125552-89-8, 4-(Bromomethyl)tetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
[00547] Step B: To a mixture of tert-butyl ethyl(1-((1s,4s)-4-((1-methyl-6-oxo-1,6-dihydropyridazin-3-yl)oxy)cyclohexyl)-3-(1H-pyrazol-3-yl)-1H-pyrazolo[4,3-c]pyridin-6-yl)carbamate (0.022 g, 0.041 mmol) and 4-(Bromomethyl)tetrahydropyran (0.015 g, 0.082 mmol) in DMA (0.4 mL) was added Cs2CO3 (0.028 g, 0.086 mmol) and the reaction was heated to 100 C. After 3 h, the reaction was cooled to room temperature and DCM (2 mL) was added and then TFA (5 mL) added. After 1 hr, the reaction mixture was concentrated and the resultant oil was resuspended in 1 mL of a solution of 60:40 ACN:water with 2% TFA modifier. The product was purified by C-18 HPLC (5-60% ACN in water with 0.2% TFA modifier). The product fractions were partitioned between aqueous NaHCO3 and DCM, extracted with DCM (2×15 mL), washed with brine (15 mL), dried over Na2SO4, filtered and concentrated to afford 6-(((1s,4s)-4-(6-(ethylamino)-3-(1-((tetrahydro-2H-pyran-4-yl)methyl)-1H-pyrazol-3-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)cyclohexyl)oxy)-2-methylpyridazin-3(2H)-one (0.0087 g, 0.015 mmol, 37 % yield) as a solid. Mass spectrum (apci) m/z = 533.2 (M+H). 1H NMR (CDCl3) delta 9.08 (s, 1H), 7.42 (d, J = 2.2 Hz, 1H), 7.02 (d, J = 9.8 Hz, 1H), 6.94 (d, J = 9.8 Hz, 1H), 6.78 (d, J = 2.4 Hz, 1H), 6.08 (s, 1H), 5.10 (m, 1H), 4.32 (tt, J = 11.5, 3.9 Hz, 1H), 4.07 (d, J = 7.2 Hz, 2H), 3.97 (m, 2H), 3.66 (s, 3H), 3.43-3.26 (m, 4H), 2.53-2.40 (m, 2H), 2.38-2.20 (m, 3H), 1.97-1.89 (m, 2H), 1.84-1.73 (m, 2H), 1.59-1.51 (m, 2H), 1.45-1.33 (m, 5H).
125552-89-8, The synthetic route of 125552-89-8 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; BOYS, Mark Laurence; COOK, Adam; GAUDINO, John; HINKLIN, Ronald Jay; LAIRD, Ellen; MCNULTY, Oren T.; METCALF, Andrew T.; NEWHOUSE, Brad; ROBINSON, John E.; (545 pag.)WO2019/113190; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics