Category: 717106-69-9

Adding a certain compound to certain chemical reactions, such as: 717106-69-9, Methyl 2-(6-chloropyridin-3-yl)acetate, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Product Details of 717106-69-9, blongs to pyridine-derivatives compound. Product Details of 717106-69-9

General procedure: To a solution of 1,4-dibromobutane (4.88g, 22.5mmol) and methyl 2-(6-chloropyridin-3-yl)acetate (2.79g, 15.0mmol) in THF (150mL) was added a 1.0M solution of LHMDS in THF (18.8mL, 18.8mmol) dropwisely at 0C. The reaction mixture was stirred at rt for 2.0h, then was added a 1.0M solution of LHMDS in THF (18.8mL, 18.8mmol) slowly at rt. The reaction mixture was stirred at rt overnight, quenched with brine, and extracted with ethyl acetate (30mL, 3×). The combined organic layers were dried (MgSO4) and concentrated under reduced pressure. The resulting residue was purified by column chromatography with pre-packed silica gel disposable column to afford the title compound 2a (2.26g, 63%) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,717106-69-9, Methyl 2-(6-chloropyridin-3-yl)acetate, and friends who are interested can also refer to it.

Reference:
Article; Zhang, Dehui; Zheng, Hongchao; Wang, Xiaodong; Tetrahedron; vol. 72; 16; (2016); p. 1941 – 1953;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 717106-69-9 , The common heterocyclic compound, 717106-69-9, name is Methyl 2-(6-chloropyridin-3-yl)acetate, molecular formula is C8H8ClNO2, 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.

Into a 100-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed methyl 2-(6-chloropyridin-3-yl)acetate (1.86 g, 10.0 mmol, 1.00 equiv), toluene (50 mL), Cs2CO3 (10.0 g, 30.0 mmol, 3.00 equiv), 1-benzylpiperazine (2.11 g, 12.0 mmol, 1.2 equiv), and RuPhosPd (0.39 g, 0.05 equiv). The resulting solution was stirred for 10 hours at 100 C. in an oil bath. The reaction mixture was cooled to room temperature. The reaction was then quenched by the addition of water (50 mL). The resulting solution was extracted with ethyl acetate (100 mL*2), and the organic layers were combined. The resulting mixture was washed with brine. The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (v:v=1/3). This resulted in 1.1 g (32%) of methyl 2-[6-(4-benzylpiperazin-1-yl)pyridin-3-yl]acetate as a yellow solid.

The synthetic route of 717106-69-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Arvinas Operations, Inc.; Genentech, Inc.; Crew, Andrew P.; Wang, Jing; Berlin, Michael; Dragovich, Peter; Chen, Huifen; Staben, Leanna; US2019/300521; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 717106-69-9, Methyl 2-(6-chloropyridin-3-yl)acetate, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 717106-69-9, blongs to pyridine-derivatives compound. COA of Formula: C8H8ClNO2

A solution of 1.45 g (7.84 MMOL) of Preparatory Compound A in 10 mL of 40% aqueous METHYLAMINE in acetonitrile was stirred vigorously at room temperature (about 22 C) and monitored by reverse-phase chromatography until the reaction was complete. The solvents were removed under reduced pressure and the solid residue dried in a vacuum oven at 50 C overnight to give 1.39 g (96%) of Preparatory Compound B, 2- (6-CHLORO-3-PYRIDINYL)-N-METHYLACETAMIDE, as a light brown solid : H NMR (CDC . S) 8 8.30 (d, J = 3.0 Hz, i H), 7.68 (dd, J = 3.0 and 8.0 Hz, 1 H), 7.34 (d, J = 8.0 Hz, 1 H), 5.50 (bs, 1 H), 3.54 (s, 2H), 2.83 (d, J = 4.8 Hz, 3H) ppm. GCMS: (EI) m/z 184 (M+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,717106-69-9, its application will become more common.

Reference:
Patent; DOW AGROSCIENCES LLC; WO2004/57960; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 717106-69-9, 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. 717106-69-9, name is Methyl 2-(6-chloropyridin-3-yl)acetate. A new synthetic method of this compound is introduced below.

A mixture of 0.500 g (2.69 MMOL) of Preparatory Compound A and 479 mg (2.69 MMOL) of N-BROMOSUCCINIMIDE in 5 mL of carbon TETRACHLORIDE was treated with 5 mg of azo-bis-isobutyronitrile and was heated at reflux for four hours and was allowed to cool. The mixture was concentrated to dryness and the residue was chromatographed on silica gel (230-400 mesh) using 95/5 DICHLOROMETHANE/ETHYL acetate as eluent to afford 353 mg (50%) of Preparatory Compound S methyl bromo (6-CHLORO- 3-pyridinyl) acetate as an oil ; 1HNMR (CDCI3) 6 8.44 (d, 1H, J= 2.6 HZ), 7.98 (dd, 1 H, J = 8.3 Hz and J = 2.5 Hz), 7.38 (d, 1 H, J = 8.5 Hz), 5.33 (s, 1 H), 3.82 (s, 3H); MS (ES+) m/z 265 ([M+H]+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,717106-69-9, Methyl 2-(6-chloropyridin-3-yl)acetate, and friends who are interested can also refer to it.

Reference:
Patent; DOW AGROSCIENCES LLC; WO2004/57960; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem