5-bromo-7H-pyrrolo[2,3-d]pyrimidine

A mixture of l-[4-[5-(4, 4, 5, 5-tetramethyl-l, 3, 2-dioxaborolan-2-yl)-3- pyridyl]phenyl]pyrrolidin-2-one (150 mg, 0.41 mmol), 5-bromo-7H-pyrrolo[2, 3- d]pyrimidine (90 mg, 0.45 mmol), K2CO3 (114 mg, 0.82 mmol) and PdCl2(Amphos) (15 mg, 0.02 mmol) in l, 4-dioxane (1 ml) and water (0.3 ml) was stirred at 100 C for 1 h. When cooled to rt the mixture was filtered through celite and rinsed with EtOAc. The filtrate was washed with brine, concentrated and purified by preparative HPLC to give the product as a solid (15 mg, 10%). NMR (500 MHz, DMSO-rie) d ppm 2.10 (quin, J=7.49 Hz, 2 H), 2.51 - 2.56 (m, 2 H), 3.90 (t, J=7.09 Hz, 2 H), 7.80 - 7.85 (m, 2 H), 7.87 - 7.91 (m, 2 H), 8.25 (s, 1 H), 8.39 (t, J=2.2l Hz, 1 H), 8.81 (d, J=2.2l Hz, 1 H), 8.85 (s, 1 H), 9.00 (d, J=2.2l Hz, 1 H), 9.45 (s, 1 H). MS ES+ m/z 356 [M+H]+.

Molecular Weight:198.02
XLogP3:1.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:196.95886
Monoisotopic Mass:196.95886
Topological Polar Surface Area:41.6
Heavy Atom Count:10
Complexity:130
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes