1-Iodoheptane → 2-[(4-{2-[(3-Chloro-5-methoxycarbonylpyridin-2-yl)(heptyl)amino]ethyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl ester

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Reaction Steps

2-[(4-{2-[(3-Chloro-5-methoxycarbonylpyridin-2-yl)amino]ethyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl ester (5.14 g) was obtained using 2-{[4-(2-aminoethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester (5 g) synthesized in Example 7 and 2,3-dichloro-5-(methoxycarbonyl)pyridine (3.41 g) as starting materials and by an operation similar to that of Example 265-1. The obtained compound (5.14 g) and heptyl iodide (1.86 mL) were dissolved in N,N-dimethylformamide (40 mL), potassium tert-butoxide (1.34 g) was added thereto, and the mixture was stirred at room temperature for 12 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel chromatography (elution solvent; hexane:ethyl acetate=9:1) to give the title compound (2.59 g) as a yellow oil.

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