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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 888043Generated: October 26, 2026

4-(5-Bromothiophen-2-yl)-2-methylsulfanylpyrimidine → N-(2-t-butoxycarbonylaminophenyl)-4-{5-[2-(methylthio)pyrimidin-4-yl]thien-2-yl}benzamide

https://huagongshe.com/reaction/888043

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(5-Bromothiophen-2-yl)-2-methylsulfanylpyrimidineHCID 2820534—
ReactantN-(2-t-Butoxycarbonylaminophenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamideHCID 59830883—
SolventWater ethylacetateHCID 22728543—
ProductN-(2-t-butoxycarbonylaminophenyl)-4-{5-[2-(methylthio)pyrimidin-4-yl]thien-2-yl}benzamideHCID 68408076—

Reaction Steps

Using an analogous procedure to that described in Method 4, N-(2-t-butoxycarbonylaminophenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (Method 13, 219 mg, 0.5 mmol) was reacted with 4-(5-bromothien-2-yl)-2-(methylthio)pyrimidine (145 mg, 0.5 mmol). The crude residue stirred in ethyl acetate/water for 1 hour before being filtered, and the aqueous removed using a Varian Chem Elut Column (CE1010). The resulting solution was concentrated and recrystallised from methanol to give the title compound; Mass Spectrum: M+H+-Boc 463.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247562B2
Source datasetuspto-grants-2012_08
ORD IDord-1894dd042f2441bc8f8753e2c3887135
Source noteuspto-grants-2012_08