19311-37-6, 3-Bromotetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
Cesium carbonate (0.9 g, 2.8 mmol) was added to a solution of N-(4-((7-hydroxy-6-methoxyquinazolin-4-yl)oxy)phenyl)-2-( 4-isopropyl-1H-1 ,2,3-triazol-1-yl)acetamide (0.4 g,0.9 mmol) and 3-bromotetrahydrofuran (0.7 g, 4.6 mmol) in DMF (3 mL) under nitrogen. The5 resulting mixture was stirred at 100C for 3 hours. The crude product was purified bypreparative HPLC. Fractions containing the desired product were combined and concentratedunder vacuum to afford racemic title compound as a white solid (180 mg, 39%). This waspurified by preparative SFC-HPLC. The first eluting fractions containing the desiredcompound were evaporated to dryness to afford one enantiomer of 2-(4-isopropyl-1H-1,2,3-10 triazol-1-yl)-N-( 4-( (6-methoxy-7 -((tetrahydrofuran-3-yl)oxy)quinazolin-4-yl)oxy)phenyl)acetamide as a white solid (69 mg, 38%, 100% e.e.). 1H NMR (400 MHz,DMSO-d6) 8 1.26 (6H, d), 2.06-2.08 (lH, m), 2.38-2.40 (lH, m), 3.01-3.03 (lH, m), 3.74-4.03 (7H, m), 5.31 (3H, d), 7.26-7.34 (2H, m), 7.37 (lH, s), 7.58 (lH, s), 7.64-7.76 (2H, m),7.90 (lH, d), 8.55 (lH, s), 10.60 (lH, s); m/z: ES+ [M+H]+ 505. This was followed by the15 other enantiomer of 2-( 4-isopropyl-1H-1 ,2,3-triazol-1-yl)-N-( 4-(( 6-methoxy-7-((tetrahydrofuran-3-yl)oxy)quinazolin-4-yl)oxy)phenyl)acetamide (67 mg, 37%, 100% e.e.) asa white solid. 1H NMR (400 MHz, DMSO-d6) 8 1.26 (6H, d), 2.06-2.08 (lH, m), 2.38-2.40(lH, m), 3.01-3.03 (lH, m), 3.74-4.03 (7H, m), 5.28- 5.36 (3H, m), 7.25-7.34 (2H, m), 7.37(lH, s), 7.57 (lH, s), 7.64 – 7.73 (2H, m), 7.90 (lH, d), 8.55 (lH, s), 10.57 – 10.63 (lH, m);20 m/z: ES+ [M+H]+ 505., 19311-37-6
The synthetic route of 19311-37-6 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; ASTRAZENECA AB; GRECU, Tudor; KETTLE, Jason, Grant; PACKER, Martin, John; PEARSON, Stuart, Eric; SMITH, James, Michael; (58 pag.)WO2018/197643; (2018); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem