215453-53-5, 7-Bromoisoquinolin-1-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-1-amine (Intermediate 111a) and isoquinolin-1-amine-7 boronic acid (Intermediate 111b) KOAc (264 mg, 2.69 mmol) was activated by adding it to a round bottom flask, which was then heated to 250C under vacuum for 2 min, and then allowed to cool to rt under vacuum for an additional 10 min, after which time a N2 atmosphere was continuously maintained. Dry DMSO (2 mL) was added, followed by the addition of commercially available 7-bromoisoquinolin-1-amine (150 mg, 0.67 mmol) and bis(pinacolato)diboron (256 mg, 1.0 mmol). Pd (dppf)Cl2 (49.2 mg, 0.067 mmol) was added, and the reaction flask was evacuated under high vacuum and then repressurized with N2 three times. The flask was then placed in an oil bath preheated to 80C, and allowed to stir for 2.5 h. The reaction was cooled to rt, and solvents were evaporated under reduced pressure. The crude reaction residue was then redissolved into CH2Cl2, and allowed to sit for 5 min to allow for byproducts to precipitate. The precipitate was filtered off. Evaporation of the CH2Cl2 in vacuo resulted in more byproduct precipitation, and so the residue was redissolved in CH2Cl2 and the process was repeated until no further precipitation was observed. The crude brown residue was then diluted with H2O (1 mL), and lyophilized to removed trace DMSO, resulting in a brown solid, which was comprised of a mix of Intermediate 111a and Intermediate 111b, as determined by LCMS. This crude mixture was used without further purification. Intermediate 111a Formula: C15H19BN2O2 Exact Mass: 270.15 Molecular Weight: 270.13. Analytical data for Intermediate 111a: ESI-MS [M+H]+ calcd for C15H19BN2O2H+ 271.16, found 271.3. Intermediate 111b Formula: C9H9BN2O2 Exact Mass: 188.08 Molecular Weight: 187.99. Analytical data for Intermediate 111b: ESI-MS [M+H]+ calcd for C9H9BN2O2H+ 189.08, found 189.2., 215453-53-5
The synthetic route of 215453-53-5 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; FIMBRION THERAPEUTICS, INC.; JANETKA, James, W.; MYDOCK-MCGRANE, Laurel; (136 pag.)WO2017/156508; (2017); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem