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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 914322Generated: November 1, 2026

Water → 2-[(4-{2-[(5-Bromopyrimidin-2-yl)oxy]ethyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl ester

https://huagongshe.com/reaction/914322

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant5-Bromo-2-chloropyrimidineHCID 606665—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant2-{[4-(2-Hydroxyethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl esterHCID 59759352—
SolventDimethylformamideHCID 6228—
Product2-[(4-{2-[(5-Bromopyrimidin-2-yl)oxy]ethyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl esterHCID 5975944550.4%

Reaction Steps

2-{[4-(2-Hydroxyethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester (7.84 g) synthesized in Example 4 and 5-bromo-2-chloropyrimidine (5.0 g) were dissolved in N,N-dimethylformamide (70 mL), potassium tert-butoxide (3.47 g) was added, and the mixture was stirred at room temperature for 4 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=4:1) to give the title compound (6.0 g) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08026370B2
Source datasetuspto-grants-2011_09
ORD IDord-1be3d41fe861482e87d403ec6a44fc0a
Source noteuspto-grants-2011_09