Category: 314741-40-7

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.

6-Fluoro-2-methyl-3-(oxiran-2-yl)benzonitrile (12.0g, 67.7 mmol) and (S)-4-N-BOC-2-hydroxymethylpiperazine (22.0 g. 102 mmol) were suspended in ethanol (100 mL) then heated in a microwaye apparatus for 30 minutes at 150 C. The reaction mixture was cooled and eyaporated dryness. The residue was purified by MPLC chromatography through a 330g Redi-sep column eluting with 5%MeOH/95% EtOAc solyent system to yield the title compound. LC-MS : M+1= 394., 314741-40-7

The synthetic route of 314741-40-7 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

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.

5-(Oxiran-2-yl)-2-benzofuran-l(3H)-one (1.5 g, 8.5 mmol) and commercially available (5)-4-N-BOC-2-hydroxymethyl piperazine (2.394 g, 11.07 mmol) were combined in ethanol (10 mL) in a microwave tube. The mixture was degassed then heated for 60 min at 150 C. LC-MS showed the product peak. The reaction was worked up by adding ethyl acetate and washing once with brine. The organic layer was separated, dried, and concentrated to dryness. The crude product was purified by MPLC using an 80g Redi-sep column and eluted with 50%- 100% EtOAc/ hexane yielding the title compound., 314741-40-7

The synthetic route of 314741-40-7 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

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

Step D: (3R,9aS}-3-(3-Cyano-4-fluoro-2-methyl-phenyl)-3-hydroxy-hexahydro-pyrazino[2,1-c][1,4]oxazine-8-carboxylic acid tert-butyl ester: Diisopropylethylarnine (44.0 mL, 252 mmol)was added to a stirred, room temperature mixture of72 wt% 3-(2-Bromo-acetyl)-6-fluoro-2-methyl-benzonitrile (69 g, 194 mmol) and (S)-4-N-Boc-2-hydroxymethyl-piperazine ( 42.0 g, 194 mmol) in THF (1000 mL) and the mixture was stirred at room temperature for 18h. The reactionwas diluted with 1 L EtOAc, washed 2x with 500 mL 10% w/wNaHC03 aqueous solution,dried over MgS04, filtered and concentrated. The residue was purified by column chromatographyon silica gel ( 40-80% EtOAc/Hexanes, linear gradient), to give the title compound.?~+%, 314741-40-7

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

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; WO2013/28474; (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.314741-40-7,(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

60% Sodium hydride (154 mg, 3.85 mmol) was added portionwise to te/t-butyl (S)-3- (hydroxymethyl)piperazine-l-carboxylate (832 mg, 3.85 mmol) in THF (15 ml) cooled to 0C over a period of 5 minutes under nitrogen. The resulting mixture was stirred at 0C for 10 minutes then allowed to warm to room temperature and stirred for 20 minutes. 7-Bromo-8-chloro-5- fluoroquinazolin-4-ol (970 mg, 3.5 mmol) was added and the mixture heated at 65C and stirred for 2 hours then cooled to room temperature. Further 60% sodium hydride (154 mg, 3.85 mmol) was added and then heated at 65C and stirred for a further 2 hours before cooling to room temperature. The reaction mixture was diluted with EtOAc (100 ml), and water (25 ml). The aqueous phase was taken to pH 5 with acetic acid and separated. The aqueous phase was extracted with EtOAc (100 ml) and the organic phases combined, dried and evaporated. 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 (S)-3-(((7-bromo-8-chloro-4-hydroxyquinazolin-5-yl)oxy)methyl)piperazine-l- carboxylate (1.35 mg, 82%) as pale yellow foam. 1H NM (500 M Hz, DMSO, 27C) 1.38 (9H, s), 2.53 – 2.68 (2H, m), 2.68 – 2.85 (2H, m), 2.85 – 2.97 (2H, m), 3.72 (1H, d), 3.87 – 3.99 (2H, m), 4.1 – 4.19 (1H, m), 7.38 (1H, s), 8.14 (1H, s). m/z: ES+ [M+H]+ 473., 314741-40-7

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

Reference£º
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

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

(S)-l-Allyl 4-tert-butyl 2- (hydroxymethyl) piperazine-1 , 4- dicarboxylate (22) was prepared from amino alcoholhydrochloride 21’HCl, applying allyl chloroformate in CH2CI2 in the presence of aqueous NaHCO3 solution; as leading references cf. T. W. Greene, P. G. M. Wuts, Protective Groups in Organic Synthesis, 3rd edition, John Wiley & Sons, 1999;P.J. Kocienski, Protecting Groups, 3rd edition, Georg Thieme Verlag, 2005.Data of 22: Ci4H24N2O5 (300.4): LC-MS (method 9a): Rt = 1.70, 201 ([M+H]+). 1H-NMR (DMSO-d6): 5.90 (m, 1 H), 5.29 (qd, J = 1.7,17.3, 1 H), 5.18 (qd, J = 1.5, 10.5, 1 H), 4.81 (t, J = 4.9, 1 H), 4.53 (d-like m, J ca . 5.1, 2 H), 4.04-3.75 (br. m, 4 H), 3.39 (m, 2 H), 2.95-2.70 (br. m, 3 H), 1.40 (s, 9 H).

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

Reference£º
Patent; POLYPHOR AG; OBRECHT, Daniel; ERMERT, Philipp; OUMOUCH, Said; LACH, Franck; LUTHER, Anatol; MARX, Karsten; MOeHLE, Kerstin; WO2011/15241; (2011); A1;,
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

Step D: tert-butyl (38)-4-[2-(3 -cyano-4-fluoro-2-methoxyphenyl)-2-hydroxyethyl]-3-(hydroxymethyl)piperazine-1-carboxylate; 6-Fluoro-2-methoxy-3-( oxiran-2-yl)benzonitrile (1.4g, 7.3 mmol) and (S)-4-N-BOC-2-hydroxymethylpiperazine (3.13 g, 14.5 mmol) were suspendedin ethanol (15 mL) then heated in a microwave apparatus for 60 min at 150 C. The reactionmixture was cooled and evaporated to dryness. The residue was purified by chromatographythrough a 40g Redi-sep column and eluting with 5%MeOH/95% EtOAc to yield the titlecompound: LC-MS: M+1 =410, 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£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; WO2013/28474; (2013); A1;,
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

Step B: tert -butyl(9aS)-3-hydroxy-3 -(1-oxo-3 ,4-dihydro-1 H-isochromen-6-yl)hexahydropyrazino[2, 1-c] [ 1 ,4 ]oxazine-8(1H)-carboxylate:6-(Bromoacetyl)-3 ,4-dihydro-1 Hisochromen-1-one ( -1.54 g, -5.72 mmol, presence of a-chloroketone was noted, -10%) andcommercially available (S)-4-N-BOC-2-hydroxymethylpiperazine (1.24 g, 5.72 mmol) were added to a round bottom flask and diluted with THF (50 mL). Diisopropylethylamine (1.30 mL,7.44 mmol) was then introduced and the mixture left stirring for 14 hat RT during which time aconsiderable amount of solid had formed (presumably HBr salt ofDIPEA). The reaction mixturewas diluted with EtOAc, then washed with saturated NH4Claq followed by H20. Both aqueouslayers were sequentially back extracted once with another portion ofEtOAc, the organics were then combined, dried with MgS04, filtered, and concentrated in vacuo. The recovered crudeproduct was subjected to purification by flash chromatography (Biotage, 50% EtOAc/Hex) toafford the title compound.

314741-40-7, As the paragraph descriping shows that 314741-40-7 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; WO2013/28474; (2013); A1;,
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

tert-butyl (3S)-3-(hydroxymethyl)piperazine-1-carboxylate (2.5 g, 11.56 mmol), 2-fluoro-5-nitro-benzonitrile (1.92 g, 11.6 mmol) and DiPEA (2.47 ml, 13.9 mmol) were dissolved in 1,4-dioxane (25 ml). The reaction was heated to 80 C. for 24 hours then increased to 90 C. for a further 18 hours. The reaction was concentrated in vacuo. The residue obtained was purified via flash column chromatography using gradients of 0 to 100% EtOAc in heptane, followed by 0 to 100% MeOH in EtOAc. The fractions containing product were combined and concentrated in vacuo to afford the title compound as a yellow gel (4.07 g, 67%). LCMS Method 3-Tr=0.61 min (ES+) (M+H+) 363.2

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

Reference£º
Patent; Navitor Pharmaceuticals, Inc.; O’Neill, David John; Saiah, Eddine; Kang, Seong Woo Anthony; Brearley, Andrew; Bentley, Jonathan; (519 pag.)US2018/127370; (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.314741-40-7,(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

314741-40-7, Step D: tert-butyl (3S)-4-[2-(3-cyano-4-fluoro-2-methoxyphenyl)-2-hydroxyethyll -3- (hydroxymethyl)piperazine- 1 -carboxylate: 6-Fluoro-2-methoxy-3- (oxiran-2-yl)benzonitrile (1.4 g, 7.3 mmol) and (S)-4-N-BOC-2-hydroxymethylpiperazine (3.13 g, 14.5 mmol) were suspendedin ethanol (15 mL) then heated in a microwave apparatus for 60 mm at 150 C. The reaction mixture was cooled and evaporated to dryness. The residue was purified by chromatography through a 40g Redi-sep column and eluting with 5%MeOH/95% EtOAc to yield the title compound: LC-MS: M+1= 410;

As the paragraph descriping shows that 314741-40-7 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

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

Diisopropylethylamine (44.0 mL, 252 mmoi)was added to a stirred, room temperature mixture of ?72 wt% 3-(2-Bromo-acetyi)-6-fiuoro-2-methyi-benzonitriie (69 g, 194 mmoi) and (S)-4-N-Boc-2-hydroxymethyi-piperazine (42.0 g, 194mmoi) in THF (1000 mL) and the mixture was stirred at room temperature for 18h. The reactionwas diluted with 1 L EtOAc, washed 2x with 500 m 10% w/w NaHCO3 aqueous solution, dried oyer MgSO4, filtered and concentrated. The residue was purified by coiumn chromatography on silica gel (40-80% EtOAc/Hexanes, linear gradient), to giye the titie compound.

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

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