4677-18-3, 2-(Tetrahydro-2H-pyran-4-yl)ethanol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4677-18-3
Example 165: l-(2-Fluorobenzyl)-N-(l-(2-(tetrahydro-2H-pyran-4-yl)ethyl)-1H-pyrazol-4- yl)- 1 H-pyrazo lo [3 ,4-d]pyrimidin-6-amineThe following compound was made according to the procedure in Example 1, using l-(2- (tetrahydro-2H-pyran-4-yl)ethyl)-1H-pyrazol-4-amine and l-(bromomethyl)-2-fluorobenzeneTo prepare l-(2-(tetrahydro-2H-pyran-4-yl)ethyl)-1H-pyrazol-4-amine, diethyl azodicarboxylate (500mg, 451mu1, 2.86mmol) was added dropwise to a solution of 2- (tetrahydro-2H-pyran-4-yl) ethanol (287mg, 2.2mmol), 4-nitropyrazole (250mg, 2.2mmol), and triphenylphosphine (696mg, 2.64mmol) in anhydrous THF (lOmL). The reaction mixture was stirred at rt for 2h, diluted with DCM (lOOmL) and washed with water (50mL). The organics were collected, dried over MgS04, filtered and reduced in vacuo. The crude product was purified by flash chromatography (Petroleum ether 100% to petroleum ether/ethyl acetate, 70:30) to give the desired intermediate. The residue was dissolved in methanol (lOmL), palladium on carbon (50mg) was added and the reaction was stirred under a balloon of hydrogen for 18h. The resulting mixture was filtered through Celite and the filtrate concentrated in vacuo to afford l-(2-(tetrahydro-2H-pyran-4-yl)ethyl)-1H-pyrazol-4-amine which was used without further purification. 1H NMR (d6-DMSO) delta 9.88 (s, 1H), 8.92 (s, 1H), 8.19 – 7.99 (m, 2H), 7.57 (s, 1H), 7.40 – 7.32 (m, 1H), 7.30 – 7.19 (m, 2H), 7.19 – 7.12 (m, 1H), 5.60 (s, 2H), 4.13 (t, J = 7.0 Hz, 2H), 3.80 (dd, J = 11.5, 2.6 Hz, 2H), 3.21 (td, J = 11.5, 1.8 Hz, 2H), 1.72 (q, J = 7.0 Hz, 2H), 1.58 (dd, J = 12.8, 1.8 Hz, 2H), 1.50 – 1.33 (m, 1H), 1.26 – 1.10 (m, 2H); LC-MS method B, (ES+) 422.1, RT = 8.81min.
The synthetic route of 4677-18-3 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; CELLZOME LIMITED; RAMSDEN, Nigel; HARRISON, Richard John; OXENFORD, Sally; BELL, Kathryn; PITON, Nelly; DAGOSTIN, Claudio; BOUSSARD, Cyrille; RATCLIFFE, Andrew; WO2011/48082; (2011); A1;,
Tetrahydropyran – Wikipedia
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