Category: 53344-72-2

Analyzing the synthesis route of 53344-72-2

As the paragraph descriping shows that 53344-72-2 is playing an increasingly important role.

53344-72-2,53344-72-2, 6,6′-Dichloro-2,2′-bipyridine is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: An oven-dried Schlenk flask was evacuated and back-filled with argon three times. (Hetero)aryl (di)halide (1 equiv), base (1.5 equiv per halogen) and a solution of SPO (1.2 equiv per halogen) in anhydrous solvent (5 mL/mmol per halogen) were added to the flask. The solution was bubbled with argon for 10 min and Pd(OAc)2 (1 mol% per halogen) and ferrocene-based bidentate phosphine ligand (2 mol% per halogen) were added to the flask simultaneously [2.5 mol% Pd(OAc)2 per halogen and 5 mol% dppf per halogen for compounds 2j, 2l, 2r, 2t, 2w]. The resulting mixture was heated at the indicated temperature for the given time. Workup procedures are described below for two different conditions. Final purification of crude products was achieved by column chromatography on silica gel (40-60 mum) using CH2Cl2-MeOH as eluent. Reaction scale and yields are shown in Table 1 (2a-w), Scheme 1 (3a-h) and Scheme 2 (4a-g). Notice that all compounds with two phosphine oxide groups are beige-to-brown solids or slowly solidifying viscous brown oils. Conditions I: ligand: dppf, solvent: DMF, base: Cs2CO3 (2d-n, 2q, 2r, 2t-w, 4a-g) or K2CO3 (3a-h), temperature: 120 C, time: 7 h (20 h for 2j, 2l, 2r, 2w). Workup: after cooling, the reaction mixture was poured into a fourfold excess of brine. The mixture was extracted three times with CH2Cl2 (40 mL/mmol each). The combined organic layers were washed with brine to remove traces of DMF, dried over Na2SO4 and then evaporated to dryness. Conditions II: ligand: dippf, solvent: toluene, base: t-BuOK, temperature: 110 C, time: 7 h. Workup: after cooling, the reaction mixture was evaporated to dryness. Then, the mixture was diluted with CH2Cl2 (40 mL/mmol) and washed with water and brine (40 mL/mmol). The organic layer was dried over Na2SO4 and the CH2Cl2 was removed under reduced pressure.

As the paragraph descriping shows that 53344-72-2 is playing an increasingly important role.

Reference£º
Article; Zakirova, Gladis G.; Mladentsev, Dmitrii Yu.; Borisova, Nataliya E.; Synthesis; vol. 51; 11; (2019); p. 2379 – 2386;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Brief introduction of 53344-72-2

As the paragraph descriping shows that 53344-72-2 is playing an increasingly important role.

53344-72-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.53344-72-2,6,6′-Dichloro-2,2′-bipyridine,as a common compound, the synthetic route is as follows.

General procedure: Oven-dried Schlenk flask was evacuated and backfilled with argon three times. In the stream of argon heteroaryl dichloride (1 eq), K2CO3 (3 eq) were placed thereto. Secondary phosphine oxide (2.4 eq) was dissolved in DMF (15 ml/mmol) and the solution was added to the flask. The solution was bubbled with argon for 10 min and Pd(OAc)2 (0.02 eq) and dppf (0.04 eq) were added to the flask simultaneously. The resulting mixture was heated at 80oC for 7 h and then poured into fourfold excess of brine. The mixture was extracted with CH2Cl2 three times (40 ml/mmol each). Combined organic extracts were washed with brine to remove traces of DMF, dried over anhydrous Na2SO4 and then evaporated to dryness. The residue was purified by column chromatography on silica gel 40-60 using CH2Cl2-MeOH mixture as eluent.

As the paragraph descriping shows that 53344-72-2 is playing an increasingly important role.

Reference£º
Article; Zakirova, Gladis G.; Mladentsev, Dmitrii Yu.; Borisova, Nataliya E.; Tetrahedron Letters; vol. 58; 35; (2017); p. 3415 – 3417;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI