Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2247432Generated: November 1, 2026

Potassium Carbonate → Methyl 3-(2-{[(t-butoxycarbonyl)amino]methyl}-4-methoxyphenyl)benzoate

https://huagongshe.com/reaction/2247432

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-(Methoxycarbonyl)benzeneboronic acidHCID 2734714—
ReactantTert-butyl (2-bromo-5-methoxybenzyl)carbamateHCID 22930485—
SolventTolueneHCID 1140—
ProductMethyl 3-(2-{[(t-butoxycarbonyl)amino]methyl}-4-methoxyphenyl)benzoateHCID 5921892231.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

1.26 g of t-Butyl N-(2-bromo-5-methoxybenzyl)carbamate, 790 mg of 3-methoxycarbonylphenylboronic acid, 231 mg of tetrakistriphenyl phosphine palladium and 2.20 g of potassium carbonate were dissolved in 25 ml of toluene, and the mixture was heated at 100° C. for 7 hours in a nitrogen atmosphere. The reaction mixture was filtered through Celite, and the filtrate was evaporated. The residue was purified by silica gel column, to give 470 mg of the title compound in the 4:1 hexane-ethyl acetate fraction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07687664B2
Source datasetuspto-grants-2010_03
ORD IDord-3d6a6691f918489a885ec7430cfdce98
Source noteuspto-grants-2010_03