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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 914458Generated: October 26, 2026

Water → 2-{[4-(2-{(5-Ethylpyrimidin-2-yl)[(6-phenylpyridin-3-yl)methyl]amino}ethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester

https://huagongshe.com/reaction/914458

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant5-(Chloromethyl)-2-phenylpyridineHCID 2763862—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant2-[(4-{2-[(5-Ethylpyrimidin-2-yl)amino]ethyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl esterHCID 59758871—
SolventDimethylformamideHCID 6228—
Product2-{[4-(2-{(5-Ethylpyrimidin-2-yl)[(6-phenylpyridin-3-yl)methyl]amino}ethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl esterHCID 5975943987.5%

Reaction Steps

2-[(4-{2-[(5-Ethylpyrimidin-2-yl)amino]ethyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl ester (600 mg) synthesized in Example 265-1 and 5-(chloromethyl)-2-phenylpyridine (360 mg) synthesized in Reference Example 21 were dissolved in N,N-dimethylformamide (10 mL), potassium tert-butoxide (200 mg) was added thereto, and the mixture was stirred at room temperature for 3 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=5:2 to 2:1) to give the title compound (740 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08026370B2
Source datasetuspto-grants-2011_09
ORD IDord-00df75a580c849d49dfca6384e725b77
Source noteuspto-grants-2011_09