Category: 314741-40-7

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

To (E)-3-(2-((5-methyl-2 H-tetrazol-2-yI)methyl)-4-(trifluoromethyl) phenyl)acrylic acid(Intermediate AB) (100 mg, 0.320 mmol) in NMP (1.5 mL) was added HATU (146 mg, 0.384 mmol) and the mixture was stirred for 5 minutes. (S)-tert-Butyl 3-(hydroxymethyl) piperazine1-carboxylate (69.3 mg, 0.320 mmol) was added followed by DIPEA (0.168 mL, 0.961 mmol) and the reaction mixture was stirred at room temperature for 2 h. The resulting mixture was poured into water and extracted with EtOAc. The organics were washed with water,saturated sodium bicarbonate solution, water, brine and dried using a phase separating column. The solvent was removed under reduced pressure. Purification of the crude product by chromatography on silica using a gradient from 0 – 100% EtOAc in iso-hexane afforded the title compound;LC-MS: Rt = 1.30 mins; [M+H] 511.3, Method 2minHighpHvo3.1H NMR (400 MHz, DMSO-d6) O 8.12-7.98 (1H, mult), 7.90-7.72 (3H, mult), 7.22 (1H, d),6.11 (2H, 5), 4.90 (1H, br), 4.56-3.74 (4H, mult), 3.45 (2H, br), 3.06-2.74 (3H mult), 2.42 (3H,5), 1.42 (9H, 5).

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; NOVARTIS AG; BEATTIE, David; BAETTIG, Urs; LEGRAND, Darren Mark; LISTER, Andrew Stuart; MCKENNA, Jeffrey; PEARCE, David William; SANDHAM, David Andrew; STEWARD, Oliver Ross; THOMSON, Christopher; WO2015/8230; (2015); 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

A vial was charged with (S)-tert-butyl 3 -(hydroxymethyl)piperazine-l -carboxylate (367.3 mg, 1.647 mmol) and 2-(tert-butoxymethyl)oxirane (243.3 mg, 1.850 mmol) in ethanol (3 mL). The mixture was heated at 120 C for 30 min using microwave. The mixture was cooled to room temperature, concentrated to remove all of solvents. The residue was purified with flash column chromatography on silica gel using 1-10% methanol in dichloromethane to afford the final product as colorless oil (497.5 mg) in 87% yield. NMR (500 MHz, Chloroforn /) delta 3.86 – 3.80 (m, 2H), 3.71 – 3.68 (m, lH), 3.53 – 3.41 (m, 2H), 3.40 – 3.35 (m, 2H), 3.24 (dd, J = 9.1, 6.6 Hz, 1H), 3.10 (br, 1H), 2.91 (m, 1H), 2.83 – 2.75 (m, 1H), 2.48 (dd, J = 13.1, 7.6 Hz, 2H), 2.39 – 2.30 (m, 1H), 1.44 (s, 9H), 1.18, 1.17 (2s, 9 H). MS for C17H34N2O5: 347.2 (MH+)., 314741-40-7

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

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

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

2,6-Difluoro-3-(oxiran-2-yl)benzonitrile (1.50 g, 8.28 mmol) and (5)-4-N-BOC-2-hydroxymethylpiperazine (2.40 g, 11.1 mmol) were suspended in ethanol (15 mL) then heated in a microwave apparatus for 30 min at 150 C. The reaction mixture was cooled and evaporated dryness. The residue was purified by chromatography through a 120g Redi-sep column eluting with 5%>MeOH/95%> EtOAc to yield the title compound LC-MS: M+l= 398., 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; 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

60% Sodium hydride (60 mg, 1.49 mmol) was added to a suspension of te/t-butyl (S)-3- (hydroxymethyl)piperazine-l-carboxylate (161 mg, 0.75 mmol) and 7-bromo-6-chloro-5-fluoro-2- morpholinoquinazolin-4(3/-/)-one (208 mg, 0.57 mmol) in THF (10 ml) at 0C under nitrogen and stirred for 5 minutes. The reaction mixture was allowed to warm to room temperature then stirred at 65C for 1 hour, allowed to cool, then quenched at 0C with acetic acid (0.1 ml). The reaction mixture was diluted with ethyl acetate (50 ml), washed with aqueous 2M potassium carbonate solution (10 ml) then dried (MgS04) and the solvent evaporated. The residue was purified by flash silica chromatography, elution gradient 0 to 10% 2N methanolic ammonia in DCM. Pure fractions were evaporated to dryness to afford te/t-butyl (S)-3-(((7-bromo-6-chloro-2-morpholino-4-oxo-3,4-dihydroquinazolin-5- yl)oxy)methyl)piperazine-l-carboxylate (215 mg, 67%) as a white foam, m/z: ES+ [M+H]+ 558 / 560., 314741-40-7

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

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

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

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 C: tert-butyl(3S)-3-(hydroxymethyl)-4-[2-hydroxy-2-( 1-oxo- 1 ,3-dihydro-2-benzofuran-5-yl)ethyll piperazine- 1 -carboxylate: 5- (Oxiran-2-yl)-2-benzofuran- 1 (3H)-one (1.5 g, 8.5 mmol)and commercially available (S)-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 degas sed then heated for 60 mm 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, andconcentrated to dryness. The crude product was purified by MPLC using an 80g Redi-sep column and eluted with 50%-i 00% EtOAc hexane yielding the title compound.

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

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

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

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

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.

(e) [2S]-4-t-Butoxycarbonyl-1-heptyl-2-hydroxymethylpiperazine A solution of Example 1(d) (25 ml) was treated with anhydrous potassium carbonate (1.76 g) and n-heptyl iodide (2.88 g) and stirred at room temperature for 18 hours. The mixture was evaporated to dryness, treated with sodium carbonate solution, extracted with dichloromethane, dried, and chromatographed on silica gel eluding with 30-50% ethyl acetate-hexane to afford a pale yellow oil (1.5 g) with ee >98% by chiral HPLC [Chirapak AD column; with hexane-ethanol (97:3)]., 314741-40-7

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

Reference：
Patent; SmithKline Beecham Corporation and SmithKline Beecham p.l.c.; US2003/203917; (2003); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics