Category: 94446-97-6

Reference of 94446-97-6, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 94446-97-6, name is 2-Bromo-3-(bromomethyl)pyridine. A new synthetic method of this compound is introduced below.

This intermediate was generated by a modified procedure based on that disclosed in Viswanathan, R., et al., J. Am.Chem. Soc., 125, 163 (2003) and Synthesis 2, 330 (2005). A three neck round bottom flask with a stir bar was chargedwith I-5 (40.1 g, 135.7 mmol), I-7 (8.2 g, 13.6 mmol), powdered KOH (69.1 g, 1221.4 mmol), and DCM (600 ml).The opaque yellow suspension was cooled to -78C and the flask fitted with a dropping funnel. A suspension of I-4 (152.0 g, 610.7 mmol) in 400 ml DCM was transferred to the dropping funnel and added to the reaction at -78C over about 1 hr. The suspension in the dropping funnel would occasionally settle and the solid would be resuspended. After the end of the addition the funnel was rinsed with an additional 200 ml of DCM and the rinse was added to the reaction. After 10 hrs at -78C. the reaction was allowed to stir overnight as it warmed to room temperature. Analysis of the reaction by HPLC and TLC showed complete conversion of I-4. The reaction was diluted with 3 L of DCM transferred to a 15 L reactor and extracted 2 x 1 L of water. During the separation the organic phase appeared cloudy due to a solid formed from I-4. The organic phase was collected then washed with NaCl (satd.aqueous), dried over anhydrous sodium sulphate, filtered and concentrated to near dryness and purified by normal phase flash chromatography. A three solvent mobile phase was used for the separation; initially DCM/hexanes to elute the excess I-4, followed by EtOAc/Hexanes to elute the title compound (S)-tert-butyl 3-(2-bromopyridin-3-yl)-2-((diphenylmethylene)amino)propanoate (I-8) obtained as a yellow solid (23.1 g, 226.0 mmol, 37%). H1 NMR (400 MHz, CDCl3) delta 8.20(1H, dd, J=4.2 Hz), 7.60(2H, d, J=8 Hz), 7.56(1H, dd,J=4.2 Hz), 7.45-7.25(6H, m), 7.12(1H, dd, J=8.4 Hz), 6.67(1H, d, J=d Hz), 4.39(1H, dd, J=8.4 Hz), 3.39(1H, dd,J=12.4 Hz), 3.21(1H, dd, J=12.4 Hz), 1.46(9H, s), MS(LC/MS) m/z observed 464.87, expected 465.12 [M+H].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,94446-97-6, its application will become more common.

Reference:
Patent; viDA Therapeutics Inc.; Cameron, Dale R.; (36 pag.)US9458192; (2016); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 94446-97-6, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 94446-97-6, name is 2-Bromo-3-(bromomethyl)pyridine. A new synthetic method of this compound is introduced below.

General procedure: A mixture of quinazolinone 19a or 19b-c (1.0 mmol) and NaH in DMF was maintained under N2 for 5 min. The appropriate haloderivative or aryloxirane was added (1.0mmol) andthe mixture was microwave irradiated at 120 C (power set point 250W; ramp time 30 sec; hold time 5 min). After cooling, the mixture was poured insat. NH4Cl solution (30 mL) and the obtained precipitate wascollected by filtration. The solid was purified by crystallization to give thetitle compounds.3-[(2?-Bromopyridin-3?-yl)methyl]-6,7-dimethoxyquinazolin-4(3H)-one (1). From 19a and 2-bromo-3-bromomethylpyridine:yield 26% (EtOAc); mp 282C;1H NMR (300 MHz, DMSO-d6): delta 8.43 (s, 1 H, 2-H); 8.32 (dd, J = 3.4 and 2.8 Hz, 1 H, 6?-H), 7.45 (s,1 H, 5-H or 10-H), 7.41-7.39 (m, 2 H, 4?-H and 5?-H), 7.20 (s, 1 H, 5-H or10-H), 5.19 (s, 2 H, NCH2), 3.93 (s, 3 H, OCH3), 3.86 (s,3 H, OCH3). 13CNMR (75 MHz, DMSO-d6): delta 159.39, 154.64, 149.02, 148.84, 146.65, 144.10,141.39, 137.22, 133.00, 123.60, 114.54, 107.99, 105.02, 55.99, 55.66, 48.75. Anal.calcd. for C16H14BrN3O3: C, 51.08;H, 3.75; Br, 21.24; N, 11.17; found: C, 51.10; H, 3.77; Br, 21.20; N, 11.19.HRMS (ESI-TOF) for C16H15BrN3O3 [M+ H]+: calcd.: 376.0291, found: 376.0296.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,94446-97-6, 2-Bromo-3-(bromomethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Article; Marzaro, Giovanni; Castagliuolo, Ignazio; Schirato, Giulia; Palu’, Giorgio; Dalla Via, Martina; Chilin, Adriana; Brun, Paola; European Journal of Medicinal Chemistry; vol. 115; (2016); p. 416 – 425;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 94446-97-6, name is 2-Bromo-3-(bromomethyl)pyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 94446-97-6

Step 2: To a solution of the product of Step 1 (595 mg, 2.36 mmol) in DMF was added piperidine (205 mg, 2.4 mmol) and K2CO3 (979 mg, 7.08 mmol), sequentially. The mixture was stirred at rt overnight, quenched with ice-water and then partitioned with ether. The organic layer was dried over Na2SO4, filtered, and concentrated. Purification of the residue by SiO2 chromatography (0-50% EtOAc/hexane) gave the desired compound (-450 mg). CnH15BrN2, LC/ESI-MS: m/z 255 and 257 (C11H15BrN2 H+)

The synthetic route of 94446-97-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2007/53435; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 94446-97-6, name is 2-Bromo-3-(bromomethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-Bromo-3-(bromomethyl)pyridine

PREPARATION 484-[(2-Bromo-3-pyridyl)methyl]morpholin-3-one; To a solution of 2-bromo-3-bromomethyl-pyridine (0.68 g, 2.36 mmol) in dimethylformamide (10 mL) are added sodium hydride (0.11 g, 60% suspension, 2.82 mmol), morpholin-3-one (0.20 g, 1.97 mmol) and tetrabutylammonium iodide (catalytic) at 0 C. The mixture is stirred at room temperature for 16 hours. After completion, the reaction mixture is partitioned between ethyl acetate (25 mL) and water (25 mL). The aqueous layer is extracted with ethyl acetate (2¡Á25 mL) and the combined organic extracts are dried over sodium sulfate and concentrated in vacuo. The crude material is purified by column chromatography over silica gel eluting with hexane/ethyl acetate (55:45) to yield 0.35 g (66%) of the title compound. MS (m/z): 271/273 (M+1, M+3).

With the rapid development of chemical substances, we look forward to future research findings about 94446-97-6.

Reference:
Patent; ELI LILLY AND COMPANY; US2011/118251; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 94446-97-6, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 94446-97-6, name is 2-Bromo-3-(bromomethyl)pyridine. A new synthetic method of this compound is introduced below.

Under argon and in anhydrous medium, the aminocompound 3 (340 mg, 1.25 mmol) was dissolved in DMF (10 mL). At 0 C, 60% NaH (73 mg, 1.5 mmol) was added slowly. The mixture was stirred for 30 min at 0 C. Then, 2-bromo3-bromomethylpyridine (Rebek et al., 1985) (380 mg, 1.5 mmol) in DMF (10 mL) was added. The mixture was stirred 4 h at room temperature. The solvent was removed in vacuo, and the residue was quenched with H2O (25 mL). The aqueous mixture was extracted with ethyl acetate (20 mL), and the combined organic extract was washed several times with H2O, then dried over MgSO4. After concentration under reduced pressure, the crude mixture was purified by flash chromatography over silica gel (eluent: petroleum ether, ethyl acetate, 1:1) to give compound 4 as a white solid (347 mg, 64%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,94446-97-6, its application will become more common.

Reference:
Article; Boutin, Jean A.; Bouillaud, Frederic; Janda, Elzbieta; Gacsalyi, Istvan; Guillaumet, Gerald; Hirsch, Etienne C.; Kane, Daniel A.; Nepveu, Francoise; Reybier, Karine; Dupuis, Philippe; Bertrand, Marc; Chhour, Monivan; Le Diguarher, Thierry; Antoine, Mathias; Brebner, Karen; Da Costa, Herve; Ducrot, Pierre; Giganti, Adeline; Goswami, Vishalgiri; Guedouari, Hala; Michel, Patrick P.; Patel, Aakash; Paysant, Jerome; Stojko, Johann; Viaud-Massuard, Marie-Claude; Ferry, Gilles; Molecular Pharmacology; vol. 95; 3; (2019); p. 269 – 285;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem