Category: 50877-41-3

Synthetic Route of 50877-41-3, 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. 50877-41-3 name is 1-Benzyl-4-bromo-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.

Preparation of Compound 4003, 3-{5-(1-ben2yl-1M-pyrazol-4-yl}-1W-indol-1-yl}-iV}W- dimethylpropan-1 -amine 1-Ben2y-4-bromo-1 H-pyrazole (237 mg, 1.0 mmol), 1-{3-(dimethylamino)propyl)-1H~ indoi-5-ylboronic acid (180 mg, 0,73 mmol) and Na2C03 (315 mg, 3.0 mmol) were dissolved in a mixture of DMF (8 mL), EtOH (2 mL) and water (2 mL). Pd(PPh3)4 (115 mg, 0,1 mmol) was added under a nitrogen atmosphere and the mixture was heated at 100 C for 2 hours. Water (40 mL) was added and the resulting precipitate was collected, redissolved in EtOAc, dried over Na2S0 , and concentrated. The residue was purified by column chromatography (silica gel, D-GM:MeQH=15:1 ), followed b prep- TLC to afford the product (11 mg, 4%). 1H NMR (400 MHz, CDCI3): delta 7.84 (s, 1H), 7.71 (s, 1 H), 7.62 (s, 1 H), 7,36-7.26 (m, 7H), 7,10 (d, J ~ 3.2 Hz, 1 H), 6.46 (d, J ~ 2.8 Hz, 1H), 5.35 (s, 2HJ, 4.19 (t, J – 7.0 Hz, 2H), 2.23-2.20 (m, 8H), 2.00-1.98 (m, 2H).

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

Reference:
Patent; NOVOGEN LTD; JAMES, Ian; DIXON, Ian; FEUTRILL, John; CUZZUPE, Anthony; TREUTLEIN, Herbert; ZENG, Jun; NERO, Tracy; WO2015/74123; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 50877-41-3,Some common heterocyclic compound, 50877-41-3, name is 1-Benzyl-4-bromo-1H-pyrazole, molecular formula is C10H9BrN2, 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.

Step 2: Preparation of l-benzyl-4-(l-ethoxyvinyl)-lH-pyrazole [00168] Nitrogen was purged into a solution of l-benzyl-4-bromo-lH-pyrazole (0.55 g, 2.32 mmol) and tributyl(l-ethoxyvinyl)stannane (0.862 niL, 2.55 mmol) in toluene (15 niL) for 15 minutes. Then tetrakis(triphenylphosphine)palladium(0) (0.134 g, 0.116 mmol) was added and the reaction mixture was heated at 110 C for 12 h. The reaction mixture was filtered through celite and the filtrate was evaporated to afford the title compound l-benzyl-4-(l-ethoxyvinyl)- lH-pyrazole (0.52 g, crude) as a black liquid. The crude material was as such taken for next step without further purification.

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

Reference:
Patent; MNEMOSYNE PHARMACEUTICALS, INC.; ANDERSON, David, R.; VOLKMANN, Robert, A.; MENNITI, Frank, S.; (181 pag.)WO2016/49165; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics