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
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