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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2247433Generated: October 31, 2026

Potassium Carbonate → Methyl 5-(2-{[(t-butoxycarbonyl)amino]methyl}-4-methoxyphenyl)-2-methoxybenzoate

https://huagongshe.com/reaction/2247433

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTert-butyl (2-bromo-5-methoxybenzyl)carbamateHCID 22930485—
ReactantMethyl 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoateHCID 22930502—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductMethyl 5-(2-{[(t-butoxycarbonyl)amino]methyl}-4-methoxyphenyl)-2-methoxybenzoateHCID 59219129112.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

570 mg of t-butyl N-(2-bromo-5-methoxybenzyl)carbamate, 440 mg of methyl 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate, 86 mg of dichlorobistriphenyl phosphinoferrocene palladium and 1.0 g of potassium carbonate were dissolved in 15 ml of dimethoxyethane, and the mixture was heated at 80° C. for 24 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 680 mg of the title compound in the 3:1 hexane-ethyl acetate fraction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07687664B2
Source datasetuspto-grants-2010_03
ORD IDord-8f219ca6433f421cab9d4cb26e076161
Source noteuspto-grants-2010_03