtOH (30mL) and heated in a microwave apparatus at 150 C for 1 h. The reaction mixture was cooled and evaporated to dryness. The residue was purified by chromatography through a 330 g ISCO Redi-sep column eluting with ethyl acetate to 5% MeOH/ ethyl acetate to yield the title compound. LC-MS: M+l= 394;

278788-66-2, The synthetic route of 278788-66-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; PIO, Barbara; PASTERNAK, Alexander; SHAHRIPOUR, Aurash; TANG, Haifeng; WALSH, Shawn; WO2013/90271; (2013); 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.278788-66-2,(R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

DIPEA (10.41 mL, 59.63 mmol) was added to 4,7-dichloro-6-iodo-3-nitroquinoline (10 g, 27.1 mmol) and tert-butyl (3R)-3-(hydroxymethyl)piperazine-1-carboxylate (10.55 g, 48.79 mmol) in IPA (200 mL). The resulting mixture was stirred at 80 C. for 4 h. The solvent was removed in vacuo. The crude product was purified by flash silica chromatography (0 to 80% EtOAc in petroleum ether) to afford tert-butyl (3R)-4-(7-chloro-6-iodo-3-nitroquinolin-4-yl)-3-(hydroxymethyl)piperazine-1-carboxylate (6.2 g, 42%) as a yellow solid; m/z: ES+ [M+H]+=549.

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

Reference£º
Patent; ASTRAZENECA AB; Kettle, Jason Grant; Bagal, Sharanjeet; Robb, Graeme Richard; Smith, James Michael; Goldberg, Frederick Woolf; Cassar, Doyle Joseph; Feron, James Lyman; US2019/177338; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics