137052-08-5, 1-(Tetrahydro-2H-pyran-4-yl)ethanone is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
To 15 mL methanol were added 2-(7-fluoro-1-(2-fluorobenzyl)-1H-indazol-3 -yl)pyrimidine-4 ,5, 6-triamine (0.20 g, 0.54 mmol) and1-(tetrahydro-2H-pyran-4-yl)ethanone (0.10 g, 0.78 mmol). Then acetic acid (0.16 mL, 2.8 mmol)was added at 0 C. The mixture was heated to room temperature and stirred for 1 hour, thencooled to 0 C, and to the mixture was added sodium cyanoborohydride (0.17 g, 2.7 mmol).Then the resulting mixture was stirred at room temperature overnight. The reaction mixture wasconcentrated in vacuo to remove the solvent, and to the residue was added saturated aqueoussodium bicarbonate ( 40 mL ). The resulting mixture was extracted with ethyl acetate (30 mL x 2).The combined organic layers were washed with water (50 mL) and saturated brine (50 mL),dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated on a rotaryevaporator and the residue was purified by silica gel chromatograph ( dichloromethane /methanol(v/v) = 200/1, 0.5% triethylamine) to give a light yellow solid (0.11 g, 42.0%) MS (ESI, pos.ion) m/z: 480.7 (M+ 1);1H NMR (400 MHz, DMSO-d6) 8 (ppm) 8.56 (d, J = 8.0 Hz, 1H), 7.38-7.30 (m, 1H), 7.27- 7.19 (m, 2H), 7.19-7.09 (m, 2H), 6.97 (t, J = 7.0 Hz, 1H), 5.90 (s, 4H), 5.81 (s, 2H), 3.96-3.85 (m, 2H), 3.31-3.21 (m, 3H), 2.89-2.76 (m, 1H), 1.82- 1.74 (m, 1H), 1.72- 1.64 (m, 1H),1.64-1.51 (m, 1H), 1.40-1.26 (m, 2H), 0.95 (d, J= 6.4 Hz, 3H);19F NMR (376 MHz, DMSO-d6) 8 (ppm) -118.77 (d, J = 7.1 Hz), -134.46 (d, J = 7.1 Hz).
As the paragraph descriping shows that 137052-08-5 is playing an increasingly important role.
Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZUO, Yinglin; WANG, Xiaojun; YANG, Chuanwen; WANG, Jiancheng; CAO, Shengtian; WU, Fangyuan; ZHANG, Yingjun; GOLDMANN, Siegfried; (193 pag.)WO2018/188590; (2018); A1;,
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