Application of 73387-46-9,Some common heterocyclic compound, 73387-46-9, name is 3-(4-Bromophenyl)-1H-pyrazole, molecular formula is C9H7BrN2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Intermediate A4 6-methoxy-2-(4-( 1 -methyl- 1 H-pyrazol-3 -yl)phenyl)-3.4-dihydroisoquinolin- 1 (2H)-one and 6-methoxy-2-(4-(l -methyl- lH-pyrazol-5-yl)phenyl)-3.4-dihydroisoquinolin-l(2H)-one Step 1 : 3-(4-bromophenyl)-lH-pyrazole (0.377 g, 1.690 mmol) was dissolved in THF (8.45 ml). 60% Sodium hydride in oil (0.101 g, 2.54 mmol) was added and the reaction was stirred at rt for 15 min. Methyl iodide (0.116 ml, 1.859 mmol) was added and the reaction was stirred overnight at room temperature. The reaction was quenched with water and extracted three times with dichloromethane. The organic layers were combined, passed through a phase separator and concentrated. The crude material was purified via silica gel chromatography using 0-50% ethyl acetate in heptanes to afford a 2: 1 mixture of products (370 mg, 1.561 mmol, 92 % yield) as a yellow solid. NMR (400 MHz, CHLOROFORM-^ delta ppm 3.86 – 3.95 (m, 3 H), 3.97 (s, 6 H), 6.34 (d, J=1.52 Hz, 1 H), 6.54 (d, J=2.02 Hz, 2 H), 7.30 – 7.33 (m, 2 H), 7.40 (d, J=2.53 Hz, 2 H), 7.49 – 7.56 (m, 5 H), 7.59 – 7.64 (m, 2 H), 7.66 – 7.72 (m, 4 H). LC MS (m/z, MH+): 238.9.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-(4-Bromophenyl)-1H-pyrazole, its application will become more common.