Brief introduction of 163271-08-7

163271-08-7, 163271-08-7 tert-Butyl (4-methylpiperidin-4-yl)carbamate 19691370, apiperidines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.163271-08-7,tert-Butyl (4-methylpiperidin-4-yl)carbamate,as a common compound, the synthetic route is as follows.

To a solution of 3-(benzyloxy)-5-bromo-2-(2,3-dichlorophenyl)pyrazine (90.0 mg, 220 muetaiotaomicron, 1 equiv) in toluene (1 mL) was added ter/-butyl(4-methylpiperidin-4-yl)carbamate (70.5 mg, 329 muiotaetaomicron, 1.5 equiv), NaOt-Bu (42.2 mg, 439 muiotaetaomicron, 2 equiv), [l-(2- diphenylphosphanyl-l-naphthyl)-2-naphthyl]-diphenyl-phosphane (137 mg, 219 muiotaetaomicron, 1 equiv) and Pd2(dba)3 (10.0 mg, 11.0 mumol, 0.05 equiv). The reaction mixture was then warmed to 90 C and stirred for 1 hour. The reaction mixture was then filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography to give fer/-butyl(l-(6- (benzyloxy)-5-(2,3-dichlorophenyl)pyrazin-2-yl)-4-methylpiperidin-4-yl)carbamate (100 mg, 184 mupiiotaomicron, 83.8% yield) as a white solid.

163271-08-7, 163271-08-7 tert-Butyl (4-methylpiperidin-4-yl)carbamate 19691370, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; REVOLUTION MEDICINES, INC.; JOGALEKAR, Ash; WON, Walter; KOLTUN, Elena S.; GILL, Adrian; MELLEM, Kevin; AAY, Naing; BUCKL, Andreas; SEMKO, Christopher; KISS, Gert; (496 pag.)WO2018/13597; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Some tips on 163271-08-7

163271-08-7, As the paragraph descriping shows that 163271-08-7 is playing an increasingly important role.

163271-08-7, tert-Butyl (4-methylpiperidin-4-yl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A flask was charged with triphosgene (12.2 g, 41.1 mmol, 1.50 equiv), DCM (50 mL), l, l, l,3,3,3-hexafluoropropan-2-ol (20.6 g, 122 mmol, 4.50 equiv). N,N-diisopropylethylamine (17.6 g, 136 mmol, 5.00 equiv) was added dropwise at 0 C. The resulting solution was stirred for 2 h at 0 C. t-Butyl N-(4-methylpiperidin-4-yl)carbamate (5.84 g, 27.2 mmol, 1.00 equiv) was added. The resulting solution was stirred for 2 h at 0 C and quenched with water (100 mL), as described in Example 6, Step 4. The residue was chromatographed on a silica gel column to provide 4.90 g (44% yield) of l, l, l,3,3,3-hexafluoropropan-2-yl 4-((t-butoxycarbonyl)amino)-4- methylpiperidine-l-carboxylate as a yellow oil. LCMS (ESI, m/z): 409 [M+H]+.

163271-08-7, As the paragraph descriping shows that 163271-08-7 is playing an increasingly important role.

Reference£º
Patent; ABIDE THERAPEUTICS, INC.; GRICE, Cheryl A.; WEBER, Olivia D.; BUZARD, Daniel J.; SHAGHAFI, Michael B.; JONES, Todd K.; (275 pag.)WO2019/46318; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Analyzing the synthesis route of 163271-08-7

163271-08-7 tert-Butyl (4-methylpiperidin-4-yl)carbamate 19691370, apiperidines compound, is more and more widely used in various fields.

163271-08-7, tert-Butyl (4-methylpiperidin-4-yl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 5-bromo-2-(2,3-dichlorophenyl)sulfanyl-3-[(4- methoxyphenyl)methoxy]pyrazine (1.40 g, 2.96 mmol, 1.00 equiv) and tert-butyl N-(4-methyl-4- piperidyl)carbamate (824.66 mg, 3.85 mmol, 1.30 equiv) in toluene (10.00 mL) was added NaOt-Bu (568.91 mg, 5.92 mmol, 2.00 equiv), BINAP (184.3 mg, 0.296.00 mmol, 0.10 equiv) and Pd2(dba)3 (135.53 mg, 0.148 mmol, 0.05 equiv) at 20 C. The mixture was stirred at 130 C by microwave heating for 3 hours under N2. The residue was purified by column chromatography to give tert-butyl N-[l-[5-(2, 3-dichlorophenyl) sulfanyl-6-[(4-methoxyphenyl) methoxy] pyrazin-2-yl]-4-methyl-4-piperidyl] carbamate (500 mg, 0.825 mmol, 27%) as a yellow oil., 163271-08-7

163271-08-7 tert-Butyl (4-methylpiperidin-4-yl)carbamate 19691370, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; REVOLUTION MEDICINES, INC.; JOGALEKAR, Ash; WON, Walter; KOLTUN, Elena S.; GILL, Adrian; MELLEM, Kevin; AAY, Naing; BUCKL, Andreas; SEMKO, Christopher; KISS, Gert; (496 pag.)WO2018/13597; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

New learning discoveries about 163271-08-7

The synthetic route of 163271-08-7 has been constantly updated, and we look forward to future research findings.

163271-08-7, tert-Butyl (4-methylpiperidin-4-yl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 6-chloro-3-(2,3-dichlorophenyl)pyrazine-2-carbonitrile (50 mg, 176 mupiiotaomicron, 1 equiv) and ter/-butyl(4-methylpiperidin-4-yl)carbamate (56.5 mg, 264 mupiiotaomicron, 1.5 equiv) in dioxane (1 mL) and DIPEA (1 mL) was warmed to 120 C and stirred for 2 hours. The mixture was then concentrated under reduced pressure to give ter/-butyl(l-(6-cyano-5-(2,3- dichlorophenyl)pyrazin-2-yl)-4-methylpiperidin-4-yl)carbamate (80 mg, crude) as a yellow oil which was used directly in the next step without further purification. LC-MS (ESI): m/z: [M + H] calculated for C22H25C12N502: 462.14; found 462.0., 163271-08-7

The synthetic route of 163271-08-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; REVOLUTION MEDICINES, INC.; JOGALEKAR, Ash; WON, Walter; KOLTUN, Elena S.; GILL, Adrian; MELLEM, Kevin; AAY, Naing; BUCKL, Andreas; SEMKO, Christopher; KISS, Gert; (496 pag.)WO2018/13597; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Simple exploration of 163271-08-7

As the paragraph descriping shows that 163271-08-7 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.163271-08-7,tert-Butyl (4-methylpiperidin-4-yl)carbamate,as a common compound, the synthetic route is as follows.

Ethyl 3-chloro-6-(2,3-dichlorophenyl)-5-methoxypyrazine-2-carboxylate (158 mg, 0.44 mmol, 1 equiv), tert-butyl(4-methylpeperidin-4-yl)carbamate (141 mg, 0.7 mmol, 1.5 equiv) and DIPEA (0.15 mL, 0.9 mmol, 2 equiv) were dissolved in DMF (3.16 mL) in glass sealed reactor. The reaction mixture was stirred at 85 C overnight. After cooling to room temperature, water was added and product was purified via column chromatography (Si02, 0- 20%) ethyl acetate in hexane) to afford ethyl 3-{4-[(tert-butoxycarbonyl)amino]-4- methylpiperidin-l-yl}-6-(2,3-dichlorophenyl)-5-methoxypyrazine-2-carboxylate (210 mg, 89%). 1H NMR (400 MHz, DMSO-i) delta 7.70 (dd, J = 6.9, 2.7 Hz, 1H), 7.48 – 7.40 (m, 2H), 6.65 (s 1H), 4.27 (q, J= 7.0 Hz, 2H), 3.88 (s 3H), 3.61 (m, 2H), 2.14 (m, 2H), 1.57 – 1.48 (m, 2H), 1.41 (s, 9H), 1.32 – 1.25 (m, 6H), 163271-08-7

As the paragraph descriping shows that 163271-08-7 is playing an increasingly important role.

Reference£º
Patent; REVOLUTION MEDICINES, INC.; JOGALEKAR, Ash; WON, Walter; KOLTUN, Elena S.; GILL, Adrian; MELLEM, Kevin; AAY, Naing; BUCKL, Andreas; SEMKO, Christopher; KISS, Gert; (496 pag.)WO2018/13597; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Downstream synthetic route of 163271-08-7

The synthetic route of 163271-08-7 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.163271-08-7,tert-Butyl (4-methylpiperidin-4-yl)carbamate,as a common compound, the synthetic route is as follows.,163271-08-7

Preparation of tert-butyl (l-(5-(3-cvano-6-hydroxypyrazolorL5-a1pyridin- 4-yl)pyridin-2-yl)-4-methylpiperidin-4-yl)carbamate. To a solution of 4-(6-fluoropyridin-3- yl)-6-hydroxypyrazolo[l,5-a]pyridine-3-carbonitrile (Intermediate P66; 3.0 g, 9.44 mmol) and tert-butyl 4-methylpiperidin-4-ylcarbamate (2.83 mg, 13.2 mmol) in DMSO (12 mL) was added DIEA (4.93 mL, 28.3 mmol). The reaction was stirred 16 h at 90C. After cooling to ambient temperature, the reaction mixture was diluted into water and acidified to pH 5 using a 10% citric acid solution and stirred for 15 min at ambient temperature. The suspension was filtered and the precipitate was rinsed with water. The isolated solids were dissolved in 4: 1 DCM:IPA and dried over anhydrous Na2S04(S), filtered and concentrated in vacuo. The residue was purified using silica chromatography (5-75% EtOAc in DCM) to afford the title compound (assumed theoretical yield, 4.23 g) in sufficient purity for step 2. MS (apci) m/z= 449.3 (M+H)

The synthetic route of 163271-08-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ANDREWS, Steven W.; ARONOW, Sean; BLAKE, James F.; BRANDHUBER, Barbara J.; COLLIER, James; COOK, Adam; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; MCFADDIN, Elizabeth A.; MCKENNEY, Megan L.; MCNULTY, Oren T.; METCALF, Andrew T.; MORENO, David A.; RAMANN, Ginelle A.; TANG, Tony P.; REN, Li; WALLS, Shane M.; (946 pag.)WO2018/71454; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Some tips on 163271-08-7

163271-08-7, As the paragraph descriping shows that 163271-08-7 is playing an increasingly important role.

163271-08-7, tert-Butyl (4-methylpiperidin-4-yl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Methanesulfonyl chloride (0.18 ml_) was added to a solution of 3-[2-(3-{[tert- butyl(dimethyl)silyl]oxy}-2,2-dimethylpropyl)-4-(1 -hydroxyethyl)-1 -oxo-1 ,2- dihydroisoquinolin-6-yl]-Lambda/-cyclopropyl-5-fluoro-4-methylbenzamide (Example 41a, 1.1 g) and triethylamine (0.66 ml_) in DCM (9 ml_) at 0 0C. The solution (total volume 11 mL) was stirred for 10 min and then 1 h at room temperature to afford a stock solution (11 mL). Aliquots of this were used directly without further purification to prepare examples 41 – 45.A solution of terf-butyl (4-methylpiperidin-4-yl)carbamate (74 mg) in DCM (1 mL) was added to a 1 mL aliquot of the above stock solution and the reaction stirred for 20 h. 4 M HCI in dioxane (1 mL) was added and the reaction allowed to stir for a further 20 h. The volatiles were removed in vacuo and the crude material was dissolved in methanol (2 mL) and loaded onto a 10 g SCX cartridge. The impurities were washed through with methanol (75 mL) and discarded. The product was eluted with 1 N methanolic ammonia (75 mL) and evaporated in vacuo. Purification by preparative HPLC (Gemini-NX C18 column using a 95-5 % gradient of aqueous 0.1 % ammonia in methanol as eluent) afforded the title product (10 mg) as a solid. MS: APCI(+ve) 563 (M+H)+ 1H NMR delta (DMSO-Cl6) 8.52 (d, 1H)1 8.36 (d, 1H), 8.17 (s, 1H), 7.68 – 7.64 (m, 2H), 7.53 (dd, 1 H), 7.34 (s, 1H), 4.89 (t, 1H), 4.10 (s, 1 H), 3.94 (dd, 2H), 3.84 (q, 1 H), 3.32 (s, 4H), 3.17 (s, 1 H), 3.11 (d, 2H), 2.85 (sextet, 1H), 2.60 – 2.32 (m, 4H), 2.23 (d, 3H), 1.33 (d, 3H), s 0.98 (s, 3H), 0.87 (s, 6H), 0.69 (td, 2H), 0.58 – 0.54 (m, 2H)

163271-08-7, As the paragraph descriping shows that 163271-08-7 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; BROUGH, Stephen, John; LUKER, Timothy, Jon; ROBERTS, Bryan, Glyn; ST-GALLAY, Stephen, Anthony; WO2010/39079; (2010); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem