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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1678457Generated: October 25, 2026

Cesium carbonate → 4'-tert-Butoxycarbonylamino-2'-methyl-biphenyl-3-carboxylic acid

https://huagongshe.com/reaction/1678457

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3-Carboxyphenylboronic acidHCID 2733957—
ReactantN-BOC-4-bromo-3-methylanilineHCID 59822380—
Solvent1,2-DimethoxyethaneHCID 8071—
Product4'-tert-Butoxycarbonylamino-2'-methyl-biphenyl-3-carboxylic acidHCID 5982236389.7%

Reaction Steps

A mixture of (4-bromo-3-methyl-phenyl)-carbamic acid tert-butyl ester (765 mg), 3-carboxyphenyl boronic acid (446 mg), cesium carbonate (875 mg) and tetrakis(triphenylphosphine)palladium0 (catalytic quantity), in 1:2 aqueous DME (30 ml) was heated to reflux for 18 h. The mixture was then allowed to cool and was then partitioned between 1M HCl and dichloromethane. The dried extracts were then evaporated giving the title compound as a pale brown foam (785 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008303B2
Source datasetuspto-grants-2011_08
ORD IDord-57bcc5bc08944f70bf4583b13aa6c929
Source noteuspto-grants-2011_08