New learning discoveries about 891785-28-7

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891785-28-7, 6-Bromoisoquinolin-3-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

891785-28-7, Step 1 To a cooled (0 C.), stirred suspension of C-1 (6.018 g, 26.98 mmol, 1.00 equiv.) in BMIM.BF4 (50 mL, 0.26 mol, 9.7 equiv.) was added NO.BF4 (3.90 g, 32.7 mmol, 1.21 equiv.) in several portions over 3 min. The mixture quickly changed in color from pale yellow-brown color to yellow-orange and warmed to ambient temperature with the evolution of nitrogen. After 15 min the effervescence subsided to produce a mobile yellow-orange suspension. After 60 min at RT the mixture was treated with sat’d. aq. NaHCO3, diluted with water and extracted with EtOAc. The lower of the three layers was discarded, and the upper EtOAc phase separated. The orange-brown middle layer was diluted with sufficient water to become homogeneous and again extracted with EtOAc. The combined EtOAc phases were washed with water and brine, dried (Na2SO4), filtered and concentrated in vacuo to afford 6.792 g of a pale brown crystalline solid. The crude residue was absorbed onto silica gel and purified by SiO2 chromatography eluting with an EtOAc/heptane gradient (0 to 30% EtOAc) to afford 4.248 g (70%) of 6-bromo-3-fluoroisoquinoline (C-2) as a white solid. 1H NMR (400 MHz, CDCl3) delta 8.94 (s, 1H), 8.00 (s, 1H), 7.86 (d, J=8.8 Hz, 1H), 7.63 (dd, J=8.8, 1.6 Hz, 1H), 7.17 (s, 1H). LCMS: MH+226.1/228.2.

As the paragraph descriping shows that 891785-28-7 is playing an increasingly important role.

Reference£º
Patent; Genentech, Inc.; Array BioPharma Inc.; Blake, Jim; Chen, Huifen; Chicarelli, Mark; Gaudino, John; Gazzard, Lewis; Kintz, Sam; Mohr, Pete; Robarge, Kirk; Schwarz, Jacob; Zhou, Aihe; US2014/66453; (2014); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem