Analyzing the synthesis route of 65412-03-5

The synthetic route of 65412-03-5 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.65412-03-5,4-(2-Aminoethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.,65412-03-5

Working Example 83-1 Synthesis of 2-(2-(tetrahydropyran-4-yl)ethyl)benzoxazole 2-(4-Fluoro-3-nitrophenyl)benzoxazole (see Working Example 15-2) (800 mg, 3.1 mmol) was added to an acetonitrile (5 mL) solution containing 2-(tetrahydropyran-4-yl)ethylamine (520 mg, 3.9 mmol) and triethylamine (500 mg,3.9 mmol), and this was heated to reflux for 3 hours. After the reaction was complete, this was cooled to room temperature, water was added, and the precipitated crystals were filtered, washed with water and then dried. To a tetrahydrofuran solution (20 mL) of the crystals obtained was added 10% palladium-carbon (100 mg). A hydrogen atmosphere was substituted in the flask, and this was stirred overnight at room temperature. After the reaction was complete, this was filtered through Celite and the filtrate was concentrated. The residue obtained was purified by silica gel column chromatography to yield the title compound (450 mg, 43% yield) as a syrup. 1H-NMR (DMSO-d6) delta: 1.07-1.66 (7H, m), 2.95-3.34 (4H, m), 3.85 (2H, dd, J = 11.0, 3.5 Hz), 4.91 (2H, br), 5.18 (1H, t, J = 5.2 Hz), 6.56 (1H, d, J = 8.1 Hz), 7.26-7.43 (5H, m), 7.62-7.67 (2H, m).

The synthetic route of 65412-03-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sumitomo Chemical Company, Limited; EP2436683; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 65412-03-5

The synthetic route of 65412-03-5 has been constantly updated, and we look forward to future research findings.

65412-03-5, 4-(2-Aminoethyl)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,65412-03-5

5.1.79 EXAMPLE 79: SYNTHESIS OF 6-(4-HYDROXYPHENYL)- 1 -(2-(TETRAH YDRO-2H-P YRAN-4- YL)ETH YL)- 1 H- IMIDAZO[4,5-B]PYRAZIN-2(3H)-ONE[00466) A. 6-(4-Hydroxyphenyl)-l-(2-(tetrahydro-2H-pyran-4-yl)ethyl)-lH- imidazo[4,5-b]pyrazin-2(3H)-one. 4-(6-Bromo-5-(N,N-bis-boc-amino)pyrazin-2- yl)phenol {see Example 46.F) (100 mg, 0.2 mmol), 2-(tetrahydro-2H-pyran-4-yl)ethanamine (0.28 g, 2 mmol), and N-methylpyrrolidinone (2 mL) were heated in a Biotage Emrys Optimizer microwave reactor at 150 C for 10 min. The reaction was extracted with water and ethyl acetate. The organic layer was concentrated and then purified by reverse-phase semi-preparatory HPLC (5-70% acetonitrile + 0.1 % TFA in H2O + 0.1 % TFA, over 30 min). Product fractions were concentrated and then triturated with ether to give a white solid (45 mg, 62 % yield). 1H NMR (400 MHz, DMSO-^6) delta 11.92 (s, IH), 9.70 (s, IH), 8.37 (s, IH), 7.84 (d, J=8.6, 2H), 6.86 (d, J=8.6, 2H), 3.91 (t, J=7.0, 2H), 3.79-3.85 (m, 2H), 3.21 (td, J=I 1.7, 2.0, 2H), 1.67 – 1.75 (m, 4H), 1.44-1.53 (m, IH), 1.15-1.25 (m, 2H); MS (ESI) m/z 341.0 [M+ 1]+; mp 276-277 C.

The synthetic route of 65412-03-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2008/51493; (2008); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics