Related Products of 108381-28-8, Adding some certain compound to certain chemical reactions, such as: 108381-28-8, name is 4-(Benzyloxy)-2-chloropyrimidine,molecular formula is C11H9ClN2O, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 108381-28-8.
Step 1-Synthesis of (S)-4-(benzyloxy)-N-(4-(4-(3-methylmorpholino)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidin-2-yl)phenyl)pyrimidin-2-amine (cb): (S)-4-(4-(3-methylmorpholino)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidin-2-yl)aniline (ca) (68.6 mg1.00 equiv, 210.17 mumoles) was weighed into a microwave vial with a stirbar. 4-(benzyloxy)-2-chloropyrimidine (57.4 mg, 1.24 equiv, 260.13 mumoles), sodium t-butoxide (31.4 mg, 326.73 mmoles), bis(dibenzylideneacetone)palladium (8.6 mg14.96 mumoles) and 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl (7.3 mg18.55 mumoles) were added, then the reaction vial was evacuated and purged with N2 3 times. Toluene (2 mL) was added, and the reaction was heated in a CEM microwave at 120 C. for 40 minutes with PowerMax off. The reaction was then filtered through Celite, washing with CH2Cl2. The crude material was concentrated under reduced pressure onto silica gel, and was then purified using flash chromatography on a 4 g column using a gradient of 0% to 100% EtOAc in heptane. The product containing fractions were concentrated to give (S)-4-(benzyloxy)-N-(4-(4-(3-methylmorpholino)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidin-2-yl)phenyl)pyrimidin-2-amine (cb) (77 mg0.72 equiv150.80 mumoles71.75% yield) as an oil. 1H NMR (400 MHz, CDCl3) delta 8.40-8.33 (m, 2H), 8.18 (d, J=5.7, 1H), 7.66 (d, J=8.8, 2H), 7.49-7.30 (m, 5H), 6.28 (d, J=5.7, 1H), 5.44 (s, 2H), 4.48-4.29 (m, 2H), 4.09-3.45 (m, 6H), 2.72-2.49 (m, 2H), 2.03-1.91 (m, 2H), 1.72-1.50 (m, 2H), 1.34 (d, J=6.7, 3H).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 108381-28-8, 4-(Benzyloxy)-2-chloropyrimidine, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; Genentech, Inc.; US2010/331305; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia