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, Steps 1-2 To a mixture of 6-bromoisoquinolin-3-amine (XX)(4.0 g, 17.93 mmol), Pd(dppf)Cl2-CH2Cl2 adduct (1.03 g, 1.26 mmol), KOAc (4.39 g, 44.83 mmol)and 4,4,5,5-tetramethyl-2-(4,4,5 ,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaborolane (5.01 g, 19.72 mmol)in 1,4-dioxane (50 mL)was bubbled with N2 for 2 min. The reaction mixture was sealed and heated at 90 C. for 1.5 h. The reaction was cooled to room temperature, filtered and washed with EtOAc. The filtrate was concentrated and the residue taken in dioxane (50 mL). To the suspension was added 4-bromo-2-methyl-pyrazole-3-carbaldehyde (XLVIII)(3.39 g, 17.93 mmol)followed by K3PO4 (9.52 g, 44.83 mmol), Pd(dppf)Cl2-CH2C2 adduct (1.03 g, 1.26 mmol)and water (15 mL). The mixture was purged with N2 for a min, sealed and heated again at 90 C. for 19 h. The mixture was cooled to room temperature and concentrated to about 20 mL. The concentrate was diluted with EtOAc and filtered through a pad of Celite. The filtrate was diluted with water and the organic layer separated. The organic layer was washed with brine; dried, filtered and concentrated. The residue was triturated in ether and the resulting solid filtered to afford 4-(3-amino-6-isoquinolyl)-2-methyl-pyrazole-3-carbaldehyde (XLIX)(4.1 g, 16.2 mmol, 90.6% yield)as a brown solid. 1H NMR (499 MHz, DMSO-d6)delta ppm 0.01 (6H, s), 0.86 (9H, s), 0.88-1.00 (2H, m), 1.23-1.35 (2H, m), 1.35-1.46 (1H, m), 1.69-1.79 (2H, m), 1.85-1.95 (2H, m), 2.21 (1H, tt, J=12.21, 3.57 Hz), 3.38 (2H, d, J=6.31 Hz), 3.57 (3H, s)ESIMS found for C14H12N4O m/z 252.95 (M+1).

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

Reference£º
Patent; Samumed, LLC; KC, Sunil Kumar; Mak, Chi Ching; Eastman, Brian Walter; Cao, Jianguo; Bollu, Venkataiah; Mittapalli, Gopi Kumar; Chiruta, Chandramouli; (218 pag.)US2017/313682; (2017); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem