Category: 15115-52-3

Reference of 15115-52-3,Some common heterocyclic compound, 15115-52-3, name is 4-Bromo-1-phenyl-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.

Example 14 Preparation of 4-(furan-2-yl)-1-phenyl-1H-pyrazole (Formula Ib-iii) 4-bromo-1-phenyl-1H-pyrazole (140 mg, 0.627 mmol), furan-2-ylboronic acid (88.2 mg, 0.941 mmol), Pd(PPh3)4 (70 mg, 0.062 mmol), and Cs2CO3 (400 mg, 1.254 mmol) were combined in toluene-methanol (1:1) (2 ml). The reaction mixture was heated under microwave at 80 C. for 60 minutes. The reaction mixture was then filtered and washed with toluene-ethanol (5 ml), and the filtrate was concentrated. The crude product was column purified using 15-20% ethyl acetate/hexanes, and was then further purified by preparative HPLC to yield the desired 4-(furan-2-yl)-1-phenyl-1H-pyrazole (22 mg, 0.10 mmol 16.7%). The HPLC purity of the final product was 99.72%. LC-MS [M+H] 211 (C13H10N2O+H expected 211.08). The 1H-NMR spectra was in accordance with the chemical structure.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-1-phenyl-1H-pyrazole, its application will become more common.

Reference:
Patent; Monsanto Technology LLC; Slomczynska, Urszula J.; Haakenson, JR., William P.; US2014/274689; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 15115-52-3, These common heterocyclic compound, 15115-52-3, name is 4-Bromo-1-phenyl-1H-pyrazole, its 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 I-1 (15 mg, 0.045 mmol) and 4-bromo-1-phenyl-1H-pyrazole (14.93 mg, 0.067 mmol) were dissolved in DMF (446 muL). PdCl2(dppf)-CH2Cl2 (2.187 mg, 2.68 mumol) was added and the reaction mixture was degassed by bubbling with argon for 15 minutes. Sodium carbonate (2 M, 26.8 muL, 0.054 mmol) was added and the reaction mixture was degassed for 5 minutes, then sealed and heated to 90 C in the microwave for 30 minutes. The reaction mixture was diluted with DMF, filtered, and purified by preparative HPLC (Method D, 40 to 75% B in 20 minutes) to give Example 2 (3.0 mg, 0.00823 mmol, 18.4%): 1H NMR (500MHz, METHANOL-d4) delta 8.89 (s, 1H), 8.61 (s, 1H), 8.34 (s, 1H), 7.86-7.75 (m, 3H), 7.70-7.56 (m, 2H), 7.55-7.48 (m, 2H), 7.40-7.33 (m, 1H), 2.62 (s, 3H); LC-MS: Method H, RT = 1.18 min, MS (ESI) m/z: 352.9 (M+H)+ Analytical HPLC Method B: 96.6% purity.

The synthetic route of 15115-52-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; RICHTER, Jeremy M.; ZHANG, Xiaojun; PRIESTLEY, Eldon Scott; (111 pag.)WO2018/13772; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 15115-52-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 15115-52-3 name is 4-Bromo-1-phenyl-1H-pyrazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of compound 4-bromo-l -phenyl- lH-pyrazo Ie (0.5 g, 2.3 mmol) in DMSO (50 mL) was added KOAc (0.66 g, 6.8 mmol), bis(pinacolato)diboron (0.63 g, 2.5 mmol) and ¥dCb(dpp{) (0.076g, 0.11 mmol) at room temperature. The reaction mixture was stirred overnight at 8O0C. The result mixture was diluted with EA, washed with brine, dried over Na2SO4, concentrated, purified by chromatography (EA:PE=1: 12) to give l-phenyl-4-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)-lH- pyrazole (0.3 g, 50%) as light yellow solid

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-1-phenyl-1H-pyrazole, and friends who are interested can also refer to it.