Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 57883-25-7, name is 3-Bromo-2-ethoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 3-Bromo-2-ethoxypyridine
A solution of tris(dibenzylideneacetone)dipalladium(0) (12 mg, 13 mumol) and 2-(di-tert-butylphosphino)biphenyl (12.0 mg, 40 mumol) in anhydrous toluene (5 mL) was degassed with argon for 15 min at room temperature, then 3-bromo-2-ethoxypyridine (33 mg, 0.16 mmol) was added. Upon further degassing, N-(t-butoxycarbonyl)-(R)-1,3,4,10b-tetrahydro-9-amino-7-trifluoromethyl-pyrazino[2, 1-a]isoindol-6(2H)-one (66 mg, 0.18 mmol) and sodium tert-butoxide (26 mg, 0.27 mmol) were added. The mixture was degassed a final time and then subjected to microwave conditions (150 W, 150 C.) for 1 h. Upon cooling to room temperature, the mixture was filtered through a pad of diatomaceous earth and the pad was washed with EtOAc (100 mL). The filtrate was concentrated in vacuo and the residue was purified by flash column chromatography (silica gel, 5-60% Et2O/hexanes) to provide the corresponding N-linked oxoisoindole (35 mg) in 44% yield. A solution of the Boc-protected oxoisoindole in CH2Cl2 (10 mL) at -10 C. was treated with TFA (3 mL) and stirred for 2.5 h. Upon concentration in vacuo, the residue was purified by preparative HPLC (Varian Dynamax C18 column, 10-100% CH3CN/H2O with 0.05% TFA) followed by trituration of the combined fractions with CH2Cl2/Et2O/hexanes to provide the product (9 mg, 25%) as a yellow solid: MS (APC1) 393 (M+H)
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Reference:
Patent; Wacker, Dean A.; Zhao, Guohua; Kwon, Chet; Varnes, Jeffrey G.; Stein, Philip D.; US2005/80074; (2005); A1;,
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