33821-94-2, 2-(3-Bromopropoxy)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
A mixture of 5-[(4-chlorophenyl)methyl]-4-[3-(trifluoromethoxy)phenoxy]-1,3,5,8-tetraazatricyclo[8.3.0.0^[2,6]]trideca-2(6),3-diene-7,9-dione(150 mg, 300 mmol, 1 equiv.), 2-(3-bromopropoxy)oxane (198.1 mg, 890 mmol, 3.000 equiv.) and K2CO3 (122.7 mg, 0.89 mmol, 3.0 equiv.) in DMF (15.0 mL) was stirred at 50 C for 16 hours. The reaction was cooled to room temperature and added EtOAc (100 mL) and H2O (100 mL). The organic layer was washed with brine (2×30 mL) and concentrated under reduced pressure which was purified by reverse phase flash with the following conditions (Column: Spherical C18 Column, 20-40um, 120 g; Mobile Phase A: Water (0.1% HOAc), Mobile Phase B: ACN; Flow rate: 60 mL/min; Gradient: 90% B to 98% B in 10 min, 254 nm) to afford 5-[(4-chlorophenyl)methyl]-8-[3-(oxan-2-yloxy)propyl]-4-[3-(trifluoromethoxy)phenoxy]-1,3,5,8-tetraazatricyclo[8.3.0.0^[2,6]]trideca-2(6),3-diene-7,9-dione (185 mg, 96.31%) as a light yellow oil.1H NMR (400 MHz, Chloroform-d) delta 7.43 (t, J = 8.3 Hz, 1H), 7.30 (s, 4H), 7.27 – 7.19 (m, 2H), 7.13 (d, J = 8.3 Hz, 1H), 5.73 (d, J = 14.9 Hz, 1H), 5.43 (d, J = 15.1 Hz, 1H), 4.65 – 4.49 (m, 1H), 4.15 (ddt, J = 19.0, 13.7, 7.1 Hz, 1H), 3.98 -3.61 (m, 4H), 3.46 (tt, J = 16.5, 7.6 Hz, 4H), 2.85 (dt, J = 12.2, 6.3 Hz, 1H), 2.18 – 2.02 (m, 2H), 1.99 – 1.77 (m, 3H), 1.76 – 1.48 (m, 6H)., 33821-94-2
The synthetic route of 33821-94-2 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; GOLDFINCH BIO, INC.; DANIELS, Matthew, H.; YU, Maolin; HARMANGE, Jean-Christophe, P.; TIBBITTS, Thomas, T.; LEDEBOER, Mark, W.; CASTLE, Neil, A.; MALOJCIC, Goran; (0 pag.)WO2019/173327; (2019); A1;,
Tetrahydropyran – Wikipedia
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