Downstream synthetic route of 710972-40-0

710972-40-0 tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate 43652134, 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.710972-40-0,tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

111 { l-[2-(lH-Indazol-4-ylV4-morpholin-4-yl-thienor3,2-d”|pyrimidin-6-ylmethyl1- piperidin-4-vU-(2-methoxy-ethyl)-(2,2,2-trifluoro-ethyl)-amine. Via [l-(2-Chloro-4-mophiholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-piperidin-4- yl]-(2-methoxy-ethyl)-(2,2,2-trifluoro-ethyl)-amine, prepared from (2-methoxy- ethyl)-piperidin-4-yl-(2,2,2-trifluoro-ethyl)-amine.Amine preparation: l-BOC-4-piperidinone (2.0Og) and 2-methoxyethylamine (872muL) were stirred together in MeOH (2OmL) at room temperature overnight. Sodium borohydride (760mg) was then added portionwise and the reaction mixture was allowed to stir further at ambient temperature. After 16 h, the solvent was removed in vacuo, the residue was diluted with DCM, washed with brine, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield 4-(2-methoxy-ethylamino)-piperidine-l-carboxylic acid tert-butyl ester as a colourless oil (1.69g).To a solution of 4-(2-methoxy-ethylamino)-piperidine-l-carboxylic acid tert- butyl ester (500mg) in DCM (5mL) and triethylamine (540muL) was added trifluoroacetic anhydride (548muL). The reaction mixture was stirred at room temperature overnight, diluted with DCM, washed with brine, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield 4-[(2-methoxy-ethyl)-(2,2,2-trifluoro-acetyl)-amino]-piperidine- 1 -carboxylic acid tert-huy ester as an oil (685mg).To a solution of 4-[(2-methoxy-ethyl)-(2,2,2-trifiuoro-acetyl)-amino]- piperidine-1 -carboxylic acid tert-butyl ester (685mg) in dry THF (7mL) was added borane-methyl sulfide complex (405uL) at O0C under inert atmosphere. The reaction mixture was refluxed for 3 h, and then stirred at room temperature overnight, quenched with MeOH, diluted with DCM, washed with brine, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield 4-[(2-methoxy-ethyl)-(2,2,2-trifluoro-ethyl)-amino]-piperidine-l -carboxylic acid tert-huy ester as an oil (635mg). Treatment of this compound with HCl in DCM/MeOH furnished the desired amine, isolated as the hydrochloride salt. EPO 1H NMR (400MHz, CDCl3) 1.55-1.64 (2H, m), 1.76-1.82 (2H, m), 2.12-2.18 (2H, m), 2.58-2.62 (IH, m), 2.86 (2H, t, J=6.3Hz), 3.03-3.08 (2H, m), 3.20 (2H, q, J=9.4Hz), 3.33 (3H, s), 3.45 (2H, t, J=6.4Hz), 3.84 (2H, s), 4.00 (4H, t, J=5.1Hz), 7.22 (IH, s), 7.49 (IH, t, J=7.2Hz), 7.48 (IH, d, J=8.3Hz), 8.28 (IH, d, J=7.1Hz), 8.90 (IH, s), 10.00 (IH, br); MS (ESI+) 590 (MH+)., 710972-40-0

710972-40-0 tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate 43652134, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; PIRAMED LIMITED; WO2006/46031; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Analyzing the synthesis route of 710972-40-0

As the paragraph descriping shows that 710972-40-0 is playing an increasingly important role.

710972-40-0, tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

710972-40-0, 135 {l-r2-(lH-Indazol-4-yl)-4-mophiholin-4-yl-thienor3.2-dlpyrimidin-6-ylmethyl1- piperidin-4-yl|-isopropyl-(2-methoxy-ethyl)-amine.Via [l-(2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)- piperidin-4-yl]-isopropyl-(2-methoxy-ethyl)-amine, prepared from isopropyl-(2- methoxy-ethyl)-piperidin-4-yl-amine.Amine preparation: A mixture of 4-(2-methoxy-ethylamino)-piperidine-l- carboxylic acid tert-butyl ester (see preparation of 121) (300mg) and 2- bromopropane (1.2OmL) in MeCN (3mL) with potassium carbonate (192mg) were heated at 6O0C in a sealed tube for 7 days. The reaction mixture was cooled down, diluted with DCM, washed with brine, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield 4-[isopropyl-(2- methoxy-ethyl)-amino]-piperidine-l -carboxylic acid tert-butyl ester as an oil EPO (131mg). Treatment of this compound with HCl in DCM/MeOH and basic wash with aqueous sodium bicarbonate yielded the desired amine.1H NMR (400MHz, CDCl3) 1.03 (6H, d, J=6.6Hz), 1.62-1.72 (4H, m), 2.08-2.14 (2H, m), 2.52-2.60 (IH, m), 2.69 (2H, t, J=7.4Hz), 3.03-3.12 (4H, m), 3.33 (2H, t, J=7.3Hz), 3.35 (3H, s), 3.82 (2H, s), 3.92 (4H, t, J=4.5Hz), 4.05 (4H, t, J=4.5Hz), 7.35 (IH, s), 7.51 (IH, t, J=8.0Hz), 7.59 (IH, d, J=8.3Hz), 8.29 (IH, d, J=6.6Hz), 9.03 (IH, s), 10.10 (IH, br); MS (ESI+) 550 (MH+).

As the paragraph descriping shows that 710972-40-0 is playing an increasingly important role.

Reference:
Patent; PIRAMED LIMITED; WO2006/46031; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Brief introduction of 710972-40-0

As the paragraph descriping shows that 710972-40-0 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.710972-40-0,tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.,710972-40-0

Step 2: To a solution of compound 21a (1 eq.) in dichloromethane, compound 11a (1.5 eq.HOAT (1.5 eq.), HATU (2 eq.), DIPEA (6 eq.), stirred at room temperature for 12 hours.The solvent is then sparged and isolated by direct column chromatography to afford intermediate 21b.

As the paragraph descriping shows that 710972-40-0 is playing an increasingly important role.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Chinese Academy Of Sciences Shanghai Life Sciences Institute; Zhang Ao; Gao Daming; Ni Jiabin; Hu Hongli; Ding Chunyong; (55 pag.)CN107814792; (2018); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Some tips on 710972-40-0

The synthetic route of 710972-40-0 has been constantly updated, and we look forward to future research findings.

710972-40-0, tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 2,6-dibromo-4-nitropyridine (4 g, 14.19 mmol) and 103A (9.17 g, 35.5 mmol) in 1,4 dioxane (40 mL) was refluxed in pressure tube at 130 C for 16 h. 1,4 dioxane was removed completely. Purification by flash chromatography gave 103B (viscous liquid, 3 g, 6.53 mmol, 46.0 % yield). LC-MS Anal.Calc?d for Ci8Eh7BrN4C>5 458.1, found [M+H] 459.2 Tr = 1.40 min (Method T)., 710972-40-0

The synthetic route of 710972-40-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; MARKWALDER, Jay A.; SHAN, Weifang; WILLIAMS, David K.; NARA, Susheel Jethanand; ROY, Saumya; THANGAVEL, Soodamani; CHERUKU, Srinivas; SISTLA, Ramesh Kumar; (230 pag.)WO2020/23355; (2020); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Brief introduction of 710972-40-0

As the paragraph descriping shows that 710972-40-0 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.710972-40-0,tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.,710972-40-0

To a mixture of 4-(2-methoxy-ethylamino)-piperidine-l-carboxylic acid tert- butyl ester (465 mg), and 2-thiazolecarboxaldehyde (190 mul) stirring in anhydrous 1,2- dichloroethane (5 ml) was added glacial acetic acid (1 equiv.) and sodium triacetoxyborohydride (458 mg). The reaction mixture was stirred for 12 hours at room temperature, then diluted with dichloromethane (40 ml), washed with brine, dried (MgSO4) and the solvents removed in vacuo. The residue was purified using flash silica chromatography to give 4[(2-methoxy-ethyl)-thiazol-2-ylmethyl-amino]- pipreidine-1-carboxylic acid tert-butyl ester (574 mg). Treatment of this compound with HCl in dichloromethane/methanol and a basic wash with sodium hydrogen carbonate yielded (2-methoxy-ethyl)-piperidin-4-yl-thiazol-2-ylmethyl-amine.

As the paragraph descriping shows that 710972-40-0 is playing an increasingly important role.

Reference:
Patent; PIRAMED LIMITED; WO2007/122410; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Analyzing the synthesis route of 710972-40-0

As the paragraph descriping shows that 710972-40-0 is playing an increasingly important role.

710972-40-0,710972-40-0, tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 4-(2- methoxy-ethylamino)-piperidine-l-carboxylic acid tert-butyl ester (425mg) stirring in anhydrous acetonitrile (10 ml) was added benzyl bromide (215 mul), followed by potassium carbonate (340 mg) and the reaction mixture heated to reflux for 12 hours. The reaction mixture was cooled and diluted with dichloromethane (30 ml), washed with water, brine and dried (MgSO4). The solvents were removed in vacuo to give a residue which was purified by silica flash chromatography to give 4-[benzyl- (2-methoxy-ethyl)-amino]-piperidine- 1-carboxylic acid tert-butyl ester as a white solid (484 mg).

As the paragraph descriping shows that 710972-40-0 is playing an increasingly important role.

Reference:
Patent; PIRAMED LIMITED; WO2007/122410; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Simple exploration of 710972-40-0

The synthetic route of 710972-40-0 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.710972-40-0,tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

710972-40-0, Cvclopropylmethyl-{l-[2-(lH-indazol-4-yl)-4-morpholin-4-yl-thienor3,2- d1pyrimidin-6-ylmethyl1-piperidin-4-yl}-(2-methoxy-ethyl)-amine (108).Prepared via [l-(2-Chloro-4-mophiholin-4-yl-thieno[3,2-d]pyrimidin-6- ylmethyl)-piperidin-4-yl]-cyclopropylmethyl-(2-methoxy-ethyl)-amine, prepared from cyclopropylmethyl-(2-methoxy-ethyl)-piperidin-4-yl-amine. Amine preparation: l-BOC-4-piperidone (500mg) and 2-methoxyethylamine(218muL) were stirred in MeOH at room temperature. After 16 h, sodium borohydride was added (190mg) carefully. After a further 3 h, the reaction mixture was diluted with DCM, washed with water, dried (MgSO4) and the solvent removed in vacuo to yield 4-(2-methoxy-ethylamino)-piperidine-l-carboxylic acid tert-butyl ester (560mg).A mixture of 4-(2-methoxy-ethylamino)-piperidine-l-carboxylic acid tert- butyl ester (525mg), cyclopropylmethyl bromide (218muL) and potassium carbonate (340mg) was heated to reflux in MeCN for 16 h. After cooling the reaction mixture was diluted with chloroform, washed with brine, dried (MgSO4) and the solvent removed in vacuo to yield 4-[cyclopropylmethyl-(2-methoxy-ethyl)-amino]- piperidine-1-carboxylic acid tert-butyl ester (475mg). Removal of the BOC group with HCl yielded the desired compound, which was isolated as the hydrochloride salt.1H NMR (400MHz, CDCl3): -0.01-0.01 (2H, m), 0.40-0.48 (2H, m), 1.45-1.60 (3H, m), 1.62-1.70 (2H, m), 1.97-2.04 (2H, m), 2.33 (2H, d), 2.52-2.61 (IH, m), 2.67 (2H, t), 2.92-3.00 (2H, m), 3.25 (3H, s), 3.34 (2H, t), 3.71 (2H, s), 3.82 (4H, t), 4.00 (4H, t), 7.22 (IH, s), 7.49 (IH, t), 7.48 (IH, d), 8.28 (IH, d), 8.90 (IH, s), 10.00 (IH, br); MS (ESf) 562 (MH+).

The synthetic route of 710972-40-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PIRAMED LIMITED; WO2006/46031; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

New learning discoveries about 710972-40-0

710972-40-0 tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate 43652134, apiperidines compound, is more and more widely used in various fields.

710972-40-0, tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

710972-40-0, 133 (l-r2-(‘lH-Indazol-4-v?-4-morpholin-4-yl-thieno^3.2-dlpyrimidin-6-ylmethyll- piperidin-4-yU-(2-methoxy-ethyl)-miazol-2-ylmethyl-amine.Via [l-(2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)- piperidin-4-yl]-(2-methoxy-ethyl)-thiazol-2-ylmethyl-amine, prepared from (2- methoxy-ethyl)-piperidin-4-yl-thiazol-2-ylmethyl-amine.Amine preparation: 4-(2-Methoxy-ethylamino)-piperidine-l-carboxylic acid tert-butyl ester (465mg) and 2-thiazolecarboxaldehyde (19OuI) were stirred in dry 1,2-dichloroethane (5mL)for 1 h. Next were added acetic acid (1 eq.) and sodium triacetoxyborohydride (458mg). The reaction mixture was stirred at room temperature overnight, diluted with DCM, washed with brine, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield 4-[(2-methoxy-ethyl)-thiazol-2-ylmethyl-amino]-piperidine-l-carboxylic acid tert-buty ester (574mg). Treatment of this compound with HCl in DCM/MeOH and basic wash with sodium hydrogen carbonate yielded the desired amine. 1H NMR (400MHz, CDCl3) 1.62-1.73 (2H, m), 1.81-1.88 (2H, m), 2.06-2.14 (2H, m), 2.60-2.68 (IH, m), 2.88 (2H, t, J=6.4Hz), 3.02-3.08 (2H, m), 3.30 (3H, s), 3.49 (2H, t, J=6.4Hz), 3.82 (2H, s), 3.92-3.96 (4H, m), 4.10 (2H, s), 4.10-4.14 (4H, m), 7.22 (IH, d, J=3.2), 7.35 (IH, s), 7.51 (IH, t, J=8.0Hz), 7.59 (IH, d, j=8.3), 7.72 (IH, d, j=3.2), 8.29 (IH, d, J=6.6Hz), 9.03 (IH, s), 10.10 (IH, br); MS (ESI+) 605 (MH+).

710972-40-0 tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate 43652134, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; PIRAMED LIMITED; WO2006/46031; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Simple exploration of 710972-40-0

710972-40-0, The synthetic route of 710972-40-0 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.710972-40-0,tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a suspension mixture of 3-oxo-3,4-dihydro-2/-/-pyrido[3,2-jb][1 ,4]thiazine-6- carboxylic acid (60 mg, 0.28 mmol) in DCM (3 mL) were added oxayl chloride (0.13 mL, 1.4 mmol) and the catalytic amount of DMF. After 2.5 h at 25 0C, the mixture was concentrated to provide a brown residue which was re-dissolved in anhydrous DCM (1 mL). The solution was treated with a solution of 1 ,1 -dimethylethyl 4-{[2- (methyloxy)ethyl]amino}-1 -piperidinecarboxylate (80 mg, 0.25 mmol) with triethylamine (0.08 mL, 0.25 mmol). After stirred at 25 0C for 12 hr, the mixture was partitioned between DCM and the aqueous solution of Na2CO3. The aqueous phase was extracted several times with DCM. The organic fractions were combined, concentrated and purified with column chromatography (silica, 0-10% MeOH in DCM) to generate the title compound as an off-white solid (100 mg, 71%): LC/MS (ES) m/e 451 (M+H)+

710972-40-0, The synthetic route of 710972-40-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/16610; (2007); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Some tips on 710972-40-0

The synthetic route of 710972-40-0 has been constantly updated, and we look forward to future research findings.

710972-40-0, tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

710972-40-0, 137 N-(l-[2-(lH-Indazol-4-ylV4-mophiholin-4-yl-thienor3,2-d1pyrimidin-6- ylmethvH-piperidin-4-vU-N-(2-methoxy-ethyl)-methanesulfonarnide. EPO Via N- [ 1 -(2-chloro-4-mophiholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)- piperidin-4-yl]-N-(2-methoxy-ethyl)-methanesulfonamide, prepared from N-(2- methoxy-ethyl)-N-piperidin-4-yl-methanesulfonamide.Amine preparation: To a solution of 4-(2-methoxyethylamine)-piperidine-l- carboxylic acid tert-butyl ester (see preparation of 121) (0.50g) in DCM (1OmL) was added triethylamine (0.3OmL) followed by methanesulfonyl chloride (0.16mL). After stirring for 4 h the reaction mixture was then diluted with DCM, washed with sodium bicarbonate solution, dried (MgSO4) and the solvent removed in vacuo. The residue was purified by flash chromatography to yield 4-[methanesulfonyl-(2-methoxy- ethyl)-amino]-piperidine-l -carboxylic acid tert-bxxy ester (0.474g). Treatment of this compound with HCl in DCM/MeOH yielded the desired amine, which was isolated as the hydrochloride salt.1H NMR (400MHz, CDCl3) 1.78 (2H, m), 1.92 (2H, m), 2.21 (2H, t, J=10.9Hz), 2.90 (3H, s), 3.07 (2H, br d, J=I 1.6Hz), 3.38 (5H, m), 3.54 (2H, t, J=6.3Hz), 3.68 (IH, m), 8.83 (2H, s), 3.94 (4H, m), 4.10 (4H, m), 7.38 (IH, s), 7.50 (IH, t,J=7.7Hz), 7.60 (IH, d, J=8.2Hz), 8.29 (IH, d, J=7.1Hz), 9.02 (IH, s), 10.10(1H, br s); MS (ESI+) 586 (MH+).

The synthetic route of 710972-40-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PIRAMED LIMITED; WO2006/46031; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem