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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1433222Generated: November 1, 2026

Sodium Carbonate → (4-Tert-butoxycarbonylamino-2'-trifluoromethanesulfonyl-biphenyl-3-yl)-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1433222

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1-Chloro-2-((trifluoromethyl)sulfonyl)benzeneHCID 4335397—
Reactant[2-Tert-butoxycarbonylamino-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-carbamic acid tert-butyl esterHCID 57934984—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
Product(4-Tert-butoxycarbonylamino-2'-trifluoromethanesulfonyl-biphenyl-3-yl)-carbamic acid tert-butyl esterHCID 5793493275%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of [2-tert-butoxycarbonylamino-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-carbamic acid tert-butyl ester (0.213 g, 0.490 mmol), 1-chloro-2-trifluoromethanesulfonyl-benzene (0.100 g, 0.409 mmol), sodium carbonate (0.260 g, 2.45 mmol), and 1,1′-[bis(di-tert-butylphosphino)ferrocene]-palladium dichloride (0.027 g, 0.0409 mmol) in DME (2 mL) and H2O (0.5 mL) was heated at 90° C. for 12 hours. The reaction mixture was concentrated under reduced pressure, and the residue was purified by chromatography (silica, hexanes: EtOAc, 1:1) to afford the title compound as a yellow solid (0.158 g, 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612211B2
Source datasetuspto-grants-2009_11
ORD IDord-5e3c4d58f1024536899930f84f76acc4
Source noteuspto-grants-2009_11