Extended knowledge of 1-(2-Bromoethoxy)-4-fluorobenzene

According to the analysis of related databases, 332-48-9, the application of this compound in the production field has become more and more popular.

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 332-48-9 as follows. SDS of cas: 332-48-9

EXAMPLE 7Synthesis of 2-(2-(2-(4-fluorophenoxy)ethyl)-2/T-tetrazol-5-yl)-4-methyl-J/V-(pyridin-3-ylmethyl)thiazole-5-carboxamide and 2-(l-(2-(4-fluorophenoxy)ethyl)-l£-r-tetrazol-5-yl)-4-methyl-lambdaf-(pyridin-3-ylmethyl)thiazole-5-carboxamideTo a mixture of 4-methyl-lambdar-(pyridin-3-ylmethyl)-2-(2//-tetrazol-5-yl)thiazole-5- carboxamide (0.10 g, 0.33 mmol) and potassium carbonate (0.069 g, 0.50 mmol) in NJV- dimethylformamide (2 mL) was added l-(2-bromoethoxy)-4-fluorobenzene (0.08 mL, 0.37 mmol). The reaction mixture was stirred at ambient temperature for 17 hours, diluted with ethyl acetate (15 mL) and washed with brine (5 mL). The organic solution was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography (ethyl acetate). Compound 2-(l-(2-(4- fluorophenoxy)ethyl)-lH-tetrazol-5-yl)-4-methyl-lambdar-(pyridin-3-ylmethyl)thiazole-5- carboxamide was first eluted from the column and isolated as a white solid (0.010 g, 7%): 1H NMR (300 MHz, CDCl3) delta 8.61-8.55 (m, 2H), 7.77-7.68 (m, IH), 7.37-7.28 (m, IH), 7.03-6.88 (m, 2H), 6.86-6.74 (m, 2H), 6.49 (t, J= 5.8 Hz, IH), 5.06 (t,J= 5.3 Hz, 2H), 4.65 (d, J= 5.8 Hz, 2H), 4.55 (t, J= 5.3 Hz, 2H), 2.79 (s, 3H); MS (ES+) m/z 440.3 (M + 1 ). Compound 2-(2-(2-(4-fluorophenoxy)ethyl)-2H-tetrazol-5-yl)-4-methyl-N-(pyridin-3- ylmethyl)thiazole-5-carboxamide was second eluted from the column and isolated as a white solid (0.02 g, 14%): mp 137-138 0C (ethyl acetate); 1H NMR (300 MHz, CDCl3) delta 8.59 (br s, IH), 8.54 (br s, IH), 7.76-7.65 (m, IH), 7.35-7.26 (m, IH), 6.94-6.86 (m, 2H), 6.72-6.66 (m, 2H), 6.58 (t, J= 5.8 Hz, IH), 5.31 (t, J= 5.4 Hz, 2H), 4.64 (d, J= 5.8 Hz, 2H), 4.45 (t,J= 5.4 Hz, 2H), 2.72 (s, 3H); 13C NMR (75 MHz, CDCl3) delta 161.3, 160.2, 157.8, 157.2, 153.8, 153.7, 153.7, 149.2, 149.2, 135.8, 127.7, 116.2, 115.9, 115.8, 65.6, 53.0, 41.8, 17.5; MS (ES+) m/z 440.3 (M + 1).

According to the analysis of related databases, 332-48-9, the application of this compound in the production field has become more and more popular.