Category: 832715-51-2

832715-51-2, Isopropyl 4-hydroxypiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

832715-51-2, Step 3: 1 -Methylethyl 4-({7-[5-(methylthio)-2-pyridinyl]-6,7-dihydro-5H-pyrrolo[2,3- c/]pyrimidin-4-yl}oxy)-1 -piperidinecarboxylate (201) To a stirred solution of 200 (652 mg, 2.35 mmol) and 1 -methylethyl 4-hydroxy-1- piperidinecarboxylate 9 (526 mg, 2.81 mmol) in THF (24 mL) was added NaH (60% dispersion in mineral oil, 282 mg, 7.05 mmol) in one portion at RT. The reaction mixture was heated to reflux for 18 h, cooled to RT, and quenched with water (20 mL). The mixture was extracted with EtOAc (3 x 50 mL), dried over MgSO4, filtered, and concentrated under reduced pressure. The crude oil was purified using SiO2 flash chromatography (40% EtOAc in hexanes) to give 373 mg (37%) of the title product 201 as a colorless oil. 1H NMR (400 MHz, CDCI3): delta 8.73 – 8.66 (m, 1 H), 8.42 – 8.39 (m, 1 H), 8.30 (d, J = 2.4 Hz, 1 H), 8.77 – 8.70 (m, 1 H), 5.39 – 5.32 (m, 1 H), 4.92 (septuplet, J = 6.1 Hz, 1 H), 4.46 – 4.36 (m, 2 H), 3.85 – 3.76 (m, 2 H), 3.36 – 3.30 (m, 2 H), 3.12 – 3.05 (m, 2 H), 2.48 (s, 3 H), 2.03 – 1.95 (m, 2 H), 1.79 – 1.70 (m, 2 H), 1.25 (d, J = 6.4 Hz, 6 H); LCMS (ESI): m/z 430 (M + H)+.

The synthetic route of 832715-51-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/8895; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.832715-51-2,Isopropyl 4-hydroxypiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

832715-51-2, 4,6-Dichloro-5-methylpyrimidine (1) (2.4235 Kg, 1.000 equivalents) and 4-hydroxypiperidine-1-carboxylic acid isopropyl ester (2) (2.8182 Kg, 1.012 equivalents) were dissolved in tetrahydrofuran (THF, 25.0028 Kg), and the resulting solution was cooled to -15 to -10 C. To the cold solution, potassium-tert-butoxide in tetrahydrofuran (1 M, 12.6051 Kg, 0.9399 equivalents) was added at a rate sufficiently slow to maintain the reaction mixture below 0 C. with reactor jacket cooling. The reaction mixture was then stirred at about -5 C. for about 2 hours before an additional portion of potassium-tert-butoxide in tetrahydrofuran (1 M, 0.5692 Kg, 0.0424 equivalents) was added to achieve >97% conversion of the pyrimidine after an additional hour of stirring at about -5 C. Most of the solvent was then removed by distillation at 30-65 C., 80 torr. Addition of water (19.9681 Kg) to the evaporation residue precipitated the product. Distillative removal of THF was then completed at 30-65 C., 80 torr, and the resulting stirred slurry was cooled to 0 C. for an hour. The solids were then collected by suction filtration, washed with water (8.011 Kg, 4 C.), and vacuum dried to constant weight at 50 C., 40 torr to provide product (3) (4.491 Kg, 96.3% yield).

As the paragraph descriping shows that 832715-51-2 is playing an increasingly important role.

Reference£º
Patent; Gharbaoui, Tawfik; Fritch, John R.; Krishnan, Ashwin M.; Throop, Beverly Wolgast; Kato, Naomi S.; US2006/155129; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.832715-51-2,Isopropyl 4-hydroxypiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

832715-51-2, Step 3: 1 -Methylethyl 4-({7-[6-(methylthio)-3-pyridinyl]-6,7-dihydro-5H-pyrrolo[2,3- c/]pyrimidin-4-yl}oxy)-1 -piperidinecarboxylate (206) To a stirred solution of 205 (1.31 g, 4.71 mmol) and 1 -methylethyl 4-hydroxy-1- piperidinecarboxylate 9 (1.06 g, 5.65 mmol) in THF (47 ml.) was added NaH (60% dispersion in mineral oil, 565 mg, 14.13 mmol) in one portion at RT. The reaction mixture was heated to reflux for 18 h, cooled to RT, and quenched with water (10 ml_). The mixture was extracted with EtOAc (3 x 75 ml_), dried over MgSO4, filtered, and concentrated under reduced pressure. The crude oil was purified using SiO2 flash chromatography (40% EtOAc in hexanes) to give 500 mg (25%) of the title product 206 as a colorless oil. 1H NMR (400 MHz, CDCI3): delta 8.58 (d, J = 2.7 Hz, 1 H), 8.41 – 8.37 (m, 1 H), 8.27 (s, 1 H), 7.21 (d, J = 8.8 Hz, 1 H), 5.32 (septuplet, J = 3.9 Hz, 1 H), 4.91 (app. quintuplet, J = 6.1 Hz, 1 H), 4.05 (t, J = 8.8 Hz, 2 H), 3.82 – 3.75 (m, 2 H), 3.35 – 3.28 (m, 2 H), 3.08 (t, J = 8.8 Hz, 2 H), 2.59 (s, 3 H), 2.00 – 1.93 (m, 2 H), 1.75 – 1.67 (m, 2 H), 1.24 (d, J = 6.8 Hz, 6 H); LCMS (ESI): m/z 430 (M + H)+.

832715-51-2 Isopropyl 4-hydroxypiperidine-1-carboxylate 16745126, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/8895; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem